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

Sanaz Ahmadipour; Gavin J. Miller

doi:10.3390/M1068

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

Sanaz Ahmadipour
, Gavin J. Miller^*

^*Corresponding author for this work

Chemical Biology and Biological Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

6R/S-deutero-α-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.

Original language	English
Article number	M1068
Number of pages	5
Journal	MolBank
Volume	2019
Issue number	3
DOIs	https://doi.org/10.3390/M1068
Publication status	Published - 27 Jun 2019

Keywords

Deuterium
Glycosyl-phosphate
Isotope
Mannose
NMR

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title = "6R/S-deutero-α-d-mannopyranoside 1-phosphate",

abstract = "6R/S-deutero-α-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.",

keywords = "Deuterium, Glycosyl-phosphate, Isotope, Mannose, NMR",

author = "Sanaz Ahmadipour and Miller, \{Gavin J.\}",

note = "Publisher Copyright: {\textcopyright} 2019 by the authors.",

year = "2019",

month = jun,

day = "27",

doi = "10.3390/M1068",

language = "English",

volume = "2019",

journal = "MolBank",

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TY - JOUR

T1 - 6R/S-deutero-α-d-mannopyranoside 1-phosphate

AU - Ahmadipour, Sanaz

AU - Miller, Gavin J.

PY - 2019/6/27

Y1 - 2019/6/27

N2 - 6R/S-deutero-α-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.

AB - 6R/S-deutero-α-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.

KW - Deuterium

KW - Glycosyl-phosphate

KW - Isotope

KW - Mannose

KW - NMR

UR - https://www.scopus.com/pages/publications/85071374687

U2 - 10.3390/M1068

DO - 10.3390/M1068

M3 - Article

AN - SCOPUS:85071374687

VL - 2019

JO - MolBank

JF - MolBank

IS - 3

M1 - M1068

ER -

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

Abstract

Keywords

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