L'acide <i>N</i>‐glycolyl‐muramique, constituant des parois de <i>Mycobacterium smegmatis</i>: Identification par spectrometrie de masse

Nocardia kirovani cell walls possess a lipidic fraction, a lipolysacchxidic fraction and a peptidoglycan. The lipidic part is composed of glycerides, Cl6 and Cl8 free fatty acids, nocardic acids and of a carotenoid pigment. The lipopolysaccharidic part is composed of an arabinogalactan esterified by nocardic acids. The glycan strand consists of alternating 1+4 linked N-acetylglucosamine and Nglycolylmuramic acid residues substituted by a peptide subunit in which the aminoacids Ala, Glu, meso-Dap are present in the molar proportions 1,7: 1,2: 1.

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“…Quant au peptide monomere (Ala2, Glu,, meso-Dapl) il semble dtre diamide d'aprbs sa mobilite a 1'6lectrophorbse a pH 4. [20].…”

Section: Priparation Des Paroisunclassified

Structure des parois cellulaires des nocardia. I‐isolement et composition des parois de Nocardia kirovani

1970

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“…Nglycolylmuramic acid was a synthetic product prepared by Dr. P.Sinay [2,13]. N-acetylmuramic acid was prepared from cell walls of Micrococcus Zysodeikticus as described in [2].…”

Section: North-holland Publishing Company -Amsterdammentioning

confidence: 99%

“…N-acetylmuramic acid was prepared from cell walls of Micrococcus Zysodeikticus as described in [2]. ** We wish to thank Dr CI.Gros and Mrs B.Charetteur for performing the analyses.…”

Section: North-holland Publishing Company -Amsterdammentioning

confidence: 99%

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Isolation of UDP‐N‐glycolylmuramyl‐(Ala, Glu, DAP) from mycobacterium phlei

Petit¹,

Adam²,

Wietzerbin-Falszpan³

1970

FEBS Letters

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“…The following compounds were used as models for the determination of the structure of the disaccharides and peptides isolated : B-l,FN-acetylglucosaminyl-N-acetylmuramic acid from Micrococcus lysodeikticus [23,32] and Butyribacterium rettgeri [33], ~-1,4-N-acetylglucosaminyl-N-glycolylmuramic acid from Mycobacterium smegmatis [34] [36] and natural peptide monomers L-Ala- [36,37], and L-Ala-D-dlGlii-LL-A,pm and L-Ala-DaGln -LL -A,pm -D -Ala from Clostridium perfringens [38].…”

Section: Reference Compounclsmentioning

confidence: 99%

Structural Investigations on Cell Walls of Nocardia sp.

Vacheron

Guinand

Michel

et al. 1972

European Journal of Biochemistry

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The walls of Nocardia kirovani are composed of three main constituents : the peptidoglycan matrix, a polysaccharide polymer and a variety of free and bound lipids. The free lipids represent 17.5O/, (dry weight) of the walls and consist for the major part of C,,-,, fatty acids and nocardic acids, and for the minor part, of nocardones, triglycerides and carotenoid pigments. The nocardic acids were identified as tri-and tetra-unsaturated, &-branched, 8-hydroxylated compounds C,,H,,,O,-C,,H,,,O,, the nocardones as tri-and tetra-unsaturated ketones C5,HIo60 -C6,H,,,0, and the main carotenoid pigment as phlei-xantophylle palmitate. Esters of glycerol with C,,, C,,, C,, fatty acids and, for some of them, with odd numbered poly-unsaturated acids containing 35 to 45 carbon atoms, were also identified. Bound lipids represent about 20°/, (dry weight) of the walls and consist mainly of nocardic acids probably ester-linked t o an arabinogalactan polymer. The peptidoglycan (about 40°/, dry weight) is composed of ~-1,4-N-acetylglucosaminyl-N-tides, where Azpm is meso-diarninopimelic acid. Crosslinking between some of the peptide units is mediated through D-Ala-(D)-A,pm linkages (peptidoglycan of chemotype I).All bacterial walls contain a peptidoglycan polymer which is basically a network of glycan strands that are interconnected through peptide chains. The glycan moiety consists of linear strands of alternating 8-1,4 linked pyranoside N-acetylglucosamine and N-acetylmuramic acid residues. The muramic acid residues, or a t least some of them, are substituted by tetrapeptide units which consistently have the general sequence L-Ala-D-Glu-L-Res-D-Ala. Most often, the L-Res residue is either a neutral amino acid or a diamino acid such as meso-diaminopimelic acid. The peptide units belonging to adjacent strands are, in turn, cross-linked through peptide bridges. Again, the composition and the location of the bridges vary. Cross-linking between two peptide units, however, always involves the C-terminal D-alanine residue of one of them. I n many Bacillaceae and gram-negative bacteria, for Abbreviations. NMR, nuclear magnetic resonance; aGln, a-glutamine; A,pm, meso-diaminopimelic acid, LL-A,pm, LL isomer of diaminopimelic acid. The notation (L) or (D) written immediate11 before A,pm specifies on which one of the two asymmetric carbons of mesodiaminopimelic acid the substituted amino groups are located. Similarly, the notation (L) or (D) immediately after A,pm distinguishes between the carboxyl-substituted groups.example, the bridging is an interpeptide bond which extends from the C-terminal D-alanine of one peptide unit to the amino group located on the D carbon of meso-diaminopimelic acid of another peptide unit.Most often, the walls of gram-positive bacteria are deprived of lipids and consist of a peptidoglycan matrix to which are covalently attached an almost endless variety of polysaccharides that are frequently negatively charged and sometimes of polyolphosphate polymers that are collectively called teichoic acid [ 11. The gr...

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L'acide N‐glycolyl‐muramique, constituant des parois de Mycobacterium smegmatis: Identification par spectrometrie de masse

Cited by 78 publications

References 12 publications

Structure des parois cellulaires des nocardia. I‐isolement et composition des parois de Nocardia kirovani

Structure des parois cellulaires des nocardia. I‐isolement et composition des parois de Nocardia kirovani

Isolation of UDP‐N‐glycolylmuramyl‐(Ala, Glu, DAP) from mycobacterium phlei

Structural Investigations on Cell Walls of Nocardia sp.

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