The synthesis of single enantiomers of trans-alkene containing mycolic acids and related sugar esters

Hanan Ali; Gani Koza; Rwoaa Hameed; Richard Rowles; Carys Davies; Juma'a R. Al-Dulayymi; Christopher Gwenin; Mark Baird

doi:10.1016/j.tet.2016.08.089

The synthesis of single enantiomers of trans-alkene containing mycolic acids and related sugar esters

Hanan Ali, Gani Koza, Rwoaa Hameed, Richard Rowles, Carys Davies, Juma'a R. Al-Dulayymi, Christopher Gwenin, Mark Baird

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Abstract

Routes to single enantiomers of hydroxy, methoxy and ketomycolic acids containing an α-methyl-trans-alkene unit as well as related trehalose, glucose, arabinose and glycerol esters are described. In serodiagnostic assays to detect antibodies to mycobacterial lipids, the trehalose esters give higher responses to the serum of patients with culture positive tuberculosis than to that of culture negative patients.

Original language	English
Pages (from-to)	7143-7158
Number of pages	15
Journal	Tetrahedron
Volume	72
Issue number	45
Early online date	14 Sept 2016
DOIs	https://doi.org/10.1016/j.tet.2016.08.089
Publication status	Published - 10 Nov 2016

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abstract = "Routes to single enantiomers of hydroxy, methoxy and ketomycolic acids containing an α-methyl-trans-alkene unit as well as related trehalose, glucose, arabinose and glycerol esters are described. In serodiagnostic assays to detect antibodies to mycobacterial lipids, the trehalose esters give higher responses to the serum of patients with culture positive tuberculosis than to that of culture negative patients.",

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AU - Ali, Hanan

AU - Koza, Gani

AU - Hameed, Rwoaa

AU - Rowles, Richard

AU - Davies, Carys

AU - Al-Dulayymi, Juma'a R.

AU - Gwenin, Christopher

AU - Baird, Mark

PY - 2016/11/10

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N2 - Routes to single enantiomers of hydroxy, methoxy and ketomycolic acids containing an α-methyl-trans-alkene unit as well as related trehalose, glucose, arabinose and glycerol esters are described. In serodiagnostic assays to detect antibodies to mycobacterial lipids, the trehalose esters give higher responses to the serum of patients with culture positive tuberculosis than to that of culture negative patients.

AB - Routes to single enantiomers of hydroxy, methoxy and ketomycolic acids containing an α-methyl-trans-alkene unit as well as related trehalose, glucose, arabinose and glycerol esters are described. In serodiagnostic assays to detect antibodies to mycobacterial lipids, the trehalose esters give higher responses to the serum of patients with culture positive tuberculosis than to that of culture negative patients.

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DO - 10.1016/j.tet.2016.08.089

M3 - Article

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EP - 7158

JO - Tetrahedron

JF - Tetrahedron

IS - 45

ER -

The synthesis of single enantiomers of trans-alkene containing mycolic acids and related sugar esters

Abstract

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