PREPARATION AND HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC ANALYSIS OF SYN AND ANTI ISOMERS OF STEROIDAL 3-(O-CARBOXYMETHYL) OXIMES

被引：10

作者：

ADAMCZYK, M

CHEN, YY

FISHPAUGH, JR

GEBLER, JC

机构：

[1] Divisional Chemistry, Abbott Diagnostics Division, Abbott Laboratories, Abbott Park

来源：

JOURNAL OF CHROMATOGRAPHY A | 1993年 / 657卷 / 02期

关键词：

D O I：

10.1016/0021-9673(93)80289-K

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Syn and anti isomeric mixtures of methyl esters of 3-(O-carboxymethyl) oximes of progesterone, 17-alpha-OH-progesterone, testosterone, and cortisol were synthesized and separated on a preparative scale. The pure esters were then hydrolyzed to afford the desired syn or anti 3-(O-carboxymethyl) oximes. Analysis by HPLC was developed to determine isomeric and chemical purity of the acids and esters.

引用

页码：345 / 348

页数：4

共 11 条

[1] LIPASE-MEDIATED DIASTEREOSELECTIVE HYDROLYSIS OF STEROIDAL 3-(O-CARBOXYMETHYL) OXIME METHYL-ESTERS
ADAMCZYK, M
CHEN, YY
FISHPAUGH, JR
GEBLER, JC
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (07) : 1467 - 1468
[2] ERLANGER BF, 1959, J BIOL CHEM, V234, P1090
[3] ERLANGER BF, 1957, J BIOL CHEM, V228, P713
[4] Fieser LF, 1967, REAGENTS ORGANIC SYN, V1, P191
[5] FOREST MG, 1976, STEROIDS, V28, P815
[6] SELECTIVE 3-(O-CARBOXYMETHYL)OXIME FORMATION IN STEROIDAL 3,20-DIONES FOR HAPTEN IMMUNOSPECIFICITY
JANOSKI, AH
SHULMAN, FC
WRIGHT, GE
[J]. STEROIDS, 1974, 23 (01) : 49 - 64
[7] SYNTHESIS AND STEREOCHEMISTRY OF C-3-LINKED AND C-7-LINKED (O-CARBOXYMETHYL)-OXIMINO-DERIVATIVES AND HEMISUCCINAMIDO-DERIVATIVES OF 5-ALPHA-DIHYDROTESTOSTERONE
MAPPUS, E
CUILLERON, CY
[J]. STEROIDS, 1979, 33 (06) : 693 - 718
[8] MAPPUS E, 1975, CR ACAD SCI C CHIM, V281, P247
[9] A SENSITIVE BRIDGE HETEROLOGOUS ENZYME-IMMUNOASSAY OF PROGESTERONE USING GEOMETRICAL-ISOMERS
MITSUMA, M
KAMBEGAWA, A
OKINAGA, S
ARAI, K
[J]. JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1987, 28 (01) : 83 - 88
[10] 4'-[AMINOMETHYL]FLUORESCEIN AND ITS N-ALKYL DERIVATIVES - USEFUL REAGENTS IN IMMUNODIAGNOSTIC TECHNIQUES
SHIPCHANDLER, MT
FINO, JR
KLEIN, LD
KIRKEMO, CL
[J]. ANALYTICAL BIOCHEMISTRY, 1987, 162 (01) : 89 - 101

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