STEREOCHEMISTRY OF 2 EPOXY ALCOHOLS FROM SAPROLEGNIA-PARASITICA

STEREOCHEMISTRY OF 2 EPOXY ALCOHOLS FROM SAPROLEGNIA-PARASITICA
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DOI:
10.1016/0005-2760(86)90233-x
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发表时间:
1986-12-05
期刊:
BIOCHIMICA ET BIOPHYSICA ACTA
影响因子:
--
通讯作者:
JACOBSSON, U
JACOBSSON, U
中科院分区:
其他
文献类型:
--
作者:
HAMBERG, M;HERMAN, RP;JACOBSSON, U

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最近,在将花生四烯酸与真菌寄生水霉(Saprolegnia parasitica)的匀浆一起温育后,分离出两种环氧醇,11,12-环氧-15-羟基-5,8,13-二十碳三烯酸和13,14-环氧-15-羟基-5,8,11-二十碳三烯酸(Hamberg,M.,赫尔曼,C.A.和赫尔曼,R.P.(1986)生物化学。Biophys. Acta 877,447 - 457)。在本研究中,完整的立体化学结构的两个环氧醇的化学降解形成的短链酸的立体分析和NMR光谱分析确定。环氧醇为11(S),12(R)-环氧-15(S)-羟基-5(Z),8(Z),13(E)-二十碳三烯酸和13(R),14(R)-环氧-15(S)-羟基-5(Z),8(Z),11(Z)-二十碳三烯酸。
Two epoxy alcohols, 11,12-epoxy-15-hydroxy-5,8,13-eicosatrienoic acid and 13,14-epoxy-15-hydroxy-5,8,11-eicosatrienoic acid, were recently isolated following incubation of arachidonic acid with homogenates of the fungus, Saprolegnia parasitica (Hamberg, M., Herman, C.A. and Herman, R.P. (1986) Biochim. Biophys. Acta 877, 447-457). In the present study the complete stereochemical structures of the two epoxy alcohols were determined by steric analysis of short chain acids formed by chemical degradation and by NMR-spectrometric analysis. The epoxy alcohols were found to be 11(S),12(R)-epoxy-15(S)-hydroxy-5(Z),8(Z),13(E)-eicosatrienoic acid and 13(R),14(R)-epoxy-15(S)-hydroxy-5(Z),8(Z),11(Z)-eicosatrienoic acid.