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在制备陈年大蒜提取物过程中 3-烯丙基三硫代丙氨酸的形成。

3-Allyltrisulfanyl-alanine Formation during the Preparation of Aged Garlic Extract.

机构信息

Central Research Institute, Wakunaga Pharmaceutical Company, Limited, 1624 Shimokotachi, Koda-cho, Akitakata-shi, Hiroshima 739-1195, Japan.

出版信息

J Agric Food Chem. 2020 Dec 9;68(49):14577-14583. doi: 10.1021/acs.jafc.0c04520. Epub 2020 Nov 25.

DOI:10.1021/acs.jafc.0c04520
PMID:33237752
Abstract

The formation of 3-allyltrisulfanyl-alanine (ATrSA) was investigated during the aging process to prepare aged garlic extract (AGE). In raw garlic, ATrSA and its possible precursor, -allylmercaptocysteine (SAMC), were barely detectable. However, the ATrSA content in AGE increased steadily during the 22 month of aging, while the SAMC level increased to a maximum at 4 months and then gradually decreased. In a model reaction mimicking the AGE preparation process, ATrSA production was decreased when the formation of SAMC was blocked by a γ-glutamyl-transpeptidase inhibitor but its decrease was reversed by the addition of SAMC. We also found that ATrSA was formed by the incubation of SAMC with allylsulfides such as diallyldisulfide and diallyltrisulfide. These findings suggest that ATrSA is formed via the reaction involving SAMC during the aging process. In addition, we found that ATrSA inhibits the secretion of interleukin-6 induced by lipopolysaccharide in mouse splenic lymphocytes in culture.

摘要

研究了在制备 aged garlic extract (AGE) 的老化过程中 3-烯丙基三硫代丙氨酸 (ATrSA) 的形成。在生蒜中,几乎检测不到 ATrSA 及其可能的前体 - 烯丙基巯基半胱氨酸 (SAMC)。然而,AGE 中 ATrSA 的含量在 22 个月的老化过程中稳步增加,而 SAMC 水平在 4 个月时达到最大值,然后逐渐下降。在模拟 AGE 制备过程的模型反应中,当形成 SAMC 的 γ-谷氨酰转肽酶抑制剂被阻断时,ATrSA 的产量会减少,但通过添加 SAMC 可以逆转其减少。我们还发现,ATrSA 是由 SAMC 与烯丙基硫醚(如二烯丙基二硫代和二烯丙基三硫代)孵育形成的。这些发现表明,ATrSA 是通过老化过程中涉及 SAMC 的反应形成的。此外,我们发现 ATrSA 抑制了培养的小鼠脾淋巴细胞中脂多糖诱导的白细胞介素-6 的分泌。

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