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Molecules 2018, 23(8), 1943; https://doi.org/10.3390/molecules23081943

pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives

1
Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University; Kita 9, Nishi 9, Kita-ku, Sapporo 060-8589, Japan
2
Division of Applied Science, The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan
*
Author to whom correspondence should be addressed.
Received: 19 July 2018 / Revised: 1 August 2018 / Accepted: 3 August 2018 / Published: 3 August 2018
(This article belongs to the Section Bioorganic Chemistry)
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Abstract

CycloDOPA (leukodopachrome), a well known metabolite of tyrosine, is a precursor of melanine in mammalian organisms and of the pigment betalain in plants. However, the isolation of cycloDOPA from natural sources has not been widely reported. In the present work, the stabilities of cycloDOPA and cycloDOPA methyl ester at various pH levels were studied. Both compounds were stable under acidic conditions. By contrast, both compounds were unstable when the pH was shifted from neutral to basic to form indole derivatives as major products. Based on the pH stability, cycloDOPA and its derivatives were subjected to the DPPH radical scavenging assay for the first time. View Full-Text
Keywords: cycloDOPA; pH stability; antioxidant power cycloDOPA; pH stability; antioxidant power
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Nakagawa, S.; Tachrim, Z.P.; Kurokawa, N.; Ohashi, F.; Sakihama, Y.; Suzuki, T.; Hashidoko, Y.; Hashimoto, M. pH Stability and Antioxidant Power of CycloDOPA and Its Derivatives. Molecules 2018, 23, 1943.

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