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Antioxidative Properties of Tripeptide Libraries Prepared by the Combinatorial Chemistry

Saito, Koichiro, Jin, Dong-Hao, Ogawa, Tomohisa, Muramoto, Koji, Hatakeyama, Eiko, Yasuhara, Tadashi, Nokihara, Kiyoshi·2003·Journal of Agricultural and Food Chemistry

Abstract

Two series of combinatorial tripeptide libraries were constructed, based on an antioxidative peptide isolated from a soybean protein hydrolysate. One was a library of 108 peptides containing either His or Tyr residues. Another was a library of 114 peptides related to Pro-His-His, which had been identified as an active core of the antioxidative peptide. The antioxidative properties of these libraries were examined by several methods, such as the antioxidative activity against the peroxidation of linoleic acid, the reducing activity, the radical scavenging activity, and the peroxynitrite scavenging activity. Two Tyr-containg tripeptides showed higher activities than those of two His-containing tripeptides in the peroxidation of linoleic acid. Tyr-His-Tyr showed a strong synergistic effects with phenolic antioxidants. However, the tripeptide had only marginal reducing activity and a moderate peroxynitrite scavenging activity. Cysteine-containing tripeptides showed the strong peroxynitrite scavenging activity. Change of either the N-terminus or C-terminus of Pro-His-His to other amino acid residues did not significantly alter their antioxidative activity. Tripeptides containing Trp or Tyr residues at the C-terminus had strong radical scavenging activities, but very weak peroxynitrite scavenging activity. The present results allow us to understand why protein digests have such a variety of antioxidative properties.

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Metadata

Authors
Saito, K., Jin, D.-H., Ogawa, T., Muramoto, K., Hatakeyama, E., Yasuhara, T., & Nokihara, K.
Venue
Journal of Agricultural and Food Chemistry
Published
2003-05-10
Volume
51
Issue
12
Pages
3668-3674
ISSN
  • 0021-8561 (ISSN-L)
  • 1520-5118
OpenAlex
W1981667724
Cited by
386
References
13
FWCI
1.50
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Antioxidative Properties of Tripeptide Libraries Prepared by the Combinatorial Chemistry. https://app.cochat.ai/papers/10.1021/jf021191n
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Saito, K., Jin, D.-H., Ogawa, T., Muramoto, K., Hatakeyama, E., Yasuhara, T., & Nokihara, K. (2003). Antioxidative Properties of Tripeptide Libraries Prepared by the Combinatorial Chemistry. Journal of Agricultural and Food Chemistry. https://doi.org/10.1021/jf021191n

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