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Quantification of Proline-containing Cyclic Dipeptides by LC-MS/MS

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Abstract

The cyclic dipeptides, 2,5-diketopiperazines (DKPs), draw attention as bioactive and taste compounds. DKPs, especially those containing Proline (Pro), are contained in heated and fermented foods. Herein, we developed a method for a simultaneous quantitative analysis of Pro-containing DKPs using LC-MS/MS. After optimizing the LC-MS/MS conditions, the developed method was applied to quantify Pro-containing DKPs in Goishi tea, which is a post-fermented tea produced by a two-step aerobic-anaerobic fermentation process. Consequently, 17 kinds of Pro-containing DKPs could be quantified, and the total amount of Pro-containing DKPs was 3.40 mg/L. The recovery in a spiked test was 93–117%, which is satisfactory. We believe that the developed method can be used to elucidate the role of Pro-containing DKPs in food.

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References

  1. K. Yamamoto, M. Hayashi, Y. Murakami, Y. Araki, Y. Otsuka, T. Kashiwagi, T. Shimamura and H. Ukeda, Biosci. Biotechnol. Biochem., 2016, 80, 172.

    Article  CAS  PubMed  Google Scholar 

  2. T. Shimamura, K. Yamamoto, Y. Otsuka, M. Hayashi, T. Kashiwagi, and H. Ukeda, Nihon Shokuhin Hozo Kagakkaishi, 2017, 43, 227.

    Google Scholar 

  3. Y. Otsuka, H. Arita, M. Sakaji, K. Yamamoto, T. Kashiwagi, T. Shimamura, and H. Ukeda, Biosci. Biotechnol. Biochem., 2019, 83, 2355.

    Article  CAS  PubMed  Google Scholar 

  4. M. Gautschi, J. P. Schmid, T. L. Peppard, T. P. Ryan, R. M. Tuorto, and X. Yang, J. Agric. Food Chem., 1997, 45, 3183.

    Article  CAS  Google Scholar 

  5. S. Sakamura, K. Furukawa, and T. Kasai, Agric. Biol. Chem., 1978, 42, 607.

    CAS  Google Scholar 

  6. C. Challa, N. Kumar, M. John, and R. S. Lankalapalli, Med. Chem. Res., 2014, 23, 2377.

    Article  CAS  Google Scholar 

  7. M. K. Kwak, R. Liu, J. O. Kwon, M. K. Kim, A. H. Kim, and S. O. Kang, J. Microbiol., 2013, 51, 836.

    Article  CAS  PubMed  Google Scholar 

  8. S. Yoshioka, T. Ju-Ngam, K. Jobu, J. Yokota, M. Ohishi, H. Ukeda, and M. Miyamura, Jpn. Pharmacol. Ther., 2013, 41, 705.

    Google Scholar 

  9. N. Ishida, M. Iizuka, K. Kataoka, M. Okazaki, K. Shiraishi, Y. Yagi, K. Jobu, J. Yokota, M. Oishi, H. Moriyama, T. Shimamura, Y. Matsumura, H. Ukeda, and M. Miyamura, Int. J. Food Sci. Nutr, 2018, 69, 598.

    Article  CAS  PubMed  Google Scholar 

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Acknowledgments

We are grateful to Dr. K. Yamamoto of Research Strategy Planning Department at Suntory Holdings Ltd. for providing DKP reagents. This work was partially supported by Japan Society for the Promotion of Science (JSPS) KAKENFfl [Grant Number 19K05864].

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Correspondence to Tomoko Shimamura.

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Otsuka, Y., Shimamura, T., Sakaji, M. et al. Quantification of Proline-containing Cyclic Dipeptides by LC-MS/MS. ANAL. SCI. 36, 977–980 (2020). https://doi.org/10.2116/analsci.19P470

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  • DOI: https://doi.org/10.2116/analsci.19P470

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