Enzyme-catalyzed resolution of racemate using enzyme functionalized silica nanoparticles in the presence of surfactants

Yoon Seok Song; Hee Uk Lee; Jong Ho Lee; Chulhwan Park; Seung Wook Kim

doi:10.1016/j.procbio.2010.12.010

Enzyme-catalyzed resolution of racemate using enzyme functionalized silica nanoparticles in the presence of surfactants

Yoon Seok Song, Hee Uk Lee, Jong Ho Lee, Chulhwan Park, Seung Wook Kim

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

The enzyme-catalyzed resolution of racemic naproxen 2,2,2-trifluoroethyl thioester was performed by the immobilization of lipase on silica nanoparticles using a covalent bonding method. To increase the conversion and reaction rate of this resolution, we investigated the effect of non-ionic surfactants (M-SA 1025 and SM 20). The optimal reaction conditions such as temperature and loading amount of immobilized lipase were also determined. The addition of M-SA 1025 resulted in the increase in reaction rate (V_S), conversion (X _S) and enantioselectivity (E value) comparison with SM 20 and the control. The reaction performed in a mixture containing M-SA 1025 at 50 °C with 80 U/mL of immobilized lipase markedly improved the resolution of racemic naproxen 2,2,2-trifluoroethyl thioester compared to other conditions.

Original language	English
Pages (from-to)	817-820
Number of pages	4
Journal	Process Biochemistry
Volume	46
Issue number	3
DOIs	https://doi.org/10.1016/j.procbio.2010.12.010
Publication status	Published - 2011 Mar

Bibliographical note

Funding Information:
This work was supported by the Korea Research Foundation Grant funded by the Korean Government (MOEHRD) ( KRF-2005-041-D00225 ).

Keywords

Immobilization
Lipase
Naproxen
Resolution
Silica nanoparticle
Surfactant

ASJC Scopus subject areas

Bioengineering
Biochemistry
Applied Microbiology and Biotechnology

Access to Document

10.1016/j.procbio.2010.12.010

Cite this

@article{cb313f062fa74f98bb74d37223f13a45,

title = "Enzyme-catalyzed resolution of racemate using enzyme functionalized silica nanoparticles in the presence of surfactants",

abstract = "The enzyme-catalyzed resolution of racemic naproxen 2,2,2-trifluoroethyl thioester was performed by the immobilization of lipase on silica nanoparticles using a covalent bonding method. To increase the conversion and reaction rate of this resolution, we investigated the effect of non-ionic surfactants (M-SA 1025 and SM 20). The optimal reaction conditions such as temperature and loading amount of immobilized lipase were also determined. The addition of M-SA 1025 resulted in the increase in reaction rate (VS), conversion (X S) and enantioselectivity (E value) comparison with SM 20 and the control. The reaction performed in a mixture containing M-SA 1025 at 50 °C with 80 U/mL of immobilized lipase markedly improved the resolution of racemic naproxen 2,2,2-trifluoroethyl thioester compared to other conditions.",

keywords = "Immobilization, Lipase, Naproxen, Resolution, Silica nanoparticle, Surfactant",

author = "Song, {Yoon Seok} and Lee, {Hee Uk} and Lee, {Jong Ho} and Chulhwan Park and Kim, {Seung Wook}",

note = "Funding Information: This work was supported by the Korea Research Foundation Grant funded by the Korean Government (MOEHRD) ( KRF-2005-041-D00225 ).",

year = "2011",

month = mar,

doi = "10.1016/j.procbio.2010.12.010",

language = "English",

volume = "46",

pages = "817--820",

journal = "Process Biochemistry",

issn = "1359-5113",

publisher = "Elsevier BV",

number = "3",

}

TY - JOUR

T1 - Enzyme-catalyzed resolution of racemate using enzyme functionalized silica nanoparticles in the presence of surfactants

AU - Song, Yoon Seok

AU - Lee, Hee Uk

AU - Lee, Jong Ho

AU - Park, Chulhwan

AU - Kim, Seung Wook

N1 - Funding Information: This work was supported by the Korea Research Foundation Grant funded by the Korean Government (MOEHRD) ( KRF-2005-041-D00225 ).

PY - 2011/3

Y1 - 2011/3

N2 - The enzyme-catalyzed resolution of racemic naproxen 2,2,2-trifluoroethyl thioester was performed by the immobilization of lipase on silica nanoparticles using a covalent bonding method. To increase the conversion and reaction rate of this resolution, we investigated the effect of non-ionic surfactants (M-SA 1025 and SM 20). The optimal reaction conditions such as temperature and loading amount of immobilized lipase were also determined. The addition of M-SA 1025 resulted in the increase in reaction rate (VS), conversion (X S) and enantioselectivity (E value) comparison with SM 20 and the control. The reaction performed in a mixture containing M-SA 1025 at 50 °C with 80 U/mL of immobilized lipase markedly improved the resolution of racemic naproxen 2,2,2-trifluoroethyl thioester compared to other conditions.

AB - The enzyme-catalyzed resolution of racemic naproxen 2,2,2-trifluoroethyl thioester was performed by the immobilization of lipase on silica nanoparticles using a covalent bonding method. To increase the conversion and reaction rate of this resolution, we investigated the effect of non-ionic surfactants (M-SA 1025 and SM 20). The optimal reaction conditions such as temperature and loading amount of immobilized lipase were also determined. The addition of M-SA 1025 resulted in the increase in reaction rate (VS), conversion (X S) and enantioselectivity (E value) comparison with SM 20 and the control. The reaction performed in a mixture containing M-SA 1025 at 50 °C with 80 U/mL of immobilized lipase markedly improved the resolution of racemic naproxen 2,2,2-trifluoroethyl thioester compared to other conditions.

KW - Immobilization

KW - Lipase

KW - Naproxen

KW - Resolution

KW - Silica nanoparticle

KW - Surfactant

UR - http://www.scopus.com/inward/record.url?scp=79951511778&partnerID=8YFLogxK

U2 - 10.1016/j.procbio.2010.12.010

DO - 10.1016/j.procbio.2010.12.010

M3 - Article

AN - SCOPUS:79951511778

SN - 1359-5113

VL - 46

SP - 817

EP - 820

JO - Process Biochemistry

JF - Process Biochemistry

IS - 3

ER -

Enzyme-catalyzed resolution of racemate using enzyme functionalized silica nanoparticles in the presence of surfactants

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this