CONFORMATIONAL PROPERTIES OF A NOVEL MODIFIED NUCLEOSIDE, 5-FORMYLCYTIDINE, FOUND AT THE FIRST POSITION OF THE ANTICODON OF BOVINE MITOCHONDRIAL TRNA(MET)

被引:21
作者
KAWAI, G
YOKOGAWA, T
NISHIKAWA, K
UEDA, T
HASHIZUME, T
MCCLOSKEY, JA
YOKOYAMA, S
WATANABE, K
机构
[1] UNIV TOKYO,FAC ENGN,DEPT IND CHEM,BUNKYO KU,TOKYO 113,JAPAN
[2] TOKYO INST TECHNOL,FAC BIOSCI & BIOTECHNOL,DEPT BIOL SCI,MIDORI KU,YOKOHAMA 227,JAPAN
[3] UNIV UTAH,DEPT MED CHEM,SALT LAKE CITY,UT 84112
[4] UNIV TOKYO,GRAD SCH SCI,DEPT BIOPHYS & BIOCHEM,BUNKYO KU,TOKYO 113,JAPAN
来源
NUCLEOSIDES & NUCLEOTIDES | 1994年 / 13卷 / 05期
关键词
D O I
10.1080/15257779408011889
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
Conformational properties of a novel modified nucleoside, 5-formylcytidine (f(5)C), which is found at the first position of the anticodon of bovine mitochondrial tRNA(Met), were analyzed by H-1-NMR spectroscopy. f(5)C has a normal amino tautomeric form at position 4 of the base moiety. The results indicate the presence of an intramolecular hydrogen bond between the carbonyl of the 5-formyl group and the 4-amino function. f(5)C was found to exhibit the C3'-endo conformation exclusively and the enthalpy difference (Delta H) between the C2'-endo and C3'-endo forms was found to be 1.56 +/- 0.13 kcal/mol, indicating f(5)C to be one of the most conformationally rigid nucleosides yet analyzed. The conformational rigidity of f(5)C may contribute to regulation of codon recognition by tRNA(Met).
引用
收藏
页码:1189 / 1199
页数:11
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