Hydroxyamines as a new motif for the molecular recognition of phosphodiesters: Implications for aminoglycoside-RNA interactions

被引:82
作者
Hendrix, M [1 ]
Alper, PB [1 ]
Priestley, ES [1 ]
Wong, CH [1 ]
机构
[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1997年 / 36卷 / 1-2期
关键词
amino alcohols; amino sugars; molecular recognition; phosphates;
D O I
10.1002/anie.199700951
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:95 / 98
页数:4
相关论文
共 62 条
[1]   STEREOCHEMISTRY OF PHOSPHATE-LEWIS ACID INTERACTIONS - IMPLICATIONS FOR NUCLEIC-ACID STRUCTURE AND RECOGNITION [J].
ALEXANDER, RS ;
KANYO, ZF ;
CHIRLIAN, LE ;
CHRISTIANSON, DW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (03) :933-937
[2]   MULTIPOINT INTERACTION OF PHOSPHATES WITH PROTONATED PYRIDYLPORPHYRIN - DISCRIMINATION OF MONOALKYL AND DIALKYL PHOSPHATES [J].
AOYAMA, Y ;
NONAKA, S ;
MOTOMURA, T ;
TOI, H ;
OGOSHI, H .
CHEMISTRY LETTERS, 1991, (07) :1241-1244
[3]   MANIPULATING THE STOICHIOMETRY AND STRENGTH OF PHOSPHODIESTER BINDING TO A BISGUANIDINE CLEFT IN DMSO WATER SOLUTIONS [J].
ARIGA, K ;
ANSLYN, EV .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) :417-420
[4]   THE 2.9 ANGSTROM CRYSTAL-STRUCTURE OF THERMUS-THERMOPHILUS SERYL-TRANSFER-RNA SYNTHETASE COMPLEXED WITH TRNA(SER) [J].
BIOU, V ;
YAREMCHUK, A ;
TUKALO, M ;
CUSACK, S .
SCIENCE, 1994, 263 (5152) :1404-1410
[5]   N-15 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF NEOMYCIN-B AND RELATED AMINOGLYCOSIDES [J].
BOTTO, RE ;
COXON, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (04) :1021-1028
[6]   2-DIMENSIONAL PROTON-J RESOLVED NMR-SPECTROSCOPY OF NEOMYCIN-B [J].
BOTTO, RE ;
COXON, B .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1984, 3 (04) :545-563
[7]   THE REACTIONS OF ORGANIC PHOSPHATES .3. THE HYDROLYSIS OF DIMETHYL PHOSPHATE [J].
BUNTON, CA ;
MHALA, MM ;
OLDHAM, KG ;
VERNON, CA .
JOURNAL OF THE CHEMICAL SOCIETY, 1960, (AUG) :3293-3301
[8]   COMPLEXATION OF PHOSPHORIC-ACID DIESTERS WITH POLYAZA-CLEFTS IN CHLOROFORM - EFFECTS OF PHOSPHODIESTER DIMERIZATION, CHANGING CAVITY SIZE, AND PREORGANIZING AMINE RECOGNITION UNITS [J].
CHU, FY ;
FLATT, LS ;
ANSLYN, EV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4194-4204
[9]   NEOMYCIN INHIBITION OF THE HAMMERHEAD RIBOZYME INVOLVES IONIC INTERACTIONS [J].
CLOUETDORVAL, B ;
STAGE, TK ;
UHLENBECK, OC .
BIOCHEMISTRY, 1995, 34 (35) :11186-11190
[10]   Interactions of hydroxy compounds and sugars with anions [J].
Coteron, JM ;
Hacket, F ;
Schneider, HJ .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (04) :1429-1435