The chelate effect in binding, catalysis, and chemotherapy

被引：66

作者：

Breslow, R ^{[1
]}

Belvedere, S ^{[1
]}

Gershell, L ^{[1
]}

Leung, D ^{[1
]}

机构：

[1] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

PURE AND APPLIED CHEMISTRY | 2000年 / 72卷 / 03期

关键词：

D O I：

10.1351/pac200072030333

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cyclodextrin (CD) dimers bind amino acid side chains, and such binding can dissociate aggregated proteins, including citrate synthase (dimer) and lactic dehydrogenase (tetramer). A CD dimer can bind a hydrophobic photosensitizer that, upon irradiation, generates singlet oxygen. This cleaves the dimer and releases the photosensitizer. CD dimers in a cytochrome P-450 mimic steer catalyzed hydroxylation to a bound steroid with geometric control. Chelate binding has also led to a group of cytodifferentiating agents whose mechanism has been recently established. They have promising anticancer properties, and are currently entering human trials as therapeutic agents.

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页码：333 / 342

页数：10

相关论文

共 33 条

[1]

[Anonymous], TEMPLATED ORGANIC SY

[2] VERY STRONG BINDING OF APPROPRIATE SUBSTRATES BY CYCLODEXTRIN DIMERS [J].

BRESLOW, R ;

GREENSPOON, N ;

GUO, T ;

ZARZYCKI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (21) :8296-8297

[3] Sequence selective binding of peptides by artificial receptors in aqueous solution [J].

Breslow, R ;

Yang, ZW ;

Ching, R ;

Trojandt, G ;

Odobel, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (14) :3536-3537

[4] POTENT CYTODIFFERENTIATING AGENTS RELATED TO HEXAMETHYLENEBISACETAMIDE [J].

BRESLOW, R ;

JURSIC, B ;

YAN, ZF ;

FRIEDMAN, E ;

LENG, L ;

NGO, L ;

RIFKIND, RA ;

MARKS, PA .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (13) :5542-5546

[5] An artificial cytochrome P450 that hydroxylates unactivated carbons with regio- and stereoselectivity and useful catalytic turnovers [J].

Breslow, R ;

Huang, Y ;

Zhang, XJ ;

Yang, J .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (21) :11156-11158

[6] Selective catalytic hydroxylation of a steroid by an artificial cytochrome P-450 enzyme [J].

Breslow, R ;

Zhang, XJ ;

Huang, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (19) :4535-4536

[7] Geometrically directed selective steroid hydroxylation with high turnover by a fluorinated artificial cytochrome P-450 [J].

Breslow, R ;

Gabriele, B ;

Yang, J .

TETRAHEDRON LETTERS, 1998, 39 (19) :2887-2890

[8]

BRESLOW R, UNPUB

[9]

Chmielewski J, 1998, BIOPOLYMERS, V47, P263

[10] Structural and functional analysis of the 1:1 growth hormone:receptor complex reveals the molecular basis for receptor affinity [J].

Clackson, T ;

Ultsch, MH ;

Wells, JA ;

de Vos, AM .

JOURNAL OF MOLECULAR BIOLOGY, 1998, 277 (05) :1111-1128

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