Process Optimisation Studies and Aminonitrile Substrate Evaluation of Rhodococcus erythropolis SET1, A Nitrile Hydrolyzing Bacterium

Mareya, Tatenda M. and Coady, Tracey M. and O'Reilly, Catherine and Kinsella, Michael and Coffey, Lee and Lennon, Claire M. (2020) Process Optimisation Studies and Aminonitrile Substrate Evaluation of Rhodococcus erythropolis SET1, A Nitrile Hydrolyzing Bacterium. ChemistryOpen, 9 (4). pp. 512-520. ISSN 2191-1363

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Abstract

A comprehensive series of optimization studies including pH, solvent and temperature were completed on the nitrile hydrolyzing Rhodococcus erythropolis bacterium SET1 with the substrate 3-hydroxybutyronitrile. These identified temperature of 25 °C and pH of 7 as the best conditions to retain enantioselectivity and activity. The effect of the addition of organic solvents to the biotransformation mixture was also determined. The results of the study suggested that SET1 is suitable for use in selected organo-aqueous media at specific ratios only. The functional group tolerance of the isolate with unprotected and protected β-aminonitriles, structural analogues of β-hydroxynitriles was also investigated with disappointingly poor isolated yields and selectivity obtained. The isolate was further evaluated with the α- aminonitrile phenylglycinonitrile generating acid in excellent yield and ee (>99 % (S) – isomer and 50 % yield). A series of pH studies with this substrate indicated pH 7 to be the optimum pH to avoid product and substrate degradation.

Item Type:	Article
Additional Information:	Funding Information: The authors would like to thank the Wales–Ireland Network for Scientific Skills for financial support under the Ireland‐Wales 2007–2013 INTERREG 4A programme granted to the PMBRC at WIT. In addition, funding was gratefully received from Waterford Institute of Technology as part of the WIT Postgraduate Scholarship Scheme 2015–2019 and as part of the School of Science and Computing Research Support Scheme 2020. Funding Information: The authors would like to thank the Wales?Ireland Network for Scientific Skills for financial support under the Ireland-Wales 2007?2013 INTERREG 4A programme granted to the PMBRC at WIT. In addition, funding was gratefully received from Waterford Institute of Technology as part of the WIT Postgraduate Scholarship Scheme 2015?2019 and as part of the School of Science and Computing Research Support Scheme 2020. Publisher Copyright: © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
Uncontrolled Keywords:	/dk/atira/pure/subjectarea/asjc/1600
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Depositing User:	Admin SSL
Date Deposited:	19 Oct 2022 23:04
Last Modified:	26 Jul 2023 18:40
URI:	http://repository-testing.wit.ie/id/eprint/3915

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