Next Article in Journal
Docking Studies and α-Substitution Effects on the Anti-Inflammatory Activity of β-Hydroxy-β-arylpropanoic Acids
Next Article in Special Issue
Chemo-Enzymatic Synthesis of a Multi-Useful Chiral Building Block Molecule for the Synthesis of Medicinal Compounds
Previous Article in Journal
Metabolism Study of Notoginsenoside R1, Ginsenoside Rg1 and Ginsenoside Rb1 of Radix Panax Notoginseng in Zebrafish
Previous Article in Special Issue
Substrate Promiscuity of N-Acetylhexosamine 1-Kinases
Molecules 2011, 16(8), 6634-6644; doi:10.3390/molecules16086634
Article

Enzymatic Synthesis of Fatty Hydroxamic Acid Derivatives Based on Palm Kernel Oil

1,* , 1,* , 1, 1, 1, 2, 3 and 1
Received: 20 June 2011; in revised form: 19 July 2011 / Accepted: 19 July 2011 / Published: 5 August 2011
(This article belongs to the Special Issue Enzyme-Catalyzed Reactions)
Download PDF [438 KB, updated 18 June 2014; original version uploaded 18 June 2014]
Abstract: Fatty hydroxamic acid derivatives were synthesized using Lipozyme TL IM catalyst at biphasic medium as the palm kernel oil was dissolved in hexane and hydroxylamine derivatives were dissolved in water: (1) N-methyl fatty hydroxamic acids (MFHAs); (2) N-isopropyl fatty hydroxamic acids (IPFHAs) and (3) N-benzyl fatty hydroxamic acids (BFHAs) were synthesized by reaction of palm kernel oil and N-methyl hydroxylamine (N-MHA), N-isopropyl hydroxylamine (N-IPHA) and N-benzyl hydroxylamine (N-BHA), respectively. Finally, after separation the products were characterized by color testing, elemental analysis, FT-IR and 1H-NMR spectroscopy. For achieving the highest conversion percentage of product the optimum molar ratio of reactants was obtained by changing the ratio of reactants while other reaction parameters were kept constant. For synthesis of MFHAs the optimum mol ratio of N-MHA/palm kernel oil = 6/1 and the highest conversion was 77.8%, for synthesis of IPFHAs the optimum mol ratio of N-IPHA/palm kernel oil = 7/1 and the highest conversion was 65.4% and for synthesis of BFHAs the optimum mol ratio of N-BHA/palm kernel oil = 7/1 and the highest conversion was 61.7%.
Keywords: benzyl fatty hydroxamic acids; methyl fatty hydroxamic acids; isopropyl fatty hydroxamic acids; enzymatic reaction; palm kernel oil; lipozyme benzyl fatty hydroxamic acids; methyl fatty hydroxamic acids; isopropyl fatty hydroxamic acids; enzymatic reaction; palm kernel oil; lipozyme
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Jahangirian, H.; Haron, M.J.; Yusof, N.A.; Silong, S.; Kassim, A.; Rafiee-Moghaddam, R.; Peyda, M.; Gharayebi, Y. Enzymatic Synthesis of Fatty Hydroxamic Acid Derivatives Based on Palm Kernel Oil. Molecules 2011, 16, 6634-6644.

AMA Style

Jahangirian H, Haron MJ, Yusof NA, Silong S, Kassim A, Rafiee-Moghaddam R, Peyda M, Gharayebi Y. Enzymatic Synthesis of Fatty Hydroxamic Acid Derivatives Based on Palm Kernel Oil. Molecules. 2011; 16(8):6634-6644.

Chicago/Turabian Style

Jahangirian, Hossein; Haron, Md Jelas; Yusof, Nor Azah; Silong, Sidik; Kassim, Anuar; Rafiee-Moghaddam, Roshanak; Peyda, Mazyar; Gharayebi, Yadollah. 2011. "Enzymatic Synthesis of Fatty Hydroxamic Acid Derivatives Based on Palm Kernel Oil." Molecules 16, no. 8: 6634-6644.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert