Tandem Mass Spectrum Similarity-Based Network Analysis Using 13C-Labeled and Non-labeled Metabolome Data to Identify the Biosynthetic Pathway of the Blood Pressure-Lowering Asparagus Metabolite Asparaptine A
العنوان: | Tandem Mass Spectrum Similarity-Based Network Analysis Using 13C-Labeled and Non-labeled Metabolome Data to Identify the Biosynthetic Pathway of the Blood Pressure-Lowering Asparagus Metabolite Asparaptine A |
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المؤلفون: | Tetsuya Mori, Tomoko Nishizawa, Yutaka Yamada, Kazuki Saito, Takashi Asano, Ryo Nakabayashi, Masanari Kuwabara |
المصدر: | Journal of Agricultural and Food Chemistry. 69:8571-8577 |
بيانات النشر: | American Chemical Society (ACS), 2021. |
سنة النشر: | 2021 |
مصطلحات موضوعية: | chemistry.chemical_classification, Arginine, biology, Chemistry, Metabolite, Lysine, General Chemistry, biology.organism_classification, chemistry.chemical_compound, Enzyme, Metabolomics, Biosynthesis, Biochemistry, Valine, Metabolome, Asparagusic acid, Asparagus, General Agricultural and Biological Sciences, Histidine |
الوصف: | Asparaptine, a conjugate of arginine and asparagusic acid, was found in asparagus (Asparagus officinalis) as a naturally occurring inhibitor of angiotensin-converting enzyme (ACE) in vitro. The biosynthetic pathway to asparaptine is largely unknown; however, it is suggested that asparagusic acid may be biosynthesized from valine. To determine which metabolites are involved in the asparaptine biosynthetic pathway, we performed tandem mass spectrometry similarity-based metabolome network analysis using 13C labeled and non-labeled valine-fed asparagus calluses. We determined that valine is used as a starting material, S(2-carboxy-n-propyl)-cysteine as an intermediate, and two new metabolites as asparaptine analogs, lysine- and histidine-type conjugates, are involved in the pathway. Asparaptine was therefore renamed asparaptine A (arginine type), and the two analogs were named asparaptines B (lysine type) and C (histidine type). Oral feeding of asparaptine A to a hypertensive mouse species showed that this metabolite lowers both blood pressure and heart rate within two hours and both of which were back to normal two days later. These results suggest that asparaptine A may not only have effects as an ACE inhibitor, but also has β-antagonistic effects, which are well-known to be preventive for cardiovascular diseases. |
تدمد: | 1520-5118 0021-8561 |
الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1bd9bb974965a94a3181015530fa04b0Test https://doi.org/10.1021/acs.jafc.1c01183Test |
حقوق: | OPEN |
رقم الانضمام: | edsair.doi.dedup.....1bd9bb974965a94a3181015530fa04b0 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 15205118 00218561 |
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