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Ring Opening and Polymerization of Alpha-Lipoic Acid  

Park Chul-Ho (Department of Chemical Engineering and Materials Science, Chung-Ang University)
Kim Ae-Ran (Department of Chemical Engineering and Materials Science, Chung-Ang University)
Yun Hye-Lee (Department of Chemical Engineering and Materials Science, Chung-Ang University)
Lee Jong-Hwi (Department of Chemical Engineering and Materials Science, Chung-Ang University)
Publication Information
Polymer(Korea) / v.30, no.4, 2006 , pp. 357-361 More about this Journal
Abstract
Alpha-lipoic acid (ALA) synthesized in the body has virtues such as anti-oxidation, blood sugar regulation, appetite suppression, and anti-obesity, etc. ALA, which is also used as a drug, has a five-membered ring including disulfide and so easily losses bioavailability due to ring opening and subsequent polymerization by heat or ultraviolet. This report studies various conditions for ring opening polymerization. The ring opening starts above the melting point of ALA, but there was no temperature dependence above it. At $70^{\circ}C$, the degree of ring opening was proportional to reaction time and inversely proportional concentration. The degree of ring opening in acetic acid with UV for 1 hour reached the maximum conversion (70%). Most cleaved ALA changed into disulfide polymers, and the molecular weight of the polymers increased as the amount of ring opening increased.
Keywords
alpha-lipoic acid; cleavage; disulfide polymer;
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