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Biocatalytic production of mandelic acid and analogues: a review and comparison with chemical processes

SYSNO ASEP	0489455
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Biocatalytic production of mandelic acid and analogues: a review and comparison with chemical processes
Author(s)	Martínková, Ludmila (MBU-M)_{RID, ORCID} Křen, Vladimír (MBU-M)_{RID, ORCID}
Source Title	Applied Microbiology and Biotechnology. - : Springer - ISSN 0175-7598 Roč. 102, č. 9 (2018), s. 3893-3900
Number of pages	8 s.
Language	eng - English
Country	US - United States
Keywords	Mandelic acid ; Nitrilase ; Lipase
Subject RIV	EI - Biotechnology ; Bionics
OECD category	Bioprocessing technologies (industrial processes relying on biological agents to drive the process) biocatalysis, fermentation
R&D Projects	GA18-00184S GA ČR - Czech Science Foundation (CSF)
	LTC17009 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
Institutional support	MBU-M - RVO:61388971
UT WOS	000429800600005
EID SCOPUS	85043400740
DOI	10.1007/s00253-018-8894-8
Annotation	The aim of this study is to summarize the current progress in the design of biocatalytic processes applicable for the production of optically pure mandelic acids and their analogues. These compounds are used as building blocks for pharmaceutical chemistry and as chiral resolving agents. Their enzymatic syntheses mainly employed nitrile hydrolysis with nitrilases, ester hydrolysis, ammonolysis or esterification with lipases or esterases, and ketone reduction or alcohol oxidation with dehydrogenases. Each of these methods will be characterized in terms of its product concentrations, enantioselectivities, and the types of catalysts used. This review will focus on the dynamic kinetic resolution of mandelonitrile and analogues by nitrilases resulting in the production of high concentrations of (R)-mandelic acid or (R)-2-chloromandelic acid with excellent e.e. Currently, there is no comparable process for (S)-mandelic acids. However, the coupling of the S-selective cyanation of benzaldehyde with the enantioretentive hydrolysis of (S)-mandelonitrile thus obtained is a promising strategy. The major product can be changed from (S)-acid to (S)-amide using nitrilase mutants. The competitiveness of the biocatalytic and chemical processes will be assessed. This review covers the literature published within 2003-2017.
Workplace	Institute of Microbiology
Contact	Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231
Year of Publishing	2019

Number of the records: 1