FACILE SMALL SCALE SYNTHESIS OF NUCLEOSIDE 5′-PHOSPHATE MIXTURES

被引：6

作者：

Jansen, Robert S. ^{[1
]}

Rosing, Hilde ^{[1
]}

Schellens, Jan H. M. ^{[2
,3
]}

Beijnen, Jos H. ^{[1
,3
]}

机构：

[1] Slotervaart Hosp, Netherlands Canc Inst, Dept Pharm & Pharmacol, Amsterdam, Netherlands

[2] Netherlands Canc Inst, Div Med Oncol, Amsterdam, Netherlands

[3] Univ Utrecht, Fac Sci, Dept Pharmaceut Sci, Utrecht, Netherlands

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2010年 / 29卷 / 01期

关键词：

5 '-Triphosphates; nucleoside analogs; bioanalysis and mass spectrometry; TANDEM MASS-SPECTROMETRY; LIQUID-CHROMATOGRAPHY; REVERSE-TRANSCRIPTASE; 5'-TRIPHOSPHATES; NUCLEOTIDES; CELLS; TRIPHOSPHATES; POLYMERASES; GEMCITABINE; DERIVATIVES;

D O I：

10.1080/15257770903451546

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We present a facile method to phosphorylate small amounts of nucleosides (0.05 mu mol) into mixtures of their 5'-mono-, di-, and triphosphates in a one-pot reaction. The nucleosides were first converted into their dichlorophosphates using a large excess (15-18 equivalents) of phosphorous oxychloride in trimethylphosphate. The large excess resulted in good dichlorophosphate yields (46-76%) for the four nucleosides tested. Upon the addition of tributylammonium-phosphate with additional tributylamine (20 equivalents both), the dichlorophosphate was converted into a mixture containing equal amounts of the mono-, di-, and triphosphate. The presented method was successfully applied to synthesize mixtures of stable isotope labeled nucleotides, which can be used as internal standards in quantitative mass spectrometric assays.

引用

页码：14 / 26

页数：13

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