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Intramolecular acyl migration and enzymatic hydrolysis of 2-O-α-d-glucopyranosyl-6-O-(2-pentylheptanoyl)-l-ascorbic acid

Paper ID Volume ID Publish Year Pages File Format Full-Text
21322 43216 2012 4 PDF Available
Title
Intramolecular acyl migration and enzymatic hydrolysis of 2-O-α-d-glucopyranosyl-6-O-(2-pentylheptanoyl)-l-ascorbic acid
Abstract

2-O-α-d-Glucopyranosyl-6-O-(2-pentylheptanoyl)-l-ascorbic acid (6-bDode-AA-2G) underwent an intramolecular acyl migration to yield approximately 12% of 2-O-α-d-glucopyranosyl-5-O-(2-pentylheptanoyl)-l-ascorbic acid (5-bDode-AA-2G) in neutral solutions for 3 days. In small intestine homogenate from guinea pigs for 12 h, 6-bDode-AA-2G, which hardly underwent acyl migration to give 5-bDode-AA-2G, was predominantly hydrolyzed with α-glucosidase and then with esterase to ascorbic acid.

Keywords
Acyl migration; 6-bDode-AA-2G; Lipophilic ascorbic acid derivative; Stable ascorbic acid derivative; Enzymatic hydrolysis
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Intramolecular acyl migration and enzymatic hydrolysis of 2-O-α-d-glucopyranosyl-6-O-(2-pentylheptanoyl)-l-ascorbic acid
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Bioscience and Bioengineering - Volume 113, Issue 4, April 2012, Pages 545–548
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Price was $35.95
You save - $31
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Full-text PDF Download
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