Synthesis of a deuterated analogue of bacteriohopanetetrol-glucosamine, a probe of complex hopanoid biosynthesis

Organic & Biomolecular Chemistry
Weidong Pan, Stéphane P Vincent

Abstract

This study reports the straightforward preparation of a deuterated biohopanoid that will be used to probe a new biosynthetic pathway. This multistep hemisynthesis required a stereoselective glycosylation, a regioselective deuteration as well as a properly defined strategy for the final deprotections and the purification of the amphiphilic final glycoside.

References

Jul 6, 2005·Chemical Communications : Chem Comm·Weidong PanPierre Sinaÿ
Dec 27, 2005·Bioorganic & Medicinal Chemistry Letters·Audrey CaravanoStéphane P Vincent
Nov 23, 2006·Chemistry : a European Journal·Weidong PanStéphane P Vincent

Related Concepts

32,33,34,35-bacteriohopanetetrol
Deuterons
Xicil
Glycosides
Protein Glycosylation
Molecular Stereochemistry
Substrate Specificity
Triterpenes
Analogs & derivatives
Probes

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