Absolute configuration of octanol derivatives in apple fruits

被引：17
|
作者：
Beuerle, T
Schreier, P
Brunerie, P
Bicchi, C
Schwab, W
机构：
[1] UNIV WURZBURG,LEHRSTUHL LEBENSMITTELCHEM,D-97074 WURZBURG,GERMANY
[2] PERNOD RICARD,CTR RECH,F-94015 CRETEIL,FRANCE
[3] DIPARTIMENTO SCI & TECNOL FARMACO,I-10125 TURIN,ITALY
来源：
PHYTOCHEMISTRY | 1996年 / 43卷 / 01期
关键词：
Malus sylvestris; Rosaceae; apple fruit; enantiodifferentiation; 5(Z)-octene-1,3-diol; ethyl; 3-hydroxyoctanoate; ethyl 5(Z)-3-hydroxyoctenoate;
D O I：
10.1016/0031-9422(96)00215-4
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：
In extracts obtained by liquid-liquid extraction and enzymatic hydrolysis from five apple cultivars (Renao; Bedan; Peau de Chien; Noel des Champs; Red Delicious), chiral evaluation of free and glycosidically-bound octane-1,3-diol and 5(Z)-octene-1,3-diol, as well as ethyl 3-hydroxyoctanoate and ethyl 5(Z)-3-hydroxyoctenoate, was performed by multidimensional gas chromatography (MDGC), combining a polar achiral column (DB-Wax) with a chiral main column (2,3-di-O-acetyl-6-O-tert. butyldimethylsilyl-beta-cyclodextrin/OV 1701). Comparison of retention times of synthesized optically-enriched reference compounds with isolated diols and hydroxyesters, revealed the (R)-configuration for the free diols in cvs. Renao, Bedan, Peau de Chien and Noel des Champs and the (R)-configuration for the bound diols in cvs Bedan, Peau de Chien and Noel des Champs, exhibiting enantiomeric excesses tees) greater than 99%. (R)-hydroxyesters (ee > 99%) were detected in cvs. Noel des Champs and Red Delicious. Copyright (C) 1996 Elsevier Science Ltd
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收藏
页码：145 / 149
页数：5
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