THE 1ST ENZYMATIC DEGRADATION PRODUCTS OF THE ANTIBIOTIC MOENOMYCIN-A

被引：17

作者：

METTEN, KH

HOBERT, K

MARZIAN, S

HACKLER, UE

HEINZ, U

WELZEL, P

ARETZ, W

BOTTGER, D

HEDTMANN, U

SEIBERT, G

MARKUS, A

LIMBERT, M

VANHEIJENOORT, Y

VANHEIJENOORT, J

机构：

[1] HOECHST AG,SBU ANTIINFEKT,W-6230 FRANKFURT 80,GERMANY

[2] UNIV PARIS 11,F-91405 ORSAY,FRANCE

来源：

TETRAHEDRON | 1992年 / 48卷 / 39期

关键词：

D O I：

10.1016/S0040-4020(01)86589-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Moenomycin A was degraded by enzymatic cleavage of the bond between the moenuronic acid moiety and the phosphate group. The phosphoric acid monoester 4a could be dephosphorylated further to yield 3a. Compound 3a was used to confirm the previous configurational assignment at C-2 of the glycerate part of moenomycin A and to prepare ent-4a. 4a and ent-4a are antibiotically inactive.

引用

收藏

页码：8401 / 8418

页数：18

相关论文

共 67 条

[1] NUCLEOSIDE 3'-PHOSPHOTRIESTERS AS KEY INTERMEDIATES FOR OLIGORIBONUCLEOTIDE SYNTHESIS .4. NEW METHOD FOR REMOVAL OF 2,2,2-TRICHLOROETHYL GROUP AND P-31-NMR AS A NEW TOOL FOR ANALYSIS OF DEBLOCKING OF INTERNUCLEOTIDE PHOSPHATE PROTECTING GROUPS [J].

ADAMIAK, RW ;

BIALA, E ;

GRZESKOWIAK, K ;

KIERZEK, R ;

KRASZEWSKI, A ;

MARKIEWICZ, WT ;

STAWINSKI, J ;

WIEWIOROWSKI, M .

NUCLEIC ACIDS RESEARCH, 1977, 4 (07) :2321-2329

[2] CHEMICAL SYNTHESIS OF ANTICODON LOOP OF AN EUKARYOTIC INITIATOR TRANSFER-RNA CONTAINING HYPERMODIFIED NUCLEOSIDE N-6-N-THREONYLCARBONY-ADENOSINE-T6A-1 [J].

ADAMIAK, RW ;

BIALA, E ;

GRZESKOWIAK, K ;

KIERZEK, R ;

KRASZEWSKI, A ;

MARKIEWICZ, WT ;

OKUPNIAK, J ;

STAWINSKI, J ;

WIEWIOROWSKI, M .

NUCLEIC ACIDS RESEARCH, 1978, 5 (06) :1889-1905

[3]

ARETZ W, Patent No. 355679

[4] OXIDATION OF ALPHA,BETA-UNSATURATED ALDEHYDES [J].

BAL, BS ;

CHILDERS, WE ;

PINNICK, HW .

TETRAHEDRON, 1981, 37 (11) :2091-2096

[5] BIS(ALLYLOXY)(DIISOPROPYLAMINO)PHOSPHINE AS A NEW PHOSPHINYLATION REAGENT FOR THE PHOSPHORYLATION OF HYDROXY FUNCTIONS [J].

BANNWARTH, W ;

KUNG, E .

TETRAHEDRON LETTERS, 1989, 30 (32) :4219-4222

[6] A SIMPLE AND EFFECTIVE CHEMICAL PHOSPHORYLATION PROCEDURE FOR BIOMOLECULES [J].

BANNWARTH, W ;

TRZECIAK, A .

HELVETICA CHIMICA ACTA, 1987, 70 (01) :175-186

[7] A SYNTHESIS OF MOENOCINOL FROM ISOPRENOID PRECURSORS [J].

BOTTGER, D ;

WELZEL, P .

TETRAHEDRON LETTERS, 1983, 24 (47) :5201-5204

[8]

BOTTGER D, 1983, THESIS RUHR U BOCHUM

[9] SYNTHESIS OF OPTICALLY-ACTIVE ETHANOLAMINES [J].

BRUSSEE, J ;

DOFFERHOFF, F ;

KRUSE, CG ;

VANDERGEN, A .

TETRAHEDRON, 1990, 46 (05) :1653-1658

[10] DEOXY OLIGONUCLEOTIDE SYNTHESIS VIA TRIESTER METHOD [J].

CATLIN, JC ;

CRAMER, F .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (02) :245-250

← 1 2 3 4 5 6 7 →