SYNTHESIS AND ENZYMATIC CONVERSION OF AN ETHER ANALOG OF MONOGALACTOSYL DIACYLGLYCEROL

被引:10
作者
HEINZ, E [1 ]
SIEBERTZ, HP [1 ]
LINSCHEID, M [1 ]
机构
[1] UNIV COLOGNE,INST ORGAN CHEM,D-5000 COLOGNE 41,FED REP GER
关键词
D O I
10.1016/0009-3084(79)90032-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis of 1,2-di-O-9′-octadecenyl-3-O-β-D-galactopyranosyl-sn-glycerol is described, including a detailed discussion of mass spectrometric fragmentation patterns of this and related substances. Enzymatic experiments showed that this compound is converted by plant enzymes to the 6-O-acyl derivative. The availability of the di-9-octadecynyl compound for tritium reduction will provide a substrate for studies on direct desaturation of lipid-linked acyl or alkyl chains. © 1979.
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页码:265 / 276
页数:12
相关论文
共 34 条
[1]   MASS SPECTROMETRY OF LIPIDS .6. MASS SPECTROMETRY OF TRIGLYCERIDES .2. SPECIFICALLY DEUTERATED TRIGLYCERIDES AND ELUCIDATION OF FRAGMENTATION MECHANISMS [J].
AASEN, AJ ;
LAUER, WM ;
HOLMAN, RT .
LIPIDS, 1970, 5 (11) :869-&
[2]   INVOLVEMENT OF LECITHIN AND MONOGALACTOSYL DIGLYCERIDE IN LINOLEATE SYNTHESIS BY GREEN AND BLUE-GREEN ALGAE [J].
APPLEBY, RS ;
SAFFORD, R ;
NICHOLS, BW .
BIOCHIMICA ET BIOPHYSICA ACTA, 1971, 248 (02) :205-&
[3]   FACTORS INVOLVED IN FATTY ACYL COA DESATURATION BY FUNGAL MICROSOMES - RELATIVE ROLES OF ACYL COA AND PHOSPHOLIPIDS AS SUBSTRATES [J].
BAKER, N ;
LYNEN, F .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1971, 19 (02) :200-&
[4]   REACTIONS OF ALIPHATIC METHANESULFONATES .2. SYNTHESES OF LONG-CHAIN DI- AND TRIALKYL GLYCERYL ETHERS [J].
BAUMANN, WJ ;
MANGOLD, HK .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (02) :498-+
[5]   REACTIONS OF ALIPHATIC METHANESULFONATES .I. SYNTHESES OF LONG-CHAIN GLYCERYL-(1) ETHERS [J].
BAUMANN, WJ ;
MANGOLD, HK .
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (10) :3055-&
[6]  
BUDZIKIE.H, 1973, Z NATURFORSCH C, VC 28, P499
[7]   CHEMICAL SYNTHESIS OF I-O-(D)-AND 3-O-(L)-GLYCERYL MONOETHERS DIETHERS AND DERIVATIVES - GLYCERIDES MONOESTER PHOSPHOLIPIDS AND DIETHER PHOSPHOLIPIDS [J].
CHACKO, GK ;
HANAHAN, DJ .
BIOCHIMICA ET BIOPHYSICA ACTA, 1968, 164 (02) :252-&
[8]   STUDIES OF DIALKYL ETHER PHOSPHOLIPIDS .1. CHEMICAL SYNTHESIS OF SOME MODEL COMPOUNDS [J].
CHEN, JS ;
BARTON, PG .
CANADIAN JOURNAL OF BIOCHEMISTRY, 1970, 48 (05) :585-&
[9]   MASS-SPECTROMETRIC STUDIES ON ALKOXYESTERS OF 2,3-DIHYDROXYPROPIONIC ACID [J].
DREXLER, HJ ;
SCHILLER, H ;
SEHER, A .
CHEMISTRY AND PHYSICS OF LIPIDS, 1977, 20 (01) :71-76
[10]   FATTY ACIDS .19. CONVERSION OF ALKENOIC ACIDS TO ALKYNOIC ACIDS BY BROMINATION-DEHYDROBROMINATION [J].
GUNSTONE, FD ;
HORNBY, GM .
CHEMISTRY AND PHYSICS OF LIPIDS, 1969, 3 (01) :91-&