NDLI: Enantioselectivity and catalysis improvements of <i>Pseudomonas cepacia</i> lipase with Tyr and Asp modification

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Catalysis Science & Technology Vol - 5 Issue - 4

Catalysis Science & Technology Vol - 5 Issue - 3

Catalysis Science & Technology Vol - 5 Issue - 2

Catalysis Science & Technology Vol -4

Catalysis Science & Technology Vol -3

Catalysis Science & Technology Vol -2

Catalysis Science & Technology Vol -1

Enantioselectivity and catalysis improvements of Pseudomonas cepacia lipase with Tyr and Asp modification

Content Provider	Royal Society of Chemistry (RSC)
Author	Yang, Lirong Pan, Yuanjiang Yue, Lei Li, Jing Li, Chang
Copyright Year	2015
Abstract	A concise strategy to improve the p-NPP (p-nitrophenyl palmitate) catalytic activity and enantioselectivity towards secondary alcohols of Pseudomonas cepacia lipase (PcL) has been described. The PcL was modified by I3−, N-acetyl imidazole (NAI), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC) and ethylenediamine (EDA) in the absence or presence of n-hexane, respectively. After being modified by the four modification reagents, the enantioselectivity (E value) of the PcL towards secondary alcohols was enhanced by 2- to 4-fold. The catalytic activity of EDA-PcL was increased by about 6-fold. The matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) analysis of modified PcL showed that Tyr4, Tyr29, Tyr45, Tyr95, Asp36 and Asp55 were the modified sites. When Tyr29 was modified, the E value of PcL towards secondary alcohols was largely improved. MALDI-TOF-MS characterization and molecular dynamics simulation of the lipase indicated that Tyr29 located inside the catalytic cavity had a significant impact on the E value. The strong steric hindrance of acetyl and iodine ion to the groups on the chiral center of the substrates is responsible for the improvement. In addition, the enhancement of hydrophobicity on the surface of the lipase due to the sidechain replacement of Asp with uncharged hydrophobic groups also improved the E value.
Starting Page	2681
Ending Page	2687
Page Count	7
File Format	HTM / HTML PDF
ISSN	20444753
Volume Number	5
Issue Number	5
Journal	Catalysis Science & Technology
DOI	10.1039/c5cy00110b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Molecular dynamics Ion Steric effects Hydrophobe Lipase Time-of-flight mass spectrometry Ethylenediamine Ionization Imidazole Chirality Electronic design automation Pseudomonas aeruginosa Hexane Iodine
Content Type	Text
Resource Type	Article
Subject	Catalysis

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