Methionine substitute.  4-Methylthiobutane-1,2-diol

Optically pure vicinal 1,2‐diols are versatile chiral building blocks in the fine chemical and pharmaceutical industries. L‐α‐amino acid is a good feedstock source for high value‐added product production since it is inexpensive and renewable. However, conversion of L‐α‐amino acids to enantioenriched vicinal 1,2‐diols remains a significant challenge. In this study, combining a simple chemical process and a three‐enzyme cascade biocatalysis system, we have successfully implemented a one‐pot sequential process for the transformation of L‐α‐amino acids into enantiopure vicinal 1,2‐diols in aqueous medium. Firstly, the NaBH4‐H2SO4 system converted L‐α‐amino acids to (S)‐amino alcohols via amino acid carboxyl reduction. Secondly, the three‐enzyme (transaminase, carbonyl reductase and glucose dehydrogenase) cascade biocatalysis system converted amino alcohols to enantiopure vicinal 1,2‐diols via amino alcohol deamination, α‐hydroxy ketone asymmetric reduction and cofactor regeneration. Taking advantage of the two different reaction systems, chiral vicinal 1,2‐diols could be obtained from L‐α‐amino acids with high yields (69–90 %) and excellent ee values (91–>99 % ee).

show abstract

One‐Pot Three‐Step Consecutive Transformation of L‐α‐Amino Acids to (R)‐ and (S)‐Vicinal 1,2‐Diols via Combined Chemical and Biocatalytic Process

Zhang

Zhao

Gao

et al. 2019

ChemCatChem

View full text Add to dashboard Cite

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

hi@scite.ai

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Methionine substitute. 4-Methylthiobutane-1,2-diol

Cited by 1 publication

References 11 publications

One‐Pot Three‐Step Consecutive Transformation of L‐α‐Amino Acids to (R)‐ and (S)‐Vicinal 1,2‐Diols via Combined Chemical and Biocatalytic Process

One‐Pot Three‐Step Consecutive Transformation of L‐α‐Amino Acids to (R)‐ and (S)‐Vicinal 1,2‐Diols via Combined Chemical and Biocatalytic Process

Contact Info

Product

Resources

About