MECHANISM OF FORMATION OF CHLOROPROPANOLS PRESENT IN PROTEIN HYDROLYSATES

被引：108

作者：

COLLIER, PD ^{[1
]}

CROMIE, DDO ^{[1
]}

DAVIES, AP ^{[1
]}

机构：

[1] UNILEVER RES LABS,COLWORTH HOUSE,SHARNBROOK MK44 1LQ,BEDS,ENGLAND

来源：

JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY | 1991年 / 68卷 / 10期

关键词：

CHLOROPROPANOLS; GLYCERIDES; GLYCEROL; HYDROCHLORIC ACID; NUCLEOPHILIC SUBSTITUTION; PHOSPHOLIPIDS; PROTEIN HYDROLYSATES;

D O I：

10.1007/BF02662173

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Chloropropanols are formed in protein hydrolysates by the reaction of hydrochloric acid with residual lipids associated with the proteinaceous materials used in their production. The products formed from glycerol, triolein, 1,2-diacyl-sn-glycero-3-phosphorylcholine and soya meal have been analyzed by thin-layer and gas chromatography. The yields and isomer ratios of the chloropropandiols and dichloropropanols formed are interpreted in terms of reaction mechanisms for their formation, which involve preferential nucleophilic substitution by the chloride anion at positions activated by neighboring ester groups. These provide anchimeric assistance and govern regioselectivity through steric and electronic effects.

引用

页码：785 / 790

页数：6

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