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Ability of Three Kind of Imidazole Dipeptides, Carnosine, Anserine, and Balenine, to Interact with Unsaturated Fatty Acid-Derived Aldehydes and Carbohydrate-Derived Aldehydes

  • Akihiro Mori
  • Hideo Hatate
  • Ryusuke TanakaEmail author
Article
  • 44 Downloads

Abstract

Imidazole dipeptides (IDPs) such as carnosine (CAR), anserine (ANS), and balenine (BAL) are widely distributed in the skeletal muscle of vertebrates. Recently, several studies have revealed that CAR plays an important role in the detoxification of cytotoxic aldehydes arising from the peroxide of unsaturated fatty acids and carbohydrate metabolite. Although intensive studies on the detoxification of aldehydes by CAR have been performed, few studies have focused on the effects of detoxification by ANS and BAL. To determine the potential of minor IDPs such as ANS and BAL to react with cytotoxic aldehydes, the present study was established to investigate the consumption of IDP after co-incubation with cytotoxic aldehydes using high-performance liquid chromatography (HPLC). In the case of unsaturated fatty acid-derived aldehydes such as 4-hydroxy-2-trans-nonenal (from n-6 fatty acid) and 4-hydroxy-2-trans-hexenal (from n-3 fatty acid), ANS and CAR decreased considerably after co-incubation, but BAL did not. In the case of 3-deoxyglucosone and methylglyoxal as carbohydrate metabolites, no IDPs decreased after co-incubation; however, the absorbance at 336 nm of the CAR and BAL mixtures increased dramatically in a time-dependent manner. In the case of glyceraldehyde, which is also a carbohydrate metabolite, all IDPs, especially BAL, decreased after co-incubation and a new peak, surmised to represent an IDP-glyceraldehyde adduct, appeared on the HPLC chromatogram. These results can help explain the unique function and behavior of ANS and BAL in specific species.

Keywords

Anserine Balenine Carnosine Aldehyde 4-Hydroxy-trans-2-nonenal Methylglyoxal 

Notes

Acknowledgements

This work was supported by JSPS KAKENHI Grant Number 18K05521. The authors would like to thank Enago (www.enago.jp) for the English language review.

Compliance with Ethical Standards

Conflict of interest

Akihiro Mori, Hideo Hatate, and Ryusuke Tanaka declare that they have no conflicts of interest.

Human and Animal Rights and Informed Consent

This article does not describe any studies with human or animal subjects performed by any of the authors.

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© Springer Nature B.V. 2019

Authors and Affiliations

  1. 1.Department of Marine Biology and Environmental Sciences, Faculty of AgricultureUniversity of MiyazakiMiyazakiJapan

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