MODELING THE REACTIVITY OF ALPHA-KETOGLUTARATE-DEPENDENT NONHEME IRON(II)-CONTAINING ENZYMES

被引：59

作者：

HA, EH ^{[1
]}

HO, RYN ^{[1
]}

KISIEL, JF ^{[1
]}

VALENTINE, JS ^{[1
]}

机构：

[1] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90095

来源：

INORGANIC CHEMISTRY | 1995年 / 34卷 / 09期

关键词：

D O I：

10.1021/ic00113a002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An Fe(II) complex of tris(pyrazolyl)borate and benzoylformate was prepared and reacted with dioxygen in the presence of olefins. In the caes of cyclohexene, cyclohexene oxide was produced in 35-40% yield. In the case of cis- and trans-stilbene, the former was found to react to give cis-stilbene oxide in 50-60% yield and a small amount of benzaldehyde; no trans-oxide was observed. The latter gave no reaction. This system is proposed as a possible model for reactions of alpha-ketoglutarate-dependent Fe(II)-containing dioxygenase enzymes. [GRAPHICS]

引用

页码：2265 / 2266

页数：2

共 11 条

[1] A MODEL FOR ALPHA-KETO ACID-DEPENDENT NONHEME IRON ENZYMES - STRUCTURE AND REACTIVITY OF [FE-2(II)(ME(2)HDP)(2)(BF)](CLO4)
CHIOU, YM
QUE, L
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (18): : 1886 - 1888
[2] MODEL COMPLEXES FOR ALPHA-KETO ACID-DEPENDENT ENZYMES - STRUCTURE AND REACTIVITY OF (FE(II)[TRIS[(6-METHYL-2-PYRIDYL)METHYL]AMINE](BENZOYL-FORMATE))(CLO4)
CHIOU, YM
QUE, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (19) : 7567 - 7568
[3] THE DESIGN AND APPLICATION OF FREE-RADICAL CHAIN REACTIONS IN ORGANIC-SYNTHESIS .1.
CURRAN, DP
[J]. SYNTHESIS-STUTTGART, 1988, (06): : 417 - 439
[4] REACTIONS OF NONHEME IRON(II) CENTERS WITH DIOXYGEN IN BIOLOGY AND CHEMISTRY
FEIG, AL
LIPPARD, SJ
[J]. CHEMICAL REVIEWS, 1994, 94 (03) : 759 - 805
[5] A STEREOCHEMICAL CONCEPT FOR THE CATALYTIC MECHANISM OF PROLYLHYDROXYLASE - APPLICABILITY TO CLASSIFICATION AND DESIGN OF INHIBITORS
HANAUSKEABEL, HM
GUNZLER, V
[J]. JOURNAL OF THEORETICAL BIOLOGY, 1982, 94 (02) : 421 - 455
[6] KISIEL JF, 1990, THESIS U CALIFORNIA
[7] SYNTHETIC MODEL FOR DIOXYGEN BINDING-SITES OF NONHEME IRON PROTEINS - X-RAY STRUCTURE OF FE(OBZ)(MECN)(HB(3,5-IPR2PZ)3) AND RESONANCE RAMAN EVIDENCE FOR REVERSIBLE FORMATION OF A PEROXO ADDUCT
KITAJIMA, N
FUKUI, H
MOROOKA, Y
MIZUTANI, Y
KITAGAWA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (17) : 6402 - 6403
[8] NEUMANN WP, 1987, SYNTHESIS-STUTTGART, P665
[9] NIEDENZU K, 1986, TOP CURR CHEM, V131, P1
[10] A NONHEME IRON PROTEIN WITH HEME TENDENCIES - AN INVESTIGATION OF THE SUBSTRATE-SPECIFICITY OF THYMINE HYDROXYLASE
THORNBURG, LD
LAI, MT
WISHNOK, JS
STUBBE, J
[J]. BIOCHEMISTRY, 1993, 32 (50) : 14023 - 14033

← 1 2 →