SUBSTRATE-SPECIFICITY OF PROLINE 4-HYDROXYLASE - CHEMICAL AND ENZYMATIC-SYNTHESIS OF 2S,3R,4S-EPOXYPROLINE

被引：33

作者：

BALDWIN, JE ^{[1
]}

FIELD, RA ^{[1
]}

LAWRENCE, CC ^{[1
]}

LEE, V ^{[1
]}

ROBINSON, JK ^{[1
]}

SCHOFIELD, CJ ^{[1
]}

机构：

[1] OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(00)60753-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The substrate specificity of L-proline 4-hydroxylase, a 2-oxoglutarate dependent dioxygenase from Streptomyces griseoviridus P8648, was investigated. Preliminary assays measuring turnover of 2-oxoglutarate indicated 3,4-dehydro-L-proline was an efficient substrate. The identity of the product was shown to be 2S,3R,4S-epoxy-L-proline by comparison with synthetic 2S,3R,4S- and 2S,3S,4R-epoxy-L-prolines.

引用

页码：4649 / 4652

页数：4

共 31 条

[11] REACTIONS OF 2-ACYLOXYISOBUTYRYL HALIDES WITH NUCLEOSIDES .1. REACTIONS OF MODEL DIOLS AND OF URIDINE
GREENBERG, S
MOFFATT, JG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) : 4016 - 4025
[12] HASHIMOTO T, 1991, J BIOL CHEM, V266, P4648
[13] HEINEMANN B, 1954, ANTIBIOT ANNU, P728
[14] SYNTHESIS OF 3,4-DIHYDROXYPROLINES .2. SYNTHESIS, STEREOCHEMISTRY AND REACTIVITY OF SOME 3,4-EPOXY-D,L-PROLINE DERIVATIVES
HUDSON, CB
ROBERTSON, AV
SIMPSON, WRJ
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1975, 28 (11) : 2479 - 2498
[15] JEFFORD CW, 1992, ADV DETAILED REACTIO, V2, P149
[16] KATZ E, 1979, J BIOL CHEM, V254, P6684
[17] ASSAY FOR 2-OXOGLUTARATE DECARBOXYLATING ENZYMES BASED ON THE DETERMINATION OF [1-C-14]SUCCINATE - APPLICATION TO PROLYL 4-HYDROXYLASE
KAULE, G
GUNZLER, V
[J]. ANALYTICAL BIOCHEMISTRY, 1990, 184 (02) : 291 - 297
[18] NEW EPOXIDATION WITH M-CHLOROPERBENZOIC ACID AT ELEVATED-TEMPERATURES
KISHI, Y
SUGIURA, S
TANINO, H
GOTO, T
ARATANI, M
KAKOI, H
INOUE, S
FUKUYAMA, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (02) : 64 - &
[19] Kivirikko K.I., 1991, POSTTRANSLATIONAL MO, P1
[20] KUTTAN R, 1973, ADV ENZYMOL RAMB, V37, P273

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