In:
Scientific Reports, Springer Science and Business Media LLC, Vol. 7, No. 1 ( 2017-10-20)
Abstract:
Fenugreek is a dietary supplement for anti-aging and human health. (2 S ,3 R ,4 S )-4-hydroxyisoleucine (4-HIL), which is extracted from fenugreek seeds, is expected to be a promising orally active drug for diabetes and diabetic nephropathy because of its insulinotropic effect. Although several chemical synthesis methods of 4-HIL have been proposed, these methods require multistep reactions to control the stereochemistry of 4-HIL. In this study, we modified the key enzyme 4-HIL dehydrogenase (HILDH) to overcome the biggest limitation in commercial-scale production of 4-HIL. As a result, an effective one-step carbonyl reduction to produce (2 S ,3 R ,4 S )-4-HIL was successfully accomplished with strict stereoselectivity ( 〉 99% de). Mass production of (2 S ,3 R ,4 S )-4-HIL by our synthetic method could have a significant contribution to the prevention of diabetes, dyslipidemia, and Alzheimer’s disease. (120 words/200 words)
Type of Medium:
Online Resource
ISSN:
2045-2322
DOI:
10.1038/s41598-017-13978-w
Language:
English
Publisher:
Springer Science and Business Media LLC
Publication Date:
2017
detail.hit.zdb_id:
2615211-3
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