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• W1998662012 endingPage "1772" @default.
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• W1998662012 abstract "A panel of analogs of the disaccharide α-d-Manp-(1→6)-α-d-Manp-OOctyl, a known acceptor substrate for a polyprenol monophosphomannose-dependent α-(1→6)-mannosyltransferase involved in the assembly of the α-(1→6)-linked mannan core of mycobacterial lipoarabinomannan, has been synthesized. Described are synthetic routes to the target deoxy and methoxy analogs in which one of the hydroxyl groups of the parent disaccharide has been modified. All glycosylation reactions involved the use of octyl glycoside acceptors and thioglycoside donors using iodonium-ion activation, and the stereochemistry of the mannopyranoside bond formed was established by measurement of the 1 J C-1,H-1. Depending on the target, the key methylation or deoxygenation reactions were carried out on either mono- or disaccharide substrates. This series of analogs will be useful for probing the substrate specificity of the enzyme, in particular, its steric and hydrogen-bonding requirements." @default.
• W1998662012 created "2016-06-24" @default.
• W1998662012 creator A5005404612 @default.
• W1998662012 creator A5087388763 @default.
• W1998662012 date "2007-09-01" @default.
• W1998662012 modified "2023-10-09" @default.
• W1998662012 title "Synthesis of deoxy and methoxy analogs of octyl α-d-mannopyranosyl-(1→6)-α-d-mannopyranoside as probes for mycobacterial lipoarabinomannan biosynthesis" @default.
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• W1998662012 doi "https://doi.org/10.1016/j.carres.2007.05.001" @default.
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