Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis.

Molecular Structure Mycobacteriaceae / chemistry Mycolic Acids / chemical synthesis Stereoisomerism
(ω-1)-Methoxy Alvei Mycobacterium Mycolic acid Synthesis

Journal

Chemistry and physics of lipids
ISSN: 1873-2941
Titre abrégé: Chem Phys Lipids
Pays: Ireland
ID NLM: 0067206

Informations de publication

Date de publication:
11 2020
Historique:
received: 22 07 2020
revised: 24 08 2020
accepted: 14 09 2020
pubmed: 23 9 2020
medline: 10 8 2021
entrez: 22 9 2020
Statut: ppublish

Résumé

Cells of Mycobacterium alvei are known to contain a unique set of mycolic acids with a (ω-1)-methoxy group; although the various enzymes in the biosynthesis of other types of mycolic acid have been widely studied, the biosynthetic route to this substituent is unclear. We now define the stereochemistry of the (ω-1)-methoxy fragment as R, and describe the synthesis of a major R-(ω-1)-methoxy-mycolic acid and its sugar esters, and of two natural M. alvei diene mycolic acids.

Identifiants

DOI: 10.1016/j.chemphyslip.2020.104977 PMID: 32961166
pubmed: 32961166
pii: S0009-3084(20)30108-0
doi: 10.1016/j.chemphyslip.2020.104977
pii:
doi:

Substances chimiques

Mycolic Acids 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

104977

Informations de copyright

Copyright © 2020 Elsevier B.V. All rights reserved.

Auteurs

Zamzam S Alhuwaymil (ZS)

School of Natural Sciences, Bangor University, Bangor, Gwynedd, LL57 2UW, UK.

Intisar Q M Al-Araj (IQM)

School of Chemistry, Bangor University, Bangor, Gwynedd, LL57 2UW, UK.

Ahmad R Al Dulayymi (AR)

School of Natural Sciences, Bangor University, Bangor, Gwynedd, LL57 2UW, UK.

Alison Jones (A)

School of Natural Sciences, Bangor University, Bangor, Gwynedd, LL57 2UW, UK.

Paul J Gates (PJ)

School of Chemistry, Bristol University, Bristol, BS8 1TS, UK.

Pedro L Valero-Guillén (PL)

Departamento de Genética y Microbiología, Facultad de Medicina, Universidad de Murcia, Spain, Instituto Murciano de Investigación Biosanitaria (IMIB), Spain.

Mark S Baird (MS)

School of Chemistry, Bangor University, Bangor, Gwynedd, LL57 2UW, UK.

Juma'a R Al Dulayymi (JR)

School of Natural Sciences, Bangor University, Bangor, Gwynedd, LL57 2UW, UK. Electronic address: j.al-dulayymi@bangor.ac.uk.

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Classifications MeSH

questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Mycobacterium alvei (ω-1)-methoxy mycolic...
questionsmedicales.fr › Bactéries › Bactéries à Gram positif › Bâtonnets à Gram positif › Bâtonnets asporogènes à Gram positif › Bâtonnets asporogènes réguliers à Gram positif › Mycobacteriaceae › Mycobacterium alvei (ω-1)-methoxy mycolic...
questionsmedicales.fr › Lipides › Acides gras › Acides mycoliques › Mycobacterium alvei (ω-1)-methoxy mycolic...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Mycobacterium alvei (ω-1)-methoxy mycolic...