Transformation of a wobble 2-thiouridine to 2-selenouridine via S-geranyl-2-thiouridine as a possible cellular pathway

被引：22

作者：

Bartos, Paulina ^{[1
]}

Maciaszek, Anna ^{[2
]}

Rosinska, Anna ^{[2
]}

Sochacka, Elzbieta ^{[1
]}

Nawrot, Barbara ^{[2
]}

机构：

[1] Tech Univ Lodz, Inst Organ Chem, Fac Chem, PL-90924 Lodz, Poland

[2] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Bioorgan Chem, PL-90363 Lodz, Poland

来源：

BIOORGANIC CHEMISTRY | 2014年 / 56卷

关键词：

2-Thiouridine; 2-Selenouridine; S-geranyl-2-thiouridine; Selenouridine synthase; SelU; S-alkylation; Selenium chemical shift; 77Se NMR; ESCHERICHIA-COLI; TRANSFER-RNA; GENE; IDENTIFICATION; SELENOCYSTEINE;

D O I：

10.1016/j.bioorg.2014.05.012

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：

The newly discovered S-geranylated 2-thiouridines (geS2U) (Dumelin et al., 2012) and 2-selenouridines (Se2U) were recently shown to be synthesized by a single enzyme (selenouridine synthase, SelU) through two distinct pathways using the same 2-thiouridine substrate (S2U); however, no clear catalytic mechanism was proposed. We suggest that S-geranyl-2-thiouridine is an intermediate of the SelU-catalyzed conversion of S2U to Se2U. The successful chemical transformation of S2U -> geS2U -> Se2U is demonstrated here as an initial approximation of the intracellular pathway. The structure of Se2U was confirmed by spectroscopic methods, which included, for the first time, Se-77 NMR data (delta 354 ppm). (C) 2014 Elsevier Inc. All rights reserved.

引用

页码：49 / 53

页数：5

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