SYNTHESIS OF (2S,2'R,3R,4E,8E)-N-2'-HYDROXYOCTADECANOYL-1-O-(BETA-D-GLUCOPYRANOSYL)-9-METHYL-4,8-SPHINGADIENINE (PEN-III), A CEREBROSIDE ISOLATED FROM PENICILLIUM-FUNICULOSUM AS THE FRUITING INDUCER AGAINST SCHIZOPHYLLUM-COMMUNE

被引：9

作者：

ABE, T ^{[1
]}

MORI, K ^{[1
]}

机构：

[1] UNIV TOKYO, DEPT AGR CHEM, BUNKYO KU, TOKYO 113, JAPAN

来源：

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1994年 / 58卷 / 09期

关键词：

D O I：

10.1271/bbb.58.1671

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：

(2S,2'R,3R,4E,8E)-N-2'-Hydroxyoctadecanoyl-1-O-(beta-D-glucopyranosyl)-9-methyl-4,8-sphingadienine (Pen III), a cerebroside isolated from Penicillium funiculosum A-1 as the fruiting inducer against Basidiomycete Schizophyllum commune, was synthesized by starting from D-glucose, L-serine, homoprenyl acetate and stearic acid.

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页码：1671 / 1674

页数：4

相关论文

共 11 条

[1] PREPARATION OF ACETOBROME-SUGARS [J].

BARCZAIMARTOS, M ;

KOROSY, F .

NATURE, 1950, 165 (4192) :369-369

[2] A STEREODIVERGENT SYNTHESIS OF D-ERYTHRO-SPHINGOSINE AND D-THREO-SPHINGOSINE FROM L-SERINE [J].

GARNER, P ;

PARK, JM ;

MALECKI, E .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4395-4398

[3]

GUEST HH, 1947, J AM CHEM SOC, V69, P301

[4] FRUITING OF SCHIZOPHYLLUM-COMMUNE INDUCED BY CERTAIN CERAMIDES AND CEREBROSIDES FROM PENICILLIUM-FUNICULOSUM [J].

KAWAI, G ;

IKEDA, Y ;

TUBAKI, K .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1985, 49 (07) :2137-2146

[5] FRUITING-INDUCING ACTIVITY OF CEREBROSIDES OBSERVED WITH SCHIZOPHYLLUM-COMMUNE [J].

KAWAI, G ;

IKEDA, Y .

BIOCHIMICA ET BIOPHYSICA ACTA, 1982, 719 (03) :612-618

[6]

KAWAI G, 1994, COMMUNICATION 0216

[7]

KAWAI G, 1984, THESIS U TOKYO

[8]

MORGAN GT, 1927, J CHEM SOC CHEM IND, V46, P153

[9] SYNTHESIS OF SPHINGOSINE RELATIVES .3. SYNTHESIS OF (4E,8E,2S,3R,2'R)-N-2'-HYDROXYHEXADECANOYL-1-O-BETA-D-GLUCOPYRANOSYL-9-METHYL-4,8-SPHINGADIENINE, THE FRUITING-INDUCING CEREBROSIDE IN A BASIDIOMYCETE SCHIZOPHYLLUM-COMMUNE [J].

MORI, K ;

FUNAKI, Y .

TETRAHEDRON, 1985, 41 (12) :2379-2386

[10] SYNTHESIS OF SPHINGOSINE RELATIVES .2. SYNTHESIS OF (4E,8E,2S,3R,2'R)-N-2'-HYDROXYHEXADECANOYL-9-METHYL-4,8-SPHINGADIENINE, THE CERAMIDE PORTION OF THE FRUITING-INDUCING CEREBROSIDE IN A BASIDIOMYCETE SCHIZOPHYLLUM-COMMUNE, AND ITS (2R,3S)-ISOMER [J].

MORI, K ;

FUNAKI, Y .

TETRAHEDRON, 1985, 41 (12) :2369-2377