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Alteration of the reaction rate in the esterification of (R,S) ibuprofen by addition of crown ether or porphyrin

✍ Scribed by Ana Gradillas; Carmen Campo; José Vicente Sinisterra; Emilio F. Llama

Publisher
Springer Netherlands
Year
1996
Tongue
English
Weight
375 KB
Volume
18
Category
Article
ISSN
0141-5492

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✦ Synopsis

The reaction yield of the esterification of (R,S) ibuprofen with n-propanol, catalyzed by physically adsorbed Candida antarctica lipase B on anionic resin, is improved by the addition of benzo-[ 18]-crown-6 or meso-tetraphenylporphyrin but reduced by the presence of metal-porphyrins. The interaction of benzo-[ l S]-crown-6 or meso-tetraphenyl porphyrin with the lid of pure lipase B on C. antarctica, would produce the activation of the lipase increasing the reaction rate but not the enantioselectivity.

Lipases (EC 3.1.1.3) are particulary suitable for organic synthesis, because these enzymes have a broad substrate specificity. Candida antarctica lipase has been used as biocatalyst in several

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Influence of water activity on the enant
Influence of water activity on the enantioselective esterification of (R,S)-ibuprofen by Candida antarctica lipase B in solventless media
✍ Pierre Pepin; Robert Lortie 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 75 KB 👁 2 views

The lipase-catalyzed enantioselective esterification of ibuprofen has been studied in a media, composed only of substrates. When racemic ibuprofen is used, the alcohol-chain length affects the esterification rates of individual enantiomers, but it does not affect the enantioselectivity. Water activi