Nothing Special   »   [go: up one dir, main page]

Mulard et al., 2002 - Google Patents

Synthesis and NMR study of a linear pentasaccharide fragment of the Shigella flexneri 5a O-specific polysaccharide

Mulard et al., 2002

View PDF
Document ID
16711277973711277353
Author
Mulard L
Clément M
Segat-Dioury F
Delepierre M
Publication year
Publication venue
Tetrahedron

External Links

Snippet

A convergent chemical synthesis of the methyl glycoside of the linear epitope α-d-Glcp-(1→ 3)-α-l-Rhap-(1→ 3)-α-l-Rhap-(1→ 3)-β-d-GlcNAcp-(1→ 2)-α-l-Rhap (EBCDA) corresponding to the ramification of the O-antigen of Shigella flexneri serotype 5a is described. The strategy …
Continue reading at www.academia.edu (PDF) (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C07H15/10—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical containing unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C07H15/256—Polyterpene radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/18—Acyclic radicals, substituted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
    • C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/02—Monosaccharides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom

Similar Documents

Publication Publication Date Title
Medgyes et al. Synthesis of the monosaccharide units of the O-specific polysaccharide of Shigella sonnei
Chernyak et al. A new type of carbohydrate-containing synthetic antigen: synthesis of carbohydrate-containing polyacrylamide copolymers having the specificity of O: 3 and O: 4 factors of Salmonella
Dmitriev et al. Somatic Antigens of Shigella: Structural Investigation on the O‐Specific Polysaccharide Chain of Shigella Dysenteriae Type 1 Lipopolysaccharide
KNIREL et al. Somatic antigens of Pseudomonas aeruginosa: The structure of the O‐specific polysaccharide chain of the lipopolysaccharide from P aeruginosa O13 (Lányi)
Knirel et al. Somatic antigens of Pseudomonas aeruginosa: The structure of O‐specific polysaccharide chains of P. aeruginosa O10 (Lányi) lipopolysaccharides
Rahman et al. The lipooligosaccharide (LOS) of Neisseria meningitidis serogroup B strain NMB contains L2, L3, and novel oligosaccharides, and lacks the lipid-A 4′-phosphate substituent
Rai et al. Recent advances in β-L-rhamnosylation
KNIREL et al. Somatic antigens of Pseudomonas aeruginosa: The structure of O‐specific polysaccharide chains of the lipopolysaccharides from P. aeruginosa O1 (Lányi), O3 (Habs), O13 and O14 (Wokatsch), and the serologically related strain NCTC 8505
Abronina et al. Unusual Outcome of Glycosylation: Hydrogen‐Bond Mediated Control of Stereoselectivity by N‐Trifluoroacetyl Group?
Mulard et al. Synthesis and NMR study of a linear pentasaccharide fragment of the Shigella flexneri 5a O-specific polysaccharide
Backinowsky et al. An efficient approach towards the convergent synthesis of “fully‐carbohydrate” mannodendrimers
Mulard et al. Synthesis of the methyl glycosides of a di-and two trisaccharide fragments specific for the Shigella flexneri serotype 2a O-antigen
Lowary et al. Synthesis of a pentasaccharide epitope for the investigation of carbohydrate-protein interactions
Chassagne et al. Structural Studies of the O‐Acetyl‐Containing O‐Antigen from a Shigella flexneri Serotype 6 Strain and Synthesis of Oligosaccharide Fragments Thereof
Paz et al. Some key experimental features of a modular synthesis of heparin‐like oligosaccharides
Costachel et al. Linear synthesis of the methyl glycosides of tetra-and pentasaccharide fragments specific for the Shigella flexneri serotype 2a O-antigen
Pozsgay et al. Synthesis of di-to penta-saccharides related to the O-specific polysaccharide of Shigella dysenteriae type 1, and their nuclear magnetic resonance study
Forman et al. Orthoesters formation leading to mismatched Helferich glycosylations at O-3 of N-trichloroacetylated glucosamine residues
Mulard et al. Synthesis of a tri-and tetrasaccharide fragment specific for the Shigella flexneri serotype 5a O-antigen. A reinvestigation
Mulard et al. First synthesis of a branched pentasaccharide representative of the repeating unit of the Shigella flexneri serotype 5a O-antigen
Segat-Dioury et al. Convergent synthesis of the methyl glycosides of a tetra-and a pentasaccharide fragment of the Shigella flexneri serotype 2a O-specific polysaccharide
Zhang et al. Linking carbohydrates to proteins using N-(2, 2-dimethoxyethyl)-6-hydroxy hexanamide
Watson et al. The action of nitrous acid on C-teichoic acid (C-substance) from the walls of Diplococcus pneumoniae
Mulard et al. Total synthesis of a tetra-and two pentasaccharide fragments of the O-specific polysaccharide of Shigella flexneri serotype 2a
Csávás et al. Synthesis of the α-L-Araf-(1→ 2)-β-D-Galp-(1→ 6)-β-D-Galp-(1→ 6)-[α-L-Araf-(1→ 2)]-β-D-Galp-(1→ 6)-D-Gal hexasaccharide as a possible repeating unit of the cell-cultured exudates of Echinacea purpurea arabinogalactan