Enantioselective Hydrolysis of Rasemic Naproxen Methyl Ester with Sol-Gel Encapsulated Lipase in the Presence of Sporopollenin

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Küçük Resim

Tarih

2010

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Elsevier

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

Sporopollenin is a natural polymer obtained from Lycopodium clavatum, which is highly stable with constant chemical structure and has high resistant capacity to chemical attack. In this study, the Candida rugosa lipase (CRL) was encapsulated within a chemically inert sol-gel support prepared by polycondensation with tetraethoxysilane (TEOS) and octyltriethoxysilane (OTES) in the presence and absence of sporopollenin and activated sporopollenin as additive. The catalytic properties of the immobilized lipases were evaluated into model reactions, i.e. the hydrolysis of p-nitrophenylpalmitate (p-NPP), and the enantioselective hydrolysis of rasemic Naproxen methyl ester that was studied in aqueous buffer solution/isooctane reaction system. The results indicated that the sporopollenin based encapsulated lipase particularly had higher conversion and enantioselectivity compared to the sol-gel free lipase. In this study, excellent enantioselectivity (E > 400) has been noticed for most lipase preparations (E = 166 for the free enzyme) with an ee value similar to 98% for S-Naproxen. Moreover, (S)-Naproxen was recovered from the reaction mixture with 98% optical purity.

Açıklama

Anahtar Kelimeler

Candida rugosa lipase, Sporopollenin, Encapsulation, Enantioselective hydrolysis, S-naproxen

Kaynak

Journal of Molecular Catalysis B-Enzymatic

WoS Q Değeri

Q2

Scopus Q Değeri

N/A

Cilt

62

Sayı

Künye

Yılmaz, E., Sezgin, M., Yılmaz, M., (2010). Enantioselective Hydrolysis of Rasemic Naproxen Methyl Ester with Sol-Gel Encapsulated Lipase in the Presence of Sporopollenin. Journal of Molecular Catalysis B-Enzymatic, (62), 162-168. Doi: 10.1016/j.molcatb.2009.10.003