Synthesis and 1H NMR characterization of the six isomeric mono-O-sulfates of 8-methoxycarbonyloct-1-yl O-β-d-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-d-glucopyranoside
Тип публикации: Journal Article
Дата публикации: 1995-10-01
scimago Q3
wos Q2
БС2
SJR: 0.423
CiteScore: 4
Impact factor: 2.5
ISSN: 00086215, 1873426X
PubMed ID:
8542605
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
Краткое описание
All six isomeric mono-O-sulfates of beta-D-Galp-(1-->4)-beta-D-GlcpNAc-O-(CH2)8COOMe (LacNAc-MC) have been chemically synthesized and characterized by high resolution 1H NMR spectroscopy. Sulfation causes characteristic substitution-site-specific downfield shifts of 1H NMR signals. The 4C1 chair conformation of both pyranose residues of LacNAc are unaffected by mono-O-sulfation, and, with the exception of the 3-O-sulfate derivative, glycosidic torsion angles are also unaffected.
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Field R. I. et al. Synthesis and 1H NMR characterization of the six isomeric mono-O-sulfates of 8-methoxycarbonyloct-1-yl O-β-d-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-d-glucopyranoside // Carbohydrate Research. 1995. Vol. 276. No. 2. pp. 347-363.
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Field R. I., Otter A., Fu W., Hindsgaul O. Synthesis and 1H NMR characterization of the six isomeric mono-O-sulfates of 8-methoxycarbonyloct-1-yl O-β-d-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-d-glucopyranoside // Carbohydrate Research. 1995. Vol. 276. No. 2. pp. 347-363.
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TY - JOUR
DO - 10.1016/0008-6215(95)00235-l
UR - https://doi.org/10.1016/0008-6215(95)00235-l
TI - Synthesis and 1H NMR characterization of the six isomeric mono-O-sulfates of 8-methoxycarbonyloct-1-yl O-β-d-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-d-glucopyranoside
T2 - Carbohydrate Research
AU - Field, Robert I.
AU - Otter, Albin
AU - Fu, Wenyi
AU - Hindsgaul, Ole
PY - 1995
DA - 1995/10/01
PB - Elsevier
SP - 347-363
IS - 2
VL - 276
PMID - 8542605
SN - 0008-6215
SN - 1873-426X
ER -
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@article{1995_Field,
author = {Robert I. Field and Albin Otter and Wenyi Fu and Ole Hindsgaul},
title = {Synthesis and 1H NMR characterization of the six isomeric mono-O-sulfates of 8-methoxycarbonyloct-1-yl O-β-d-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-d-glucopyranoside},
journal = {Carbohydrate Research},
year = {1995},
volume = {276},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/0008-6215(95)00235-l},
number = {2},
pages = {347--363},
doi = {10.1016/0008-6215(95)00235-l}
}
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MLA
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Field, Robert I., et al. “Synthesis and 1H NMR characterization of the six isomeric mono-O-sulfates of 8-methoxycarbonyloct-1-yl O-β-d-galactopyranosyl-(1 → 4)-2-acetamido-2-deoxy-β-d-glucopyranoside.” Carbohydrate Research, vol. 276, no. 2, Oct. 1995, pp. 347-363. https://doi.org/10.1016/0008-6215(95)00235-l.