期刊
CARBOHYDRATE RESEARCH
卷 343, 期 2, 页码 189-195出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2007.10.027
关键词
O-GlcNAc transferase; N-acetylglucosamine; UDP-GlcNAc; phosphate isostere; OGT inhibition
资金
- Intramural NIH HHS [Z01 DK031113-31] Funding Source: Medline
The C-1-phosphonate analogue of UDP-GlcNAc has been synthesized using an alpha-configured C-1-aldehyde as a key intermediate. Addition of the anion of diethyl phosphate to the aldehyde produced the hydroxyphosphonate. The configuration of this key intermediate was determined by X-ray crystallography. Deoxygenation, coupling of the resulting phosphonic acid with UMP and deprotection gave the target molecule as a di-sodium salt. This analogue had no detectable activity as an inhibitor of (OGT). (c) 2007 Elsevier Ltd. All rights reserved.
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