JP6166983B2 - Method for producing refined fats and oils - Google Patents
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
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Landscapes
- Edible Oils And Fats (AREA)
- Fats And Perfumes (AREA)
Description
本発明は、精製油脂の製造方法に関する。 The present invention relates to a method for producing a refined fat.
近年、健康の維持増進、疾病の予防治療に対する関心が高まり、魚油やその構成成分であるエイコサペンタエン酸(C20:5、EPA)、ドコサヘキサエン酸(C22:6、DHA)の生理機能に関する研究が数多く行われている。具体的には、抗動脈硬化作用、脳機能改善作用、視覚機能改善作用、抗腫瘍作用、抗炎症作用等が報告されている(非特許文献1)。2005年には、厚生労働省よりEPAとDHAを合計で1g/日という摂取目標量(成人)が定められ、EPAとDHAを高濃度に含む油脂の利用が望まれている。
しかし一方でこれらの高度不飽和脂肪酸を高濃度に含有する油脂は、非常に酸化安定性が低く、劣化臭・異臭が発生し易いため、実用化が著しく制限されている。
In recent years, interest in maintenance and promotion of health and prevention and treatment of diseases has increased, and many studies on the physiological functions of fish oil and its components, eicosapentaenoic acid (C20: 5, EPA) and docosahexaenoic acid (C22: 6, DHA) Has been done. Specifically, anti-arteriosclerosis action, brain function improvement action, visual function improvement action, anti-tumor action, anti-inflammatory action and the like have been reported (Non-patent Document 1). In 2005, the Ministry of Health, Labor and Welfare established a target intake (adult) of 1 g / day for EPA and DHA in total, and the use of fats and oils containing EPA and DHA at high concentrations is desired.
On the other hand, however, fats and oils containing these highly unsaturated fatty acids in a high concentration are extremely low in oxidative stability and easily generate deteriorated odors and off-flavors, so their practical use is remarkably limited.
そのため、油脂の酸化安定性を向上させる技術が検討され、例えば、多価不飽和脂肪酸を含有する油脂に焙煎ゴマ油、アスコルビン酸エステル、ハーブエキスを添加し、油脂を安定化させる方法(特許文献1)や、ヤマモモ抽出物およびローズマリー抽出物等を含有する親油性酸化防止剤(特許文献2)が知られている。
なかでもローズマリー抽出物は、高い抗酸化性を有することが知られているが、非常に香りが強いため添加量を制限せざるを得ないという事情がある。
ローズマリー抽出物の抗酸化性を保ったまま臭いを抑える技術として、カーボンの存在下又は不在下にシリカで食用海産動植物油を処理し、0.2%又は0.4%のローズマリー抽出物の存在下に150℃又は190℃の温度で真空蒸気脱臭する方法(特許文献3)が知られている。
Therefore, a technique for improving the oxidative stability of fats and oils has been studied. For example, a method of stabilizing fats and oils by adding roasted sesame oil, ascorbic acid ester and herbal extract to fats and oils containing polyunsaturated fatty acids (Patent Documents) 1), a lipophilic antioxidant (patent document 2) containing a bayberry extract, a rosemary extract and the like is known.
Among them, the rosemary extract is known to have high antioxidant properties, but there is a circumstance that the amount of addition must be limited because of its very strong aroma.
As a technique for suppressing odor while keeping the antioxidant property of rosemary extract, edible marine animal and vegetable oil is treated with silica in the presence or absence of carbon, and 0.2% or 0.4% rosemary extract There is known a method (Patent Document 3) in which vacuum vapor deodorization is performed at a temperature of 150 ° C or 190 ° C in the presence of water.
しかしながら、上記の従来技術では、ローズマリー抽出物をそのまま添加した油脂を加熱調理に使用するとローズマリーに由来するハーブ臭が発生し易いという課題があった。また、ローズマリー抽出物を真空蒸気脱臭しても、油自体は重たく、油臭い場合があった。また、保存後には、加熱調理時に魚の劣化臭がひどく感じられる場合があった。
このように、エイコサペンタエン酸やドコサヘキサエン酸を多く含む油脂に関しては、より風味に優れた、加熱調理に使用できる精製油脂が求められていた。
However, in the above-described prior art, there has been a problem that an herbal odor derived from rosemary is likely to be generated when fats and oils to which a rosemary extract is added as it is are used for cooking. Moreover, even when the rosemary extract was deodorized by vacuum steam, the oil itself was heavy and sometimes had an oily odor. In addition, after storage, the fish may have a bad smell when cooked.
As described above, for fats and oils containing a large amount of eicosapentaenoic acid and docosahexaenoic acid, there has been a demand for refined fats and oils that are superior in flavor and can be used for cooking.
そこで本発明者らは、精製工程について検討を行ったところ、意外にもローズマリー抽出物を多く含有する油脂に対して低熱履歴(マイルド)となるような条件で油脂に水蒸気を接触させる脱臭処理を行えば、加熱調理時のローズマリーに由来するハーブ臭は低減しつつ、油臭さや、保存後における加熱調理時の風味劣化を抑制できることを見出した。更に、当該脱臭処理を行った精製ローズマリー抽出物を検討することにより、ローズマリー抽出物中のポリフェノールをより多く残存させる脱臭条件とすることが重要であることを見出した。 Therefore, the present inventors have examined the purification process, and surprisingly, deodorization treatment in which water vapor is brought into contact with oil and fat under conditions such that the oil and fat containing a large amount of rosemary extract has a low heat history (mild). It was found that the herb odor derived from rosemary at the time of cooking can be reduced, and the oily odor and flavor deterioration at the time of cooking after storage can be suppressed. Furthermore, by examining the refined rosemary extract that has been subjected to the deodorization treatment, it has been found that it is important to establish deodorization conditions that leave more polyphenol in the rosemary extract.
すなわち、本発明は、油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量が0.05〜20質量%、且つローズマリー抽出物の含有量が0.02〜0.2質量%である精製油脂の製造方法であって、ローズマリー抽出物を含有する油脂に140℃未満で水蒸気を接触させる脱臭処理を行う工程を含む、製造方法を提供するものである。 That is, in the present invention, the total content of eicosapentaenoic acid and docosahexaenoic acid in the total fatty acids constituting the oil and fat is 0.05 to 20% by mass, and the content of rosemary extract is 0.02 to 0.2% by mass. It is a manufacturing method of refined fats and oils which are%, Comprising: The manufacturing method including the process of performing the deodorizing process which makes water vapor contact the fats and oils containing a rosemary extract at less than 140 degreeC is provided.
本発明によれば、加熱調理におけるローズマリーに由来するハーブ臭や魚の劣化臭、油臭さが抑制されて、風味に優れた加熱調理品とすることができる、エイコサペンタエン酸やドコサヘキサエン酸を多く含む精製油脂を製造することができる。 According to the present invention, the herb odor derived from rosemary in cooking, the deterioration odor of fish, and the oily odor are suppressed, and it can be made into a cooked product excellent in flavor, and a large amount of eicosapentaenoic acid and docosahexaenoic acid The refined fats and oils containing can be manufactured.
本発明は、油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量が0.05〜20質量%、且つローズマリー抽出物の含有量が0.02〜0.2質量%である精製油脂の製造方法であって、ローズマリー抽出物を含有する油脂に140℃未満で水蒸気を接触させる脱臭処理を行う工程を含む。
本発明で用いられるローズマリー抽出物は、シソ科マンネンロウ属のローズマリー(和名:マンネンロウ)(Rosmarinus officinalis L.)の抽出物である。ローズマリーの品種にはベネンデンブルー、クリーピング、マリンブルー、マジョルカピンク、トスカナブルー、レックス等が知られているが、本発明においてはいずれの品種も使用することができる。
In the present invention, the total content of eicosapentaenoic acid and docosahexaenoic acid in the total fatty acids constituting the oil and fat is 0.05 to 20% by mass, and the content of the rosemary extract is 0.02 to 0.2% by mass. It is a manufacturing method of a certain refined fat and oil, and includes a step of performing a deodorizing treatment in which water vapor is brought into contact with the fat and oil containing a rosemary extract at less than 140 ° C.
The rosemary extract used in the present invention is an extract of Rosemary ( Rosmarinus officinalis L. ) belonging to the genus Mannenro of the family Lamiaceae. Benenden blue, creeping, marine blue, Mallorca pink, Tuscan blue, Rex and the like are known as rosemary varieties, but any varieties can be used in the present invention.
ローズマリー抽出物を得るために用いるローズマリーの使用部位としては、特に限定されるものではなく、例えば、葉、茎、芽、花、枝、根、種子等、並びにこれらの混合物が挙げられる。これら部位は、そのまま抽出工程に付されてもよく、又は粉砕、切断若しくは乾燥された後に抽出工程に付されてもよい。
抽出物を得る抽出手段としては、例えば、固液抽出、液液抽出、浸漬、煎出、浸出、水蒸気蒸留、還流抽出、超音波抽出、マイクロ波抽出、攪拌等の任意の手段を用いることができる。
The use site of rosemary used for obtaining the rosemary extract is not particularly limited, and examples thereof include leaves, stems, buds, flowers, branches, roots, seeds, and the like, and mixtures thereof. These parts may be subjected to the extraction step as they are, or may be subjected to the extraction step after being pulverized, cut or dried.
As the extraction means for obtaining the extract, for example, any means such as solid-liquid extraction, liquid-liquid extraction, immersion, decoction, leaching, steam distillation, reflux extraction, ultrasonic extraction, microwave extraction, stirring, etc. may be used. it can.
抽出のための溶剤としては、特に限定されるものではなく、例えば、水;メタノール、エタノール等のアルコール類;亜臨界又は超臨界二酸化炭素;大豆油、ナタネ油、ヒマワリ油、パーム油、ラード等の食用油脂類;並びにこれらの混合物が挙げられる。 The solvent for extraction is not particularly limited. For example, water; alcohols such as methanol and ethanol; subcritical or supercritical carbon dioxide; soybean oil, rapeseed oil, sunflower oil, palm oil, lard, etc. Edible oils and fats; and mixtures thereof.
また、ローズマリー抽出物として、市販品、好ましくは抗酸化剤として市販されているもの、より好ましくは飲食品用の抗酸化剤として市販されているものを使用することもできる。 As the rosemary extract, a commercially available product, preferably one marketed as an antioxidant, more preferably one marketed as an antioxidant for foods and drinks can be used.
ローズマリー抽出物は、食品上許容し得る規格に適合し本発明の効果を発揮するものであれば粗精製物であってもよく、さらに得られた粗精製物を公知の分離精製方法を適宜組み合わせてこれらの純度を高めてもよい。精製手段としては、有機溶剤沈殿、遠心分離、限外濾過、吸着剤処理、高速液体クロマトグラフやカラムクロマトグラフ等が挙げられる。 The rosemary extract may be a crude product as long as it conforms to food-acceptable standards and exerts the effects of the present invention. You may combine and raise these purity. Examples of the purification means include organic solvent precipitation, centrifugation, ultrafiltration, adsorbent treatment, high performance liquid chromatograph, column chromatograph and the like.
脱臭処理に供する油脂として用いる食用油脂は、植物性油脂、動物性油脂のいずれでもよい。例えば、大豆油、ナタネ油、サフラワー油、米油、コーン油、ヒマワリ油、綿実油、オリーブ油、ゴマ油、落花生油、ハトムギ油、小麦胚芽油、シソ油、アマニ油、エゴマ油、サチャインチ油、クルミ油、キウイ種子油、サルビア種子油、ブドウ種子油、マカデミアナッツ油、ヘーゼルナッツ油、カボチャ種子油、椿油、茶実油、ボラージ油、パーム油、パームオレイン、パームステアリン、やし油、パーム核油、カカオ脂、サル脂、シア脂、藻油等の植物性油脂;魚油、ラード、牛脂、バター脂等の動物性油脂;あるいはそれらのエステル交換油、水素添加油、分別油等の油脂類を挙げることができる。これらの油は、それぞれ単独で用いてもよく、あるいは適宜混合して用いてもよい。なかでも、使用性の点から、低温耐性に優れた液状油脂を用いるのが好ましく、更に大豆油、ナタネ油、サフラワー油、コーン油、ヒマワリ油、綿実油、オリーブ油、ゴマ油、落花生油、ハトムギ油、小麦胚芽油、シソ油、アマニ油、エゴマ油等の植物種子油、藻油及び魚油から選ばれる1種又は2種以上を用いるのが好ましい。なお、液状油脂とは、基準油脂分析試験法2.3.8−27による冷却試験を実施した場合、20℃で液状である油脂をいう。 Edible fats and oils used as fats and oils to be subjected to deodorization treatment may be vegetable oils or animal fats. For example, soybean oil, rapeseed oil, safflower oil, rice oil, corn oil, sunflower oil, cottonseed oil, olive oil, sesame oil, peanut oil, oat oil, wheat germ oil, perilla oil, flaxseed oil, sesame oil, sacha inch oil, walnut Oil, kiwi seed oil, salvia seed oil, grape seed oil, macadamia nut oil, hazelnut oil, pumpkin seed oil, coconut oil, tea seed oil, borage oil, palm oil, palm olein, palm stearin, palm oil, palm kernel oil, Vegetable oils such as cocoa butter, monkey fat, shea fat, algae oil; animal fats such as fish oil, lard, beef tallow, butter fat; or fats such as transesterified oil, hydrogenated oil, fractionated oil, etc. be able to. These oils may be used alone or in combination as appropriate. Among these, from the viewpoint of usability, it is preferable to use liquid fats and oils excellent in low temperature resistance, and further, soybean oil, rapeseed oil, safflower oil, corn oil, sunflower oil, cottonseed oil, olive oil, sesame oil, peanut oil, pearl oil It is preferable to use one or more selected from plant seed oils such as wheat germ oil, perilla oil, flaxseed oil, and sesame oil, algal oil, and fish oil. In addition, liquid fats and oils mean the fats and oils which are liquid at 20 degreeC, when the cooling test by the reference | standard fat analysis method 2.3.8-27 is implemented.
脱臭処理に供する油脂は、原料となる植物又は動物から搾油後、油分以外の固形分を濾過や遠心分離等により除去するのが好ましい。次いで、水、場合によっては更に酸を添加混合した後、遠心分離等によってガム分を分離することにより脱ガムすることが好ましい。また、油脂にアルカリを添加混合した後、水洗し脱水することにより脱酸を行うことが好ましい。更に、油脂に活性白土や活性炭等の吸着剤と接触させた後、吸着剤を濾過等により分離することにより脱色を行うことが好ましい。これらの処理は、以上の順序で行うことが好ましいが、順序を変更しても良い。また、この他に、油脂は、ろう分の除去のために、低温で固形分を分離するウインタリングを行っても良い。 It is preferable to remove oil and fat to be subjected to deodorization treatment by filtering, centrifuging, or the like after oil is extracted from a plant or animal as a raw material. Next, it is preferable to degum by separating the gum by centrifugation or the like after adding water and optionally further acid and mixing. Moreover, after adding and mixing an alkali with fats and oils, it is preferable to deoxidize by washing and dehydrating. Further, it is preferable to perform decolorization by bringing the fats and oils into contact with an adsorbent such as activated clay or activated carbon and then separating the adsorbent by filtration or the like. These processes are preferably performed in the above order, but the order may be changed. In addition to this, the fats and oils may be subjected to wintering for separating the solid content at a low temperature in order to remove the wax content.
本発明において、油脂を構成する物質にはトリアシルグリセロールのみならずモノアシルグリセロールやジアシルグリセロールも含まれる。すなわち本発明において油脂は、モノアシルグリセロール、ジアシルグリセロール及びトリアシルグリセロールのいずれか1種以上を含むものである。
油脂中、トリアシルグリセロールの含有量は、15質量%(以下、単に「%」とする)以上が好ましく、更に50%以上、更に75%以上、更に78%以上、更に88%以上、更に90%以上、更に92%以上が好ましく、また、100%以下が好ましく、更に99.5%以下、更に99%以下が油脂の工業的生産性の点から好ましい。
また、油脂中、ジアシルグリセロールの含有量は、0%でもよいが、0.1%以上が好ましく、更に0.2%以上が好ましく、また、85%以下が好ましく、更に50%以下、更に25%以下、更に19%以下、更に9%以下、更に7%以下、更に5%以下であるのが風味を良好とする点から好ましい。
また、油脂中、モノアシルグリセロールの含有量は、風味を良好とする点から、3%以下が好ましく、更に0〜2%が好ましい。
In the present invention, the substances constituting the oil and fat include not only triacylglycerol but also monoacylglycerol and diacylglycerol. That is, in the present invention, the fat / oil contains one or more of monoacylglycerol, diacylglycerol, and triacylglycerol.
The content of triacylglycerol in the fat / oil is preferably 15% by mass (hereinafter simply referred to as “%”) or more, more preferably 50% or more, further 75% or more, further 78% or more, further 88% or more, and further 90%. % Or more, more preferably 92% or more, more preferably 100% or less, further preferably 99.5% or less, and more preferably 99% or less from the viewpoint of industrial productivity of fats and oils.
In addition, the content of diacylglycerol in fats and oils may be 0%, but is preferably 0.1% or more, more preferably 0.2% or more, and preferably 85% or less, more preferably 50% or less, and further 25 % Or less, further 19% or less, further 9% or less, further 7% or less, and further 5% or less is preferable from the viewpoint of improving the flavor.
In addition, the content of monoacylglycerol in the oil is preferably 3% or less, more preferably 0 to 2%, from the viewpoint of improving the flavor.
また、遊離脂肪酸又はその塩の含有量は、油脂中5%以下が好ましく、更に0〜2%、更に0〜1%であるのが風味、油脂の工業的生産性の点で好ましい。 Further, the content of free fatty acid or a salt thereof is preferably 5% or less in fats and oils, more preferably 0 to 2%, and further preferably 0 to 1% from the viewpoint of flavor and industrial productivity of fats and oils.
本発明において、油脂に水蒸気を接触させる方法としては、減圧水蒸気蒸留が挙げられ、バッチ式、半連続式、連続式等で行ってもよい。処理すべき油脂の量が少量の場合はバッチ式を用い、多量になると半連続式、連続式を用いることが好ましい。
半連続式装置としては、例えば数段のトレイを備えた脱臭塔からなるガードラー式脱臭装置等が挙げられる。本装置は、上部から脱臭すべき油脂を供給し、トレイ上で油脂と水蒸気又は不活性ガスの接触を適当な時間行った後、油脂を下段のトレイへ下降させ、間欠的に次々と下降しながら移動することにより処理を行うものである。
連続式装置としては、薄膜状の油脂と水蒸気を接触させることが可能な、構造物が充填された薄膜脱臭装置等が挙げられる。
In the present invention, the method of bringing water vapor into contact with oil and fat includes vacuum steam distillation, and may be carried out by a batch system, a semi-continuous system, a continuous system, or the like. When the amount of fats and oils to be treated is small, it is preferable to use a batch type, and when it is large, use a semi-continuous type or a continuous type.
Examples of the semi-continuous apparatus include a guardler type deodorizing apparatus including a deodorizing tower having several trays. This device supplies fat and oil to be deodorized from the upper part, contacts the fat and water vapor or inert gas on the tray for an appropriate time, then lowers the fat and oil to the lower tray, and drops intermittently one after another. The processing is performed by moving while moving.
Examples of the continuous device include a thin film deodorizing device filled with a structure capable of bringing a thin film oil and fat into contact with water vapor.
脱臭処理において、油脂に水蒸気を接触させる際の温度は、ローズマリー抽出物中のポリフェノールの減少を抑制する点から、140℃未満であるが、同様の点から、135℃以下が好ましく、130℃以下がより好ましい。また、加熱調理に使用した際のローズマリーに由来するハーブ臭を抑制する点から、80℃以上が好ましく、更に90℃以上、更に100℃以上が好ましい。油脂に水蒸気を接触させる際の温度は、80℃以上140℃未満が好ましく、更に90〜135℃、更に90℃〜130℃、更に100〜130℃が好ましい。なお、本発明において、油脂に水蒸気を接触させる際の温度は、水蒸気を接触させる油脂の温度である。 In the deodorization treatment, the temperature when bringing the oil and fat into contact with water vapor is less than 140 ° C. from the viewpoint of suppressing the decrease of polyphenols in the rosemary extract, but from the same point, 135 ° C. or less is preferable, and 130 ° C. The following is more preferable. Moreover, 80 degreeC or more is preferable from the point which suppresses the herbal odor derived from the rosemary at the time of using for cooking, 90 degreeC or more is further preferable, and also 100 degreeC or more is preferable. The temperature when bringing the oil and fat into contact with water vapor is preferably 80 ° C. or higher and lower than 140 ° C., more preferably 90 to 135 ° C., further 90 to 130 ° C., and further preferably 100 to 130 ° C. In addition, in this invention, the temperature at the time of making water vapor contact with fats and oils is the temperature of the fats and oils which make water vapor contact.
油脂と水蒸気の接触時間は、ローズマリー抽出物中のポリフェノールの減少を抑制する点から、3〜180分が好ましく、更に5〜150分、更に7〜120分、更に15〜90分が好ましい。 The contact time between the fat and water vapor is preferably 3 to 180 minutes, more preferably 5 to 150 minutes, further 7 to 120 minutes, and further preferably 15 to 90 minutes, from the viewpoint of suppressing the decrease of polyphenols in the rosemary extract.
また、油脂と水蒸気を接触させる際の圧力は、ローズマリーに由来するハーブ臭を低減する点から、0.01〜4.0kPa、更に0.06〜1.0kPaとすることが好ましい。 Moreover, it is preferable that the pressure at the time of contacting fats and oils with water vapor | steam is 0.01-4.0 kPa and also 0.06-1.0 kPa from the point which reduces the herb odor derived from rosemary.
油脂に接触させる水蒸気の量は、油脂に対して0.3〜20%/hr、更に0.5〜10%/hrとすることが、同様の点から好ましい。 It is preferable from the same point that the amount of water vapor brought into contact with the fat / oil is 0.3-20% / hr, more preferably 0.5-10% / hr with respect to the fat / oil.
本発明においては、次の(i)又は(ii)の精製油脂の製造方法を好ましい態様として挙げることができる。
なお、本発明において、ローズマリー抽出物は、純分約100%の形態もあるが、抽出に用いた溶剤で希釈されている形態もある。本発明におけるローズマリー抽出物の量は、希釈に用いられる溶剤を除いたローズマリー抽出物純分を基準とするものである。
(i)油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量が0.05〜20質量%、且つローズマリー抽出物の含有量が0.02〜0.2質量%である精製油脂の製造方法であって、
油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量が0.05〜20質量%であり、且つローズマリー抽出物を0.02〜0.2質量%含有する油脂に、140℃未満で水蒸気を接触させる脱臭処理を行う工程
を含む、製造方法。
(ii)油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量が0.05〜20質量%、且つローズマリー抽出物の含有量が0.02〜0.2質量%である精製油脂の製造方法であって、
ローズマリー抽出物を含有する油脂に140℃未満で水蒸気を接触させる脱臭処理を行う工程と、
脱臭処理を行った油脂とそれ以外の油脂を混合し、油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量と、ローズマリー抽出物の含有量を調整する工程
を含む、製造方法。
In this invention, the manufacturing method of the refined fats and oils of the following (i) or (ii) can be mentioned as a preferable aspect.
In the present invention, the rosemary extract may have a pure content of about 100%, but may be diluted with the solvent used for extraction. The amount of rosemary extract in the present invention is based on the pure content of rosemary extract excluding the solvent used for dilution.
(i) The total content of eicosapentaenoic acid and docosahexaenoic acid in all fatty acids constituting the oil and fat is 0.05 to 20% by mass, and the content of the rosemary extract is 0.02 to 0.2% by mass. A method for producing refined fats and oils,
The total amount of eicosapentaenoic acid and docosahexaenoic acid in the total fatty acids constituting the fat is 0.05 to 20% by mass, and the fat and oil containing 0.02 to 0.2% by mass of rosemary extract The manufacturing method including the process of performing the deodorizing process which contacts water vapor | steam at less than ° C.
(ii) The total content of eicosapentaenoic acid and docosahexaenoic acid in all fatty acids constituting the fat is 0.05 to 20% by mass, and the content of the rosemary extract is 0.02 to 0.2% by mass. A method for producing refined fats and oils,
A step of performing a deodorizing treatment in which water vapor is brought into contact with the oil and fat containing the rosemary extract at less than 140 ° C .;
Manufacturing including the step of mixing the fats and oils that have been deodorized and other fats and oils, and adjusting the total content of eicosapentaenoic acid and docosahexaenoic acid in the total fatty acids constituting the fats and oils, and the content of the rosemary extract Method.
前記(i)の方法で、脱臭処理に供する油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量の好ましい範囲は、後述する精製油脂中の好ましい範囲と同じである。 The preferred range of the total content of eicosapentaenoic acid and docosahexaenoic acid in the total fatty acids constituting the fats and oils subjected to the deodorization treatment by the method (i) is the same as the preferred range in the purified fats and oils described later.
前記(i)の方法では、脱臭処理に供する油脂中のローズマリー抽出物の含有量を、精製油脂中のローズマリー抽出物の含有量が前記範囲となる範囲で適宜設定できるが、実質的には0.02〜0.2%であり、抗酸化性の点から、更に0.03%以上、更に0.04%以上が好ましい。また、ローズマリー抽出物由来のハーブ臭を低減する点から、、更に0.15%以下、更に0.1%以下、更に0.08%以下が好ましい。脱臭処理に供する油脂中のローズマリー抽出物の含有量は、更に0.03〜0.15%、更に0.04〜0.1%、更に0.04〜0.08%が好ましい。 In the method (i), the content of the rosemary extract in the fat and oil to be subjected to the deodorization treatment can be appropriately set within the range in which the content of the rosemary extract in the purified fat and oil falls within the above range. Is 0.02 to 0.2%, and is preferably 0.03% or more, and more preferably 0.04% or more from the viewpoint of antioxidant properties. Further, from the viewpoint of reducing the herb odor derived from the rosemary extract, 0.15% or less, further 0.1% or less, and further 0.08% or less are preferable. As for content of the rosemary extract in the fats and oils used for a deodorizing process, 0.03-0.15% is further preferable, 0.04-0.1%, Furthermore, 0.04-0.08% is preferable.
また、前記(i)の方法において、脱臭後の精製油脂中のポリフェノールの含有量は、脱臭前と比べ減少量が少ないことが好ましい。例えば、ローズマリー抽出物0.1%を添加した際の脱臭後の精製油脂中のポリフェノールの含有量は、14ppm以上であることが好ましく、更に15ppm以上、更に16ppm以上、更に17ppm以上であることが好ましい。油脂中のポリフェノールの含有量は、実施例に記載の方法で測定できる。 In the method (i), the amount of polyphenol in the refined fat after deodorization is preferably less than that before deodorization. For example, the content of polyphenols in the refined oil after deodorization when 0.1% rosemary extract is added is preferably 14 ppm or more, more preferably 15 ppm or more, further 16 ppm or more, and further 17 ppm or more. Is preferred. Content of the polyphenol in fats and oils can be measured by the method as described in an Example.
前記(ii)の方法で、脱臭処理を行った油脂と混合するもう一方の油脂としては、前記の脱臭処理に供する油脂として用いる食用油脂の1種又は2種以上が挙げられるが、精製工程を経た精製油脂であるのが好ましい。
また、脱臭処理を行った油脂ともう一方の油脂の混合割合は適宜設定できる。
The other fat mixed with the deodorized fat in the method (ii) includes one or more edible fats and oils used as the fat used in the deodorizing treatment. It is preferable that it has passed through refined fats and oils.
Moreover, the mixing ratio of the oil and fat which performed the deodorizing process and the other oil and fat can be set suitably.
前記(ii)の方法では、脱臭処理に供する油脂中のローズマリー抽出物の含有量を適宜設定できるが、抗酸化性の点から、0.05%以上が好ましく、更に0.1%以上が好ましく、更に0.15%以上、更に0.2%以上が好ましい。また、ローズマリー抽出物由来のハーブ臭を低減する点から、2.5%以下が好ましく、更に2%以下、更に1.5%以下が好ましい。脱臭処理に供する油脂中のローズマリー抽出物の含有量は、0.05〜2.5%、更に0.1〜2%、更に0.2%〜1.5%が好ましい。 In the method (ii), the content of the rosemary extract in the fat and oil to be subjected to the deodorization treatment can be appropriately set, but from the viewpoint of antioxidant properties, 0.05% or more is preferable, and 0.1% or more is more preferable. Preferably, it is further 0.15% or more, more preferably 0.2% or more. Moreover, from the point which reduces the herb odor derived from a rosemary extract, 2.5% or less is preferable, Furthermore, 2% or less, Furthermore, 1.5% or less is preferable. The content of the rosemary extract in the fats and oils subjected to the deodorization treatment is preferably 0.05 to 2.5%, more preferably 0.1 to 2%, and further preferably 0.2% to 1.5%.
また、前記(ii)の方法において、脱臭後の油脂中のポリフェノールの含有量は、脱臭前と比べ減少量が少ないことが好ましい。例えば、ローズマリー抽出物0.8%を添加した際の脱臭後の油脂中のポリフェノール含有量は、110ppm以上であることが好ましく、更に120ppm以上、更に130ppm以上であることが好ましい。 In the method (ii), it is preferable that the amount of polyphenol in the fat after deodorization is smaller than that before deodorization. For example, the content of polyphenols in the oil and fat after deodorization when 0.8% rosemary extract is added is preferably 110 ppm or more, more preferably 120 ppm or more, and further preferably 130 ppm or more.
本発明の方法により得られる精製油脂は、油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量が0.05〜20%であるが、更に0.1%以上、更に0.3%以上、更に1%以上、更に1.5%以上であるのが生理効果の点から好ましい。また、15%以下、更に12%以下、更に9%以下、更に5%以下であるのが、酸化安定性の点から好ましい。エイコサペンタエン酸とドコサヘキサエン酸の、油脂を構成する全脂肪酸に対する合計含有量は、生理効果と酸化安定性の両方の点から、0.1〜15%、更に0.3〜12%、更に1〜9%、更に1.5〜5%であるのが好ましい。なお、本明細書における脂肪酸量は遊離脂肪酸換算量である。 The refined fats and oils obtained by the method of the present invention have a total content of eicosapentaenoic acid and docosahexaenoic acid in the total fatty acids constituting the fats and oils of 0.05 to 20%, but are further 0.1% or more, and more preferably 0.8. It is preferably 3% or more, more preferably 1% or more, and further preferably 1.5% or more from the viewpoint of physiological effects. Further, it is preferably 15% or less, further 12% or less, further 9% or less, and further 5% or less from the viewpoint of oxidation stability. The total content of eicosapentaenoic acid and docosahexaenoic acid with respect to all fatty acids constituting the oil and fat is 0.1 to 15%, further 0.3 to 12%, and further 1 to 2 from the viewpoints of both physiological effects and oxidation stability. It is preferably 9%, more preferably 1.5 to 5%. In addition, the fatty acid amount in this specification is a free fatty acid equivalent amount.
また、精製油脂中のローズマリー抽出物の含有量は、0.02〜0.2%であるが、抗酸化性の点から、更に0.03%以上、更に0.04%以上が好ましい。また、ローズマリー抽出物由来のハーブ臭を低減する点から、更に0.15%以下、更に0.1%以下、更に0.08%以下が好ましい。精製油脂中のローズマリー抽出物の含有量は、更に0.03〜0.15%、更に0.04〜0.1%、更に0.04〜0.08%が好ましい。 In addition, the content of the rosemary extract in the refined fat is from 0.02 to 0.2%, but is preferably 0.03% or more, and more preferably 0.04% or more from the viewpoint of antioxidant properties. Moreover, from the point which reduces the herb odor derived from a rosemary extract, 0.15% or less, Furthermore 0.1% or less, Furthermore 0.08% or less is preferable. The content of the rosemary extract in the refined fat is preferably 0.03 to 0.15%, more preferably 0.04 to 0.1%, and further preferably 0.04 to 0.08%.
本発明の精製油脂は、油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の精製油脂中の合計含有量に対する、ローズマリー抽出物の精製油脂中の含有量の質量比[ローズマリー抽出物/(C20:5+C22:6)]が、抗酸化性の点から、5×10-3以上が好ましく、更に8×10-3以上、更に10×10-3以上、更に20×10-3以上、更に30×10-3以上が好ましい。 The refined fat and oil of the present invention has a mass ratio of the content of the rosemary extract in the refined fat with respect to the total content in the refined fat and oil of eicosapentaenoic acid and docosahexaenoic acid in all fatty acids constituting the fat [rosemary extract / (C20: 5 + C22: 6)] is preferably 5 × 10 −3 or more, more preferably 8 × 10 −3 or more, further 10 × 10 −3 or more, and further 20 × 10 −3 or more from the viewpoint of antioxidant properties. Further, 30 × 10 −3 or more is preferable.
本発明の処理の結果、ローズマリー抽出物中のポリフェノールが多く残存した精製油脂が得られる。
本発明の方法により得られる精製油脂中のポリフェノールの含有量は、抗酸化性の点から3ppm以上が好ましく、更に5ppm以上、更に7ppm以上が好ましい。また、ポリフェノールによる調理品の変色を抑制する点から、40ppm以下が好ましく、更に35ppm以下、更に30ppm以下が好ましい。
As a result of the treatment of the present invention, a purified fat and oil in which a large amount of polyphenol in the rosemary extract remains is obtained.
The content of polyphenol in the refined fat obtained by the method of the present invention is preferably 3 ppm or more, more preferably 5 ppm or more, and further preferably 7 ppm or more from the viewpoint of antioxidant properties. Moreover, 40 ppm or less is preferable from the point which suppresses discoloration of the cooking goods by polyphenol, Furthermore, 35 ppm or less, Furthermore, 30 ppm or less is preferable.
本発明の方法により得られる精製油脂には、一般の食用油脂と同様に、保存性及び風味安定性の向上を目的として、ローズマリー抽出物以外の抗酸化剤等を更に添加することができる。
また、本発明の方法により得られる精製油脂は、一般の食用油脂と同様に使用でき、油脂を用いた各種飲食物に広範に適用することができる。なかでも、加熱調理用油脂、更に野菜炒めやチャーハン等の炒め物の調理用油脂として好適である。
To the refined fats and oils obtained by the method of the present invention, an antioxidant other than the rosemary extract can be further added for the purpose of improving the storage stability and flavor stability as in the case of general edible fats and oils.
Moreover, the refined fats and oils obtained by the method of the present invention can be used in the same manner as general edible fats and oils and can be widely applied to various foods and drinks using fats and oils. Especially, it is suitable as oil for cooking cooking oils and fats, and also for cooking oils such as stir-fried vegetables and fried rice.
〔分析方法〕
(1)油脂のグリセリド組成
ガラス製サンプル瓶に、油脂サンプル約10mgとトリメチルシリル化剤(「シリル化剤TH」、関東化学製)0.5mLを加え、密栓し、70℃で15分間加熱した。これに水1.0mLとヘキサン1.5mLを加え、振とうした。静置後、上層をガスクロマトグラフィー(GLC)に供して分析した。
<GLC分析条件>
(条件)
装置:アジレント6890シリーズ(アジレントテクノジー社製)
インテグレーター:ケミステーションB 02.01 SR2(アジレントテクノジー社製)
カラム:DB−1ht(Agilent J&W社製)
キャリアガス:1.0mL He/min
インジェクター:Split(1:50)、T=320℃
ディテクター:FID、T=350℃
オーブン温度:80℃から10℃/分で340℃まで昇温、15分間保持
[Analysis method]
(1) Fatty acid glyceride composition About 10 mg of an oil and fat sample and 0.5 mL of a trimethylsilylating agent (“silylating agent TH”, manufactured by Kanto Chemical) were added to a glass sample bottle, sealed, and heated at 70 ° C. for 15 minutes. To this, 1.0 mL of water and 1.5 mL of hexane were added and shaken. After standing, the upper layer was analyzed by gas chromatography (GLC).
<GLC analysis conditions>
(conditions)
Equipment: Agilent 6890 series (manufactured by Agilent Technologies)
Integrator: ChemStation B 02.01 SR2 (manufactured by Agilent Technologies)
Column: DB-1ht (manufactured by Agilent J & W)
Carrier gas: 1.0 mL He / min
Injector: Split (1:50), T = 320 ° C.
Detector: FID, T = 350 ° C
Oven temperature: Increased from 80 ° C to 340 ° C at 10 ° C / min and held for 15 minutes
(2)油脂の構成脂肪酸組成
日本油化学会編「基準油脂分析試験法」中の「脂肪酸メチルエステルの調製法(2.4.1.−1996)」に従って脂肪酸メチルエステルを調製し、得られた油脂サンプルを、American Oil Chemists. Society Official Method Ce 1f−96(GLC法)により測定した。
<GLC分析条件>
カラム:CP−SIL88 50m×0.25mm×0.2μm (VARIAN)
キャリアガス:1.0mL He/min
インジェクター:Split(1:40)、T=300℃
ディテクター:FID、T=300℃
オーブン温度:150℃で5分保持後、1℃/分で170℃まで昇温、1℃/分で200℃まで昇温、20℃/分で220℃まで昇温、5分保持
(2) Fatty Acid Composition Fatty Acid Composition Fatty acid methyl ester is prepared and obtained according to “Preparation Method of Fatty Acid Methyl Ester (2.4.1.-1996)” in “Standard Fat and Fat Analysis Test Method” edited by Japan Oil Chemists' Society. Oil samples were obtained from American Oil Chemists. It was measured by Society Official Method Ce 1f-96 (GLC method).
<GLC analysis conditions>
Column: CP-SIL88 50 m × 0.25 mm × 0.2 μm (Varian)
Carrier gas: 1.0 mL He / min
Injector: Split (1:40), T = 300 ° C.
Detector: FID, T = 300 ° C
Oven temperature: held at 150 ° C. for 5 minutes, then raised to 170 ° C. at 1 ° C./minute, raised to 200 ° C. at 1 ° C./minute, raised to 220 ° C. at 20 ° C./minute, held for 5 minutes
(3)油脂のポリフェノール量
油脂約1gをヘキサン1mLに溶解し、MeOH/水(8/2)1mLで抽出した。3500rpmで5分間遠心分離し、MeOH相を回収した。抽出操作を計3回繰り返し、回収したメタノール相をまとめ、ヘキサン1mLを加えて洗浄した。3500rpmで5分間遠心分離し、ヘキサン相を取り除いた。洗浄操作を計3回繰り返し、残ったMeOH相をポリフェノール含有溶液とした。
ポリフェノール含有溶液に、Folin−Ciocalteu試薬(シグマアルドリッチ)0.5mLを添加し、3分間反応させた後、飽和炭酸水素ナトリウム水溶液1mLを添加した。水で希釈して1時間静置し、725nmにおける吸光度を測定した。予め作成しておいたカフェ酸の検量線に基づき、ポリフェノール量(カフェ酸等量として)を求めた。
なお、検量線は、濃度既知のカフェ酸を用いて上記方法で吸光度を測定し、作成した。
(3) Polyphenol content of fats and oils About 1 g of fats and oils was dissolved in 1 mL of hexane, and extracted with 1 mL of MeOH / water (8/2). Centrifugation was performed at 3500 rpm for 5 minutes to recover the MeOH phase. The extraction operation was repeated three times in total, and the recovered methanol phases were combined and washed with 1 mL of hexane. The hexane phase was removed by centrifuging at 3500 rpm for 5 minutes. The washing operation was repeated 3 times in total, and the remaining MeOH phase was used as a polyphenol-containing solution.
To the polyphenol-containing solution, 0.5 mL of Folin-Ciocalteu reagent (Sigma Aldrich) was added and reacted for 3 minutes, and then 1 mL of saturated aqueous sodium hydrogen carbonate solution was added. It diluted with water and left still for 1 hour, and the light absorbency in 725 nm was measured. Based on a calibration curve of caffeic acid prepared in advance, the amount of polyphenol (as an equivalent amount of caffeic acid) was determined.
The calibration curve was prepared by measuring the absorbance by the above method using caffeic acid having a known concentration.
〔原料〕
植物油として表1の組成を持つ油脂1を用い、魚油として表1の組成を持つ油脂2を用いた。ローズマリー抽出物製剤として、ハーバロックス タイプHT−O NS(Kalsec、ローズマリー抽出物純分40%)を用いた。
〔material〕
Fats and oils 1 having the composition shown in Table 1 were used as the vegetable oil, and fats and oils 2 having the composition shown in Table 1 were used as the fish oil. Herbalox type HT-ONS (Kalsec, 40% pure rosemary extract) was used as a rosemary extract preparation.
実施例1〜5、比較例1〜4
〔油脂A〜油脂Gの調製〕
クライゼンフラスコに、表2に示した比率で油脂1又は油脂2、ローズマリー抽出物を入れ、表2に示した条件で水蒸気脱臭処理を行い、油脂A〜油脂Fを得た。
油脂Gは、表2に示した比率で油脂1及びローズマリー抽出物を混合したものであり、脱臭処理を行わなかったものである。油脂A〜油脂Gの分析値を表2に示す。
Examples 1-5, Comparative Examples 1-4
[Preparation of fats and oils A to G]
Fats 1 or 2 and a rosemary extract were added to the Claisen flask at the ratios shown in Table 2, and steam deodorization treatment was performed under the conditions shown in Table 2 to obtain fats A to F.
Fats and oils G are a mixture of fats and oils 1 and a rosemary extract in the ratios shown in Table 2, and were not subjected to deodorization treatment. Table 2 shows analysis values of fats and oils A to G.
〔精製油脂の調製〕
ビーカーに、表3に示した比率で油脂A〜油脂G、油脂1及び/又は油脂2を入れ、窒素雰囲気下で0.5時間攪拌しながら混合し、精製油脂を得た。
精製油脂の分析値を表3に示す。
[Preparation of refined fats and oils]
In a beaker, fats and oils A to G, fats and oils 1 and / or fats and oils 2 were added at the ratios shown in Table 3, and mixed with stirring under a nitrogen atmosphere for 0.5 hours to obtain purified fats and oils.
Table 3 shows analytical values of the refined fats and oils.
〔風味評価〕
実施例と比較例で調製した精製油脂をステンレスシャーレに10gを入れ、ホットプレートで150℃に加熱し、下記の評価基準で加熱時のローズマリー由来のハーブ臭を評価した。また、実施例と比較例で調製した精製油脂を各人1〜2gを生食し、下記の評価基準で味を評価した。
保存品の評価は、実施例と比較例で調製した精製油脂を、50mLスクリューバイヤルに20gを入れて密閉して、遮光下、60℃で3日間保存した後、40℃に加熱し、下記の評価基準で加熱時の魚劣化臭を評価した。
各評価ともパネル5名で評価し、その平均点を評点とした。結果を表3に示す。
<加熱時のローズマリー由来のハーブ臭>
5:ローズマリー由来のハーブ臭を感じない
4:ローズマリー由来のハーブ臭をほとんど感じない
3:ややローズマリー由来のハーブ臭を感じる
2:ローズマリー由来のハーブ臭を感じる
1:強くローズマリー由来のハーブ臭を感じる
<味>
5:軽く、かつ非常にすっきりしている
4:やや軽く、すっきりしている
3:わずかに重く、かつ僅かに油臭い
2:やや重く、かつやや油臭い
1:重く、油臭い
<保存品加熱時の魚劣化臭>
5:魚劣化臭を全く感じない
4:魚劣化臭を感じない
3:わずかに魚劣化臭を感じる
2:魚劣化臭を感じる
1:強く魚劣化臭を感じる
[Taste evaluation]
10 g of the refined fat prepared in Examples and Comparative Examples was placed in a stainless steel dish, heated to 150 ° C. with a hot plate, and herbal odor derived from rosemary during heating was evaluated according to the following evaluation criteria. Moreover, the refined fats and oils prepared by the Example and the comparative example ate each person 1-2g, and evaluated the taste on the following evaluation criteria.
The evaluation of the preserved product was carried out by putting 20 g of the purified fat prepared in Examples and Comparative Examples in a 50 mL screw vial, sealing, storing at 60 ° C. for 3 days under light shielding, heating to 40 ° C. The fish deterioration odor during heating was evaluated according to the evaluation criteria.
Each evaluation was evaluated by five panelists, and the average score was used as the score. The results are shown in Table 3.
<Herbal odor derived from rosemary during heating>
5: I do not feel the herb smell derived from rosemary 4: I feel almost no herb smell derived from rosemary 3: I feel a little herb smell derived from rosemary 2: I feel the herb smell derived from rosemary 1: Strongly derived from rosemary <Taste> that feels herbal odor
5: Light and very clean 4: Slightly light and clean 3: Slightly heavy and slightly oily 2: Slightly heavy and slightly oily 1: Heavy, oily Fish odor of time>
5: Do not feel any fish deterioration odor 4: Do not feel fish deterioration odor 3: Feel slightly fish deterioration odor 2: Feel fish deterioration odor 1: Strongly feel fish deterioration odor
実施例6〜14、比較例5〜8
クライゼンフラスコに、表4又は表5に示した比率で油脂1、油脂2及びローズマリー抽出物を入れ、表4又は5に示した条件で水蒸気脱臭処理を行い、精製油脂を得た。精製油脂の分析値を表4又は表5に示す。
また、前記と同様の〔風味評価〕を行った結果を表4又は表5に示す。
Examples 6-14, Comparative Examples 5-8
In the Claisen flask, the fat 1, fat 2 and rosemary extract were put in the ratio shown in Table 4 or Table 5, and steam deodorization treatment was performed under the conditions shown in Table 4 or 5 to obtain purified fat. Table 4 or Table 5 shows the analytical values of the refined fats and oils.
Table 4 or Table 5 shows the results of the same [flavor evaluation] as described above.
表3〜5より明らかなように、140℃未満で脱臭処理を行うことで加熱時のローズマリーに由来するハーブ臭は抑制しつつも、ローズマリー抽出物中のポリフェノールをより多く残存させることができた。保存後の加熱においても風味の劣化が抑制され、油の味も良好であった。 As is clear from Tables 3 to 5, it is possible to leave more polyphenols in the rosemary extract while suppressing the herbal odor derived from rosemary during heating by performing deodorization treatment at less than 140 ° C. did it. Deterioration of flavor was suppressed even during heating after storage, and the taste of oil was good.
Claims (6)
脱臭処理を行った油脂とそれ以外の油脂を混合し、油脂を構成する全脂肪酸中のエイコサペンタエン酸とドコサヘキサエン酸の合計含有量と、ローズマリー抽出物の含有量を調整する工程
を含むものである請求項1又は2記載の製造方法。 A step of performing a deodorizing treatment in which water vapor is brought into contact with the oil and fat containing the rosemary extract at less than 140 ° C .;
A process comprising mixing the fat and oil subjected to deodorization and other fats and oils, and adjusting the total content of eicosapentaenoic acid and docosahexaenoic acid in all fatty acids constituting the fat and oil, and the content of rosemary extract Item 3. The method according to Item 1 or 2.
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