Protein surface recognition by synthetic receptors based on a tetraphenylporphyrin scaffold

被引：94

作者：

Jain, RK ^{[1
]}

Hamilton, AD ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 12期

关键词：

D O I：

10.1021/ol005871s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Receptors based on a tetraphenylporphyrin scaffold bearing different charged and hydrophobic groups have been synthesized, The interactions of these with horse heart cytochrome c were studied by fluorescence spectroscopy. Receptor 4 was identified to be the strongest synthetic receptor (K-d = 20 nM) for cytochrome c. The differences in affinity among the receptors reflected a dependence on the number of anionic and hydrophobic groups.

引用

收藏

页码：1721 / 1723

页数：3

相关论文

共 19 条

[1] Molecular recognition of protein-ligand complexes: Applications to drug design [J].

Babine, RE ;

Bender, SL .

CHEMICAL REVIEWS, 1997, 97 (05) :1359-1472

[2] HIGH-RESOLUTION 3-DIMENSIONAL STRUCTURE OF HORSE HEART CYTOCHROME-C [J].

BUSHNELL, GW ;

LOUIE, GV ;

BRAYER, GD .

JOURNAL OF MOLECULAR BIOLOGY, 1990, 214 (02) :585-595

[3] TOPOGRAPHICAL MIMICRY OF THE ENZYME BINDING DOMAIN OF CYTOCHROME-C [J].

CLARKFERRIS, KK ;

FISHER, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (17) :5007-5008

[4] SYNTHESIS AND ANTI-HIV ACTIVITIES OF LOW-MOLECULAR-WEIGHT AURINTRICARBOXYLIC ACID FRAGMENTS AND RELATED-COMPOUNDS [J].

CUSHMAN, M ;

KANAMATHAREDDY, S ;

DECLERCQ, E ;

SCHOLS, D ;

GOLDMAN, ME ;

BOWEN, JA .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (01) :337-342

[5] 3-DIMENSIONAL STRUCTURE-ACTIVITY ANALYSIS OF A SERIES OF PORPHYRIN DERIVATIVES WITH ANTI-HIV-1 ACTIVITY TARGETED TO THE V3 LOOP OF THE GP120 ENVELOPE GLYCOPROTEIN OF THE HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 [J].

DEBNATH, AK ;

JIANG, S ;

STRICK, N ;

LIN, K ;

HABERFIELD, P ;

NEURATH, AR .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (08) :1099-1108

[6] Mitochondria and apoptosis [J].

Green, DR ;

Reed, JC .

SCIENCE, 1998, 281 (5381) :1309-1312

[7] A calixarene with four peptide loops: An antibody mimic for recognition of protein surfaces [J].

Hamuro, Y ;

Calama, MC ;

Park, HS ;

Hamilton, AD .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (23) :2680-2683

[8]

Job P, 1928, ANN CHIM FRANCE, V9, P113

[9]

Lin Q, 1998, BIOPOLYMERS, V47, P285, DOI 10.1002/(SICI)1097-0282(1998)47:4<285::AID-BIP4>3.3.CO

[10]

2-3