SYNTHESIS AND BINDING-PROPERTIES OF MONOMERIC AND DIMERIC GUANINE AND CYTOSINE AMINE DERIVATIVES

被引:43
作者
SESSLER, JL
MAGDA, D
FURUTA, H
机构
[1] Department of Chemistry and Biochemistry, University of Texas, Austin
关键词
D O I
10.1021/jo00029a008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of the N-protected forms of the cytosine homodimer 1, the guanine cytosine heterodimer 2, and the guanine homodimer 3 are described. Derivatization of these dimers, as well as the protected monomers corresponding to 4 and 5, with omega-methoxypoly(ethylene glycol)-alpha-carboxylic acid 26 and subsequent deprotection formed the amides 29, 31, 33, 35, and 37. The binding properties of these solubilized compounds in DMSO-d(g) were examined using H-1 NMR.
引用
收藏
页码:818 / 826
页数:9
相关论文
共 18 条
[1]  
BROOKES P, 1961, J CHEM SOC, P3623
[2]  
CONNORS KA, 1987, BINDING CONSTANTS, pCH5
[3]   A REGIOCONTROLLED SYNTHESIS OF N7-GUANINE AND N9-GUANINE NUCLEOSIDES [J].
GARNER, P ;
RAMAKANTH, S .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1294-1298
[4]   PHOTON ANTENNAE ASSEMBLED BY NUCLEIC-ACID BASE-PAIRING [J].
HARRIMAN, A ;
MAGDA, DJ ;
SESSLER, JL .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (04) :1530-1532
[5]   ENERGY-TRANSFER ACROSS A HYDROGEN-BONDED, CYTOSINE-DERIVED, ZINC-FREE-BASE PORPHYRIN CONJUGATE [J].
HARRIMAN, A ;
MAGDA, DJ ;
SESSLER, JL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (05) :345-348
[6]  
HARRIMAN A, IN PRESS J AM CHEM
[8]   STUDIES ON THE ALKYLATION OF DERIVATIVES OF GUANINE [J].
KJELLBERG, J ;
JOHANSSON, NG .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1989, 8 (02) :225-256
[9]   AN INFRARED STUDY OF HYDROGEN-BONDING SPECIFICITY OF HYPOXANTHINE AND OTHER NUCLEIC ACID DERIVATIVES [J].
KYOGOKU, Y ;
LORD, RC ;
RICH, A .
BIOCHIMICA ET BIOPHYSICA ACTA, 1969, 179 (01) :10-&
[10]  
MAGDA D, 1990, THESIS U TEXAS AUSTI