Nucleic acid triggered catalytic drug and probe release: A new concept for the design of chemotherapeutic and diagnostic agents

被引:51
作者
Ma, ZC [1 ]
Taylor, JS [1 ]
机构
[1] Washington Univ, Dept Chem, St Louis, MO 63130 USA
关键词
D O I
10.1016/S0968-0896(01)00245-0
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
Recently, we described a new concept for the design of highly selective antiviral and anticancer chemotherapeutic agents that makes use of a disease-specific nucleic acid sequence to template the association of-a prodrug with a catalyst which catalyzes the release of the drug. Herein, we report on the effect of mismatches, sterics, and electronics on the rate and specificity of drug and probe release in both two and three component model systems, and on the stability of the prodrug linker in human serum. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2501 / 2510
页数:10
相关论文
共 42 条
[1]  
[Anonymous], 1979, SELECTIVE TOXICITY P
[2]   THERMODYNAMIC PARAMETERS FOR LOOP FORMATION IN RNA AND DNA HAIRPIN TETRALOOPS [J].
ANTAO, VP ;
TINOCO, I .
NUCLEIC ACIDS RESEARCH, 1992, 20 (04) :819-824
[3]   SYNTHESIS OF OLIGONUCLEOTIDE-PEPTIDE CONJUGATES CONTAINING A KDEL SIGNAL SEQUENCE [J].
ARAR, K ;
MONSIGNY, M ;
MAYER, R .
TETRAHEDRON LETTERS, 1993, 34 (50) :8087-8090
[4]   THE IMIDAZOLE-CATALYZED HYDROLYSIS OF PARA-NITROPHENYL ACETATE [J].
BENDER, ML ;
TURNQUEST, BW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (07) :1652-1655
[5]   THE MECHANISM OF ENZYMATIC HYDROLYSIS .6. GENERAL BASIC CATALYSIS OF ESTER HYDROLYSIS AND ITS RELATIONSHIP TO ENZYMATIC HYDROLYSIS [J].
BENDER, ML ;
TURNQUEST, BW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (07) :1656-1662
[6]  
Bloomfield V. A, 1999, NUCL ACIDS STRUCTURE
[7]   IMIDAZOLE CATALYSIS .1. THE CATALYSIS OF THE HYDROLYSIS OF PHENYL ACETATES BY IMIDAZOLE [J].
BRUICE, TC ;
SCHMIR, GL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (07) :1663-1667
[9]   ANTIBODY-CATALYZED PRODRUG ACTIVATION [J].
CAMPBELL, DA ;
GONG, B ;
KOCHERSPERGER, LM ;
YONKOVICH, S ;
GALLOP, MA ;
SCHULTZ, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (05) :2165-2166
[10]   PLASMIN-ACTIVATED PRODRUGS FOR CANCER-CHEMOTHERAPY .1. SYNTHESIS AND BIOLOGICAL-ACTIVITY OF PEPTIDYLACIVICIN AND PEPTIDYLPHENYLENEDIAMINE MUSTARD [J].
CHAKRAVARTY, PK ;
CARL, PL ;
WEBER, MJ ;
KATZENELLENBOGEN, JA .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (05) :633-638