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Improved Synthesis of Lysine- and Arginine-Derived Amadori and Heyns Products and in Vitro Measurement of their Angiotensin I-Converting Enzyme Inhibitory Activity.

Srinivas, S. M. and Nanishankar, V. Harohally (2012) Improved Synthesis of Lysine- and Arginine-Derived Amadori and Heyns Products and in Vitro Measurement of their Angiotensin I-Converting Enzyme Inhibitory Activity. Journal of Agricultural and Food Chemistry, 60 (6). pp. 1522-1527. ISSN 0021-8561

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Abstract

The l-lysine- and l-arginine-derived Amadori and Heyns products consisting of N-(1-deoxy-d-fructos-1-yl)amino acid and N-(2-deoxy-d-glucos-2-yl)amino acid were prepared by reaction of d-fructose and d-glucose with l-lysine hydrochloride and l-arginine hydrochloride using commercial zinc powder as deprotonating reagent and also as catalyst precursor in a simple synthetic route in high yield. These compounds were screened for angiotensin I-converting enzyme (ACE) inhibitory activity using a high-throughput colorimetric assay (utilizing porcine kidney ACE). The IC50 values fall in the range of 1030–1175 μM, with Nα-(1-deoxy-d-fructos-1-yl)arginine showing the best IC50 value (1030 ± 38 μM). This study demonstrates an improved synthetic method for simple Amadori and Heyns products and their moderate ACE inhibitor activity.

Item Type: Article
Uncontrolled Keywords: Amadori products; Heyns products; zinc; ACE inhibition
Subjects: 500 Natural Sciences and Mathematics > 04 Chemistry and Allied Sciences > 24 Organic Chemistry
Divisions: Food Safety Analytical Quality Control Lab
Depositing User: Food Sci. & Technol. Information Services
Date Deposited: 23 Feb 2012 09:27
Last Modified: 30 Jun 2015 05:33
URI: http://ir.cftri.com/id/eprint/10664

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