CDP-Ethanolamine and CDP-Choline: one-pot synthesis and 31P NMR study

被引：9
作者：
Ghezal, Salma [1 ]
Thomasson, Maggie S. [2 ]
Lefebvre-Tournier, Isabelle [1 ]
Perigaud, Christian [1 ]
Macnaughtan, Megan A. [2 ]
Roy, Beatrice [1 ]
机构：
[1] Univ Montpellier 2, Nucleosides & Phosphotylated Effectors Team, Inst Biomol Max Mousseron, UMR CNRS UM1 UM2 5247, F-34095 Montpellier, France
[2] Louisiana State Univ, Dept Chem, Baton Rouge, LA 70803 USA
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 38期
关键词：
CDP-Ethanolamine; CDP-Choline; Pyrophosphate diesters; Phosphorylation; P-31; NMR; CYTIDINE DIPHOSPHATE-CHOLINE; ENZYMATIC SYNTHESIS; MASS-SPECTROMETRY; DRUG-DELIVERY; POLYPHOSPHATES; NUCLEOLIPIDS; SPECTROSCOPY; METABOLITES; ADENINE; ANALOGS;
D O I：
10.1016/j.tetlet.2014.07.076
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein we report a one-pot multi-step synthesis of the cofactors CDP-Ethanolamine and CDP-Choline starting from cytidine 5'-monophosphate and using commercially available and/or easily prepared reagents. While studying the P-31 NMR spectrum of CDP-Ethanolamine, an unexpected characteristic for a pyrophosphate diester was observed as it showed a singlet or two doublets depending upon the pH. Therefore, further NMR studies were undertaken to investigate the pH dependence of the peak splitting pattern and measure the acid dissociation constants of the compounds. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5306 / 5310
页数：5
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