AN INFRARED STUDY OF HYDROGEN-BONDING SPECIFICITY OF HYPOXANTHINE AND OTHER NUCLEIC ACID DERIVATIVES

被引:167
作者
KYOGOKU, Y
LORD, RC
RICH, A
机构
[1] Spectroscopy Laboratory, Departments of Chemistry and Biology, Massachusetts Institute of Technology, Cambridge
关键词
D O I
10.1016/0005-2787(69)90116-6
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
Previous infrared studies of chloroform-soluble derivatives of the nucleic acid purines and pyrimidines have demonstrated considerable selectivity in hydrogen-bond formation. Hypoxanthine is an important minor base found in transfer RNA, often in the anti-codon position. This has prompted the extension of these studies to include the hydrogen-bonded association of a chloroform-soluble hypoxanthine derivative (2,3-benzylidine-5′-trityl-inosine (I)) with appropriate derivatives of guanine, cytosine, adenine, thymine and uracil. It was found that (I) associates strongly with the cytosine derivative, rather weakly with the adenine derivative, and scarcely at all with the other bases. Estimates have been made of the pair-wise association constants of the various bases in chloroform solution. © 1969.
引用
收藏
页码:10 / &
相关论文
共 30 条
[11]   THE STRUCTURE OF CRYSTALS CONTAINING A HYDROGEN-BONDED COMPLEX OF 1-METHYLTHYMINE AND 9-METHYLADENINE [J].
HOOGSTEEN, K .
ACTA CRYSTALLOGRAPHICA, 1959, 12 (10) :822-823
[12]   CRYSTAL AND MOLECULAR STRUCTURE OF A HYDROGEN-BONDED COMPLEX BETWEEN 1-METHYLTHYMINE AND 9-METHYLADENINE [J].
HOOGSTEEN, K .
ACTA CRYSTALLOGRAPHICA, 1963, 16 (09) :907-+
[13]   ASSOCIATION BY HYDROGEN BONDING OF FREE NUCLEOSIDES IN NON-AQUEOUS SOLUTION [J].
KATZ, L ;
PENMAN, S .
JOURNAL OF MOLECULAR BIOLOGY, 1966, 15 (01) :220-+
[14]   CRYSTAL STRUCTURE OF INTERMOLECULAR COMPLEX 9-ETHYLADENINE - 1-METHYL-5-BROMOURACIL [J].
KATZ, L ;
TOMITA, KI ;
RICH, A .
ACTA CRYSTALLOGRAPHICA, 1966, 21 :754-+
[15]  
KATZ LOUIS, 1965, J MOL BIOL, V13, P340
[16]   INFRAROT-SPEKTROSKOPISCHE UNTERSUCHUNG DER ASSOZIATION VON NUCLEOSID-DERIVATEN IN LOSUNG - NACHWEIS DER BILDUNG DURCH WASSERSTOFFBRUCKEN GEBUNDENER BASENPAARE [J].
KUCHLER, E ;
DERKOSCH, J .
ZEITSCHRIFT FUR NATURFORSCHUNG PART B-CHEMIE BIOCHEMIE BIOPHYSIK BIOLOGIE UND VERWANDTEN GEBIETE, 1966, B 21 (03) :209-&
[17]   EFFECT OF SUBSTITUENTS ON HYDROGEN BONDING OF ADENINE AND URACIL DERIVATIVES [J].
KYOGOKU, Y ;
LORD, RC ;
RICH, A .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1967, 57 (02) :250-&
[18]  
KYOGOKU Y, 1966, SCIENCE, V154, P518
[19]   AN INFRARED STUDY OF HYDROGEN BONDING BETWEEN ADENINE AND URACIL DERIVATIVES IN CHLOROFORM SOLUTION [J].
KYOGOKU, Y ;
LORD, RC ;
RICH, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (03) :496-+
[20]   MOLECULAR STRUCTURE OF HYDROGEN BONDED COMPLEX OF N-ETHYL ADENINE + N-METHYL URACIL [J].
MATHEWS, FS ;
RICH, A .
JOURNAL OF MOLECULAR BIOLOGY, 1964, 8 (01) :89-+