6R/S-deutero-a-d-mannopyranoside 1-phosphate

Miller, Gavin; Ahmadipour, Sanaz

Abstract

6R/S-deutero-a-d-mannopyranoside 1-phosphate was synthesised from a C6 aldehydic mannose thioglycoside donor in four steps. Using NaBD4 as the reductant, isotopic enrichment at C6 was achieved and the resultant C6-deuterated material was converted through to the glycosyl 1-phosphate using a protection/glycosylation/deprotection sequence. The product was fully characterised by 1H, 13C, 31P and 2D NMR, alongside MS analysis.

• Journal Article Type: Article
• Acceptance Date: Jun 24, 2019
• Publication Date: Jun 27, 2019
• Journal: Molbank
• Publisher: MDPI
• Peer Reviewed: Peer Reviewed
• Volume: 2019
• Issue: 3
• Article Number: M1068
• DOI: https://doi.org/10.3390/M1068
• Keywords: mannose; glycosyl-phosphate; deuterium; isotope; NMR
• Publisher URL: https://doi.org/10.3390/M1068