Research Portal

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

Research output: Contribution to journal › Article › peer-review

Standard Standard

Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis. / Alhuwaymil, Zamzam S.; Al-araj, Intisar Q.M.; Dulayymi, Ahmad R. Al et al.
In: Chemistry and Physics of Lipids, Vol. 233, 104977, 11.2020.

Research output: Contribution to journal › Article › peer-review

HarvardHarvard

Alhuwaymil, ZS, Al-araj, IQM, Dulayymi, ARA, Jones, A, Gates, PJ, Valero-Guillén, PL, Baird, MS & Dulayymi, JRA 2020, 'Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis', Chemistry and Physics of Lipids, vol. 233, 104977. https://doi.org/10.1016/j.chemphyslip.2020.104977

APA

Alhuwaymil, Z. S., Al-araj, I. Q. M., Dulayymi, A. R. A., Jones, A., Gates, P. J., Valero-Guillén, P. L., Baird, M. S., & Dulayymi, J. R. A. (2020). Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis. Chemistry and Physics of Lipids, 233, Article 104977. https://doi.org/10.1016/j.chemphyslip.2020.104977

CBE

Alhuwaymil ZS, Al-araj IQM, Dulayymi ARA, Jones A, Gates PJ, Valero-Guillén PL, Baird MS, Dulayymi JRA. 2020. Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis. Chemistry and Physics of Lipids. 233:Article 104977. https://doi.org/10.1016/j.chemphyslip.2020.104977

MLA

Alhuwaymil, Zamzam S. et al. "Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis". Chemistry and Physics of Lipids. 2020. 233. https://doi.org/10.1016/j.chemphyslip.2020.104977

VancouverVancouver

Alhuwaymil ZS, Al-araj IQM, Dulayymi ARA, Jones A, Gates PJ, Valero-Guillén PL et al. Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis. Chemistry and Physics of Lipids. 2020 Nov;233:104977. Epub 2020 Sept 20. doi: 10.1016/j.chemphyslip.2020.104977

Author

Alhuwaymil, Zamzam S. ; Al-araj, Intisar Q.M. ; Dulayymi, Ahmad R. Al et al. / Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis. In: Chemistry and Physics of Lipids. 2020 ; Vol. 233.

RIS

TY - JOUR

T1 - Mycobacterium alvei (ω-1)-methoxy mycolic acids: Absolute stereochemistry and synthesis

AU - Alhuwaymil, Zamzam S.

AU - Al-araj, Intisar Q.M.

AU - Dulayymi, Ahmad R. Al

AU - Jones, Alison

AU - Gates, Paul J.

AU - Valero-Guillén, Pedro L.

AU - Baird, Mark S.

AU - Dulayymi, Juma’a R. Al

PY - 2020/11

Y1 - 2020/11

N2 - 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.

AB - 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.

KW - Mycobacterium

KW - Alvei

KW - Mycolic acid

KW - (ω-1)-Methoxy

KW - Synthesis

U2 - 10.1016/j.chemphyslip.2020.104977

DO - 10.1016/j.chemphyslip.2020.104977

M3 - Article

VL - 233

JO - Chemistry and Physics of Lipids

JF - Chemistry and Physics of Lipids

SN - 0009-3084

M1 - 104977

ER -