ARTIFICIAL ALLOSTERIC RECEPTORS FOR NUCLEOTIDE BASES AND ALKALI-METAL CATIONS

被引:56
作者
INOUYE, M
KONISHI, T
ISAGAWA, K
机构
[1] Department of Applied Materials Science, University of Osaka Prefecture, Sakai
关键词
D O I
10.1021/ja00071a021
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New allosteric thymine receptors, 2,6-diamidopyridine derivatives tethered to an anthracene ring by a polyoxyethylene chain, were synthesized. In these receptors, binding of 1-butylthymine was enhanced by a factor of 4-6 by recognition of sodium cations, and the changes in the electron density of the anthracene ring were found to have influence on the allosterism by through-space interaction. The anthracene-linked diamidopyridines represent a rationally designed new class of artificial allosteric receptors.
引用
收藏
页码:8091 / 8095
页数:5
相关论文
共 35 条
[11]   MOLECULAR RECOGNITION - CYCLOBUTANE THYMINE DIMERS AS RIGID 2-SITE RECEPTORS [J].
HIRST, SC ;
HAMILTON, AD .
TETRAHEDRON LETTERS, 1990, 31 (17) :2401-2404
[12]   LIGAND-INDUCED CONFORMATIONAL SWITCHING AND ALLOSTERIC EFFECTS IN MACROCYCLIC PORPHYRIN DIMERS [J].
HUNTER, CA ;
MEAH, MN ;
SANDERS, JKM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (11) :694-696
[13]   SELECTIVE COLORATION OF SPIRO PYRIDOPYRANS FOR GUANOSINE DERIVATIVES [J].
INOUYE, M ;
KIM, K ;
KITAO, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (02) :778-780
[14]   ALKALI-METAL RECOGNITION INDUCED ISOMERIZATION OF SPIROPYRANS [J].
INOUYE, M ;
UENO, M ;
KITAO, T ;
TSUCHIYA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (24) :8977-8979
[15]   ALKALI-METAL CATION RECOGNITION INDUCED ISOMERIZATION OF SPIROBENZOPYRANS AND SPIRONAPHTHOXAZINS POSSESSING A CROWN RING AS A RECOGNITION SITE - MULTIFUNCTIONAL ARTIFICIAL RECEPTORS [J].
INOUYE, M ;
UENO, M ;
TSUCHIYA, K ;
NAKAYAMA, N ;
KONISHI, T ;
KITAO, T .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (20) :5377-5383
[16]   TRANSMISSION OF RECOGNITION INFORMATION TO OTHER SITES IN A MOLECULE - PROXIMITY OF 2 REMOTE SITES IN THE SPIROBENZOPYRAN BY RECOGNITION OF ALKALI-METAL CATIONS [J].
INOUYE, M ;
UENO, M ;
KITAO, T .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1639-1641
[17]  
INOUYE M, 1993, KAGAKU TO KOGYO TOKY, V46, P214
[18]  
Job P, 1928, ANN CHIM FRANCE, V9, P113
[19]   A MOLECULAR BOX, BASED ON BIBRACCHIAL LARIAT ETHERS HAVING ADENINE AND THYMINE SIDEARMS, THAT SELF-ASSEMBLES IN WATER [J].
KIM, MS ;
GOKEL, GW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (22) :1686-1688
[20]   METAL-ASSISTED ORGANIZATION RATHER THAN PREORGANIZATION FOR THE DESIGN OF MACROCYCLIC HOSTS [J].
KOBUKE, Y ;
SUMIDA, Y ;
HAYASHI, M ;
OGOSHI, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (11) :1496-1498