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Nuclear magnetic resonance characterization of reaction products of interesterification of peracetylated α‐d‐glucopyranose and fatty acid methyl esters
Author(s) -
Kuang Dzulkefly,
Obaje Olobo J.,
Kassim Anuar,
Ee Gwendoline C. L.,
Suhaimi Hamdan
Publication year - 2000
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-000-0007-7
Subject(s) - chemistry , interesterified fat , substituent , anomer , fatty acid , organic chemistry , chemical shift , carbon 13 nmr , ring (chemistry) , proton nmr , enzyme , lipase
Abstract Mono‐ and diesters of fatty acids of peracetylated α‐d‐glucopyranose were prepared by chemical interesterification. Substituent‐induced chemical shift effects on the carbonyl carbons rather than the ring carbons and proton atoms unambiguosly show the fatty acyl substituents to be at C1 in the monosubstituted, and at C1 and C6 in the disubstituted products. 1 H nuclear magnetic resonance (NMR) integration data before and after interesterification complemented 13 C chemical shift data in verifying the molecular structures. Empirical data from classical 1 H and 13 C NMR experiments thus provide a simple self‐contained method for determining the number and position of fatty acyl substituents, and the anomeric compositions of peracetylated glucose fatty esters.