ALCLASS

Application of Lithiated Carbamates to the Asymmetric Synthesis of Sulfolipid-I

Coordinatore	UNIVERSITY OF BRISTOL    more  Organization address address: TYNDALL AVENUE SENATE HOUSE city: BRISTOL postcode: BS8 1TH contact info Titolo: Ms. Nome: Audrey Cognome: Michael Email: send email Telefono: +44 117 3317371
Nazionalità Coordinatore	United Kingdom [UK]
Totale costo	209˙033 €
EC contributo	209˙033 €
Programma	FP7-PEOPLE Specific programme "People" implementing the Seventh Framework Programme of the European Community for research, technological development and demonstration activities (2007 to 2013)
Code Call	FP7-PEOPLE-2011-IEF
Funding Scheme	MC-IEF
Anno di inizio	2012
Periodo (anno-mese-giorno)	2012-07-01   -   2014-06-30

 Partecipanti

#	participant	country	role	EC contrib. [€]
1	UNIVERSITY OF BRISTOL  Organization address address: TYNDALL AVENUE SENATE HOUSE city: BRISTOL postcode: BS8 1TH contact info Titolo: Ms. Nome: Audrey Cognome: Michael Email: send email Telefono: +44 117 3317371	UK (BRISTOL)	coordinator	209˙033.40

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 Obiettivo del progetto (Objective)

'Mycobacterium tuberculosis, the causative agent of human tuberculosis, is unique among bacterial pathogens. Sulfolipid-I (SL-I) is the major constituent metabolite of thick cell wall present in Mycobacterium Tuberculosis (M-TB). SL-I comprises of a disaccharide and four chiral hydrophobic lipid substituents, the overall structure of which is responsible for the resistance of M. Tuberculosis to antibiotics. While SL-I has been shown to elicit specific responses from immune cells, the mechanistic basis of these effects, biosynthesis and biological activities are unknown. Although a number of studies have been reported on the synthesis of disaccharide core and hydrophobic lipids of SL-I, major challenges reside in the synthesis of chiral hydrophobic lipids, which comprise multiple stereocenters. It is aimed to synthesis the enantiopure sulfolipid-I in a short synthesis by utilizing the recent methodology developed by the Aggarwal group involving the reactions of chiral lithiated carbamates with boronic esters. This new strategy is a potentially powerful tool for the iterative asymmetric synthesis of complex molecules in short order.'

Introduzione (Teaser)

To study the structure and function of various molecules, scientists often have to chemically synthesise them. A European research team managed to produce in the lab one of the key components of Mycobacterium tuberculosis (MTb).