Lipase catalysed synthesis of N-trans-feruloyltyramine and a quantitative HPLC-UV method for analysis

Author: Alrub Mohammad Abu   Basri Mahiran   Malek Emilia Abd   Alang Ahmad Shahrul Ainliah   Salleh Abu Bakar   Abdul Rahman Mohd Basyaruddin  

Publisher: Informa Healthcare

ISSN: 1024-2422

Source: Biocatalysis and Biotransformation, Vol.30, Iss.4, 2012-08, pp. : 385-390

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Abstract

AbstractN-trans feruloyltyramine amide was successfully synthesized from 4-hydroxy-3-methoxycinnamic acid and tyramine hydrochloride in a one-step lipase catalysed reaction. The use of immobilized lipase, lipozyme TL IM as the catalyst in the reaction allowed simple isolation of the enzyme from the products and other components in the reaction mixture. N-feruloyltyramine amide was characterized using Fourier Transform Infrared (FTIR) Spectroscopy, Proton Nuclear Magnetic Resonance (1H NMR) and elemental analysis. Under optimized conditions 93.5% yield was obtained when the process was carried out for 48 h using a molar ratio of cinnamic acid:tyramine HCl, 6:1 at 40°C. In addition, a rapid simple and sensitive HPLC-UV method was developed for the determination of N-feruloyltyramine using an ®Rp-8 endcapped column. The optimum mobile phase used was acetonitrile:disodium hydrogen phosphate, 30:70(v/v.). N-feruloyltyramine amide was detected at a retention time of 12 min. The calibration curve was linear over the range of 5.27–12.30 × 10−4 M with correlation factor r = 0.9958. Consequently, the method was considered valid for quantitative analysis samples of N-trans-feruloyltyramine amide.