WATER-SOLUBLE CALIXARENE AS THE 1ST MAN-MADE CATALYST FOR REGIOSELECTIVE CLEAVAGE OF RIBONUCLEOSIDE 2',3'-CYCLIC PHOSPHATE

被引:32
作者
KOMIYAMA, M [1 ]
ISAKA, K [1 ]
SHINKAI, S [1 ]
机构
[1] KYUSHU UNIV, FAC ENGN, DEPT ORGAN SYNTH, FUKUOKA 812, JAPAN
关键词
D O I
10.1246/cl.1991.937
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The P-O (2') bond of cytidine 2',3'-cyclic phosphate, an intermediate in RNA hydrolysis, is regioselectively cleaved at pH 2 by use of water-soluble calix[4]arene-5,11,17,23-tetra-sulfonate. This is the first totally man-made mimic for the regioselective catalysis of ribonuclease.
引用
收藏
页码:937 / 940
页数:4
相关论文
共 15 条
[1]  
Adams R. L. P., 1986, BIOCH NUCLEIC ACIDS
[2]   ON THE MECHANISM OF CATALYSIS BY RIBONUCLEASE - CLEAVAGE AND ISOMERIZATION OF THE DINUCLEOTIDE UPU CATALYZED BY IMIDAZOLE BUFFERS [J].
ANSLYN, E ;
BRESLOW, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4473-4482
[3]   BASIC POLYPEPTIDES ACCELERATE THE HYDROLYSIS OF RIBONUCLEIC-ACIDS [J].
BARBIER, B ;
BRACK, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6880-6882
[4]   CALIXARENES [J].
GUTSCHE, CD .
ACCOUNTS OF CHEMICAL RESEARCH, 1983, 16 (05) :161-170
[5]   CALCULATION OF NUCLEAR MAGNETIC RESONANCE SPECTRA OF AROMATIC HYDROCARBONS [J].
JOHNSON, CE ;
BOVEY, FA .
JOURNAL OF CHEMICAL PHYSICS, 1958, 29 (05) :1012-1014
[8]   REGIOSELECTIVE P-O(3') CLEAVAGE OF 2',3'-CYCLIC MONOPHOSPHATES OF RIBONUCLEOSIDES CATALYZED BY BETA-CYCLODEXTRINS AND GAMMA-CYCLODEXTRINS [J].
KOMIYAMA, M ;
TAKESHIGE, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (20) :4936-4939
[9]   EFFICIENT CLEAVAGE OF ADENYLYL(3'-5')ADENOSINE BY TRIETHYLENETETRAMINECOBALT(III) [J].
MATSUMOTO, Y ;
KOMIYAMA, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (15) :1050-1051
[10]   ON THE ACIDITY OF THE HYDROXYL-GROUPS IN CALIX[4]ARENES AND THE DISSOCIATION-DEPENDENT CONFORMATIONAL CHANGE [J].
SHINKAI, S ;
ARAKI, K ;
KOREISHI, H ;
TSUBAKI, T ;
MANABE, O .
CHEMISTRY LETTERS, 1986, (08) :1351-1354