Candida albicans β-1, 2 mannosyl transferase Bmt3: Preparation and evaluation of a β (1, 2), α (1, 2)-tetramannosyl fluorescent substrate. Issue 6 (15th March 2016)

• Record Type: Journal Article
• Authors: Cattiaux, Laurent; Mée, Anaïs; Pourcelot, Marilyne; Sfihi-Loualia, Ghenima; Hurtaux, Thomas; Maes, Emmanuel; Fradin, Chantal; Sendid, Boualem; Poulain, Daniel; Fabre, Emeline; Delplace, Florence; Guérardel, Yann; Mallet, Jean-Maurice
• Is Part Of: Bioorganic & medicinal chemistry. Volume 24:Issue 6(2016)
• Page Start: 1362
• Page End: 1368
• Publication Date: 2016-03-15
• Subjects: Glycosylation -- Lauryl glycoside -- Beta mannosides -- Mannosyl transferases -- Fluorescent substrate -- Mantyl; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2016.02.008
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: We describe for the first time the chemical synthesis of a tetramannoside, containing both α (1 → 2) and β (1 → 2) linkages. Dodecylthio (lauryl) glycosides were prepared from odorless dodecyl thiol and used as donors for the glycosylation steps. This tetramannoside, was coupled to a mantyl group, and revealed to be a perfect substrate of β-mannosyltransferase Bmt3, confirming the proposed specificity and allowing the preparation of a pentamannoside sequence (β Man (1, 2) β Man (1, 2) α Man (1, 2) α Man (1, 2) α Man) usable as a novel substrate for further elongation studies.