NDLI: Use of ionic liquids to improve whole-cell biocatalytic asymmetric reduction of acetyltrimethylsilane for efficient synthesis of enantiopure (<i>S</i>)-1-trimethylsilylethanol

Please wait, while we are loading the content...

Use of ionic liquids to improve whole-cell biocatalytic asymmetric reduction of acetyltrimethylsilane for efficient synthesis of enantiopure (S)-1-trimethylsilylethanol

Biodegradable ionic liquidsPart III. The first readily biodegradable ionic liquids

A critical assessment of electrochemistry in a distillable room temperature ionic liquid, DIMCARB

Density and viscosity of several pure and water-saturated ionic liquids

An organic solvent free process for the demethylation of 4-(4-methoxyphenyl)butanoic acid

Catalytic pyrolysis of several kinds of bamboos over zeolite NaY

In(OTf)₃-catalyzed thiolysis of 1,2-epoxides by arylthiols under SFC. A new approach for the synthesis of thiazolopyridinium ionic liquids

Supported ionic liquids catalysts for fine chemicals: citral hydrogenation

Biodegradable toughened polymers from renewable resources: blends of polyhydroxybutyrate with epoxidized natural rubber and maleated polybutadiene

Catalytic dehydration of glycerol in sub- and supercritical water: a new chemical process for acrolein production

Back matter

Back cover

Green Chemistry Vol -7

Green Chemistry Vol -6

Green Chemistry Vol -5

Green Chemistry Vol -4

Green Chemistry Vol -3

Green Chemistry Vol -2

Use of ionic liquids to improve whole-cell biocatalytic asymmetric reduction of acetyltrimethylsilane for efficient synthesis of enantiopure (S)-1-trimethylsilylethanol

Content Provider	Royal Society of Chemistry (RSC)
Author	Lou, Wen-Yong Zong, Min-Hua Smith, Thomas J.
Copyright Year	2006
Abstract	The two typical ionic liquids (ILs), one hydrophobic (BMIM·PF6) and one hydrophilic (BMIM·BF4), were tested as solvents for use in the asymmetric reduction of acetyltrimethylsilane (ATMS) to enantiopure (S)-1-trimethylsilylethanol {(S)-1-TMSE} catalyzed by immobilized Saccharomyces cerevisiae cells. The results demonstrate that BMIM·PF6 and BMIM·BF4 can markedly boost the activity and the stability of the immobilized cells. To better understand the reaction performed in these IL-containing systems, various variables that influenced the performance of the reaction were examined. The optimal buffer pH, reaction temperature and substrate concentration were 7.3, 30 °C and 84 mM, respectively, for the BMIM·PF6/buffer (1/6, v/v) biphasic system, and 7.5, 30 °C and 77 mM, respectively, for the 10% (v/v) BMIM·BF4–buffer co-solvent system. Under the optimal conditions, the initial reaction rate, maximum yield and product e.e. were 63.4 mM h−1, 99.9% and >99.9% with the former system, while those with the latter system were 74.5 mM h−1, 99.2% and >99.9%, respectively, which were much higher than those achieved with either n-hexane/buffer (2/1, v/v) biphasic system or aqueous buffer. It was also found that the optimal pH and substrate concentration changed when n-hexane was replaced by BMIM·PF6 or BMIM·BF4. Although the optimal reaction temperature remained the same in the four kinds of reaction systems, the temperature profile of the reaction varied from case to case. Additionally, BMIM·BF4 and especially BMIM·PF6 exhibited greater biocompatibility with Saccharomyces cerevisiae than n-hexane, and could be used repeatedly for economically interesting whole-cell biocatalytic processes with in situ coenzyme regeneration.
Starting Page	147
Ending Page	155
Page Count	9
File Format	HTM / HTML PDF
ISSN	14639262
Volume Number	8
Issue Number	2
Journal	Green Chemistry
DOI	10.1039/b514999a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Hydrophobe Hydrophile Enantiomer Saccharomyces cerevisiae PH Reaction rate Hexane Biocompatibility Cofactor (biochemistry)
Content Type	Text
Resource Type	Article
Subject	Environmental Chemistry Pollution

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Discovering Low Toxicity Ionic Liquids for Saccharomyces cerevisiae by Using the Agar Well Diffusion Test

Efficient anti-Prelog enantioselective reduction of acetyltrimethylsilane to (R)-1-trimethylsilylethanol by immobilized Candida parapsilosis CCTCC M203011 cells in ionic liquid-based biphasic systems

Octanol–water partition coefficients of imidazolium-based ionic liquids

A facile and efficient route to hydrophilic ionic liquids through metathesis reaction performed in saturated aqueous solution

Synthesis of novel enantiopure ionic liquids from (S)-malic acid

Efficient anti-Prelog enantioselective reduction of acetyltrimethylsilane to (R)-1-trimethylsilylethanol by immobilized Candida parapsilosis CCTCC M203011 cells in ionic liquid-based biphasic systems

Biocatalytic Parallel Interconnected Dynamic Asymmetric Disproportionation of α‐Substituted Aldehydes: Atom‐Efficient Access to Enantiopure ( S )‐Profens and Profenols

New ionic liquids containing an appended hydroxyl functionality from the atom-efficient, one-pot reaction of 1-methylimidazole and acid with propylene oxide

Applications of functionalized ionic liquids

Use of ionic liquids to improve whole-cell biocatalytic asymmetric reduction of acetyltrimethylsilane for efficient synthesis of enantiopure (S)-1-trimethylsilylethanol

Similar Documents

Discovering Low Toxicity Ionic Liquids for Saccharomyces cerevisiae by Using the Agar Well Diffusion Test

Efficient anti-Prelog enantioselective reduction of acetyltrimethylsilane to (R)-1-trimethylsilylethanol by immobilized Candida parapsilosis CCTCC M203011 cells in ionic liquid-based biphasic systems

Octanol–water partition coefficients of imidazolium-based ionic liquids

A facile and efficient route to hydrophilic ionic liquids through metathesis reaction performed in saturated aqueous solution

Synthesis of novel enantiopure ionic liquids from (S)-malic acid

Efficient anti-Prelog enantioselective reduction of acetyltrimethylsilane to (R)-1-trimethylsilylethanol by immobilized Candida parapsilosis CCTCC M203011 cells in ionic liquid-based biphasic systems

Biocatalytic Parallel Interconnected Dynamic Asymmetric Disproportionation of α‐Substituted Aldehydes: Atom‐Efficient Access to Enantiopure ( S )‐Profens and Profenols

New ionic liquids containing an appended hydroxyl functionality from the atom-efficient, one-pot reaction of 1-methylimidazole and acid with propylene oxide

Applications of functionalized ionic liquids

Use of ionic liquids to improve whole-cell biocatalytic asymmetric reduction of acetyltrimethylsilane for efficient synthesis of enantiopure (S)-1-trimethylsilylethanol