90
Views
1
CrossRef citations to date
0
Altmetric
Research Article

Enzyme-facilitated synthesis of 1-nonene oxide and simple GC-MS SIM method for rapid screening of epoxidation processes

, , , &
Pages 476-484 | Received 12 Apr 2012, Accepted 21 Oct 2012, Published online: 27 Nov 2012

References

  • Abdulmalek E, Saupi HSM, Tejo BA, Basri M, Salleh AB, Rahman RNZRA, Rahman MBA. 2012. Improved enzymatic galoctose ester synthesis in ionic liquids. J Mol Catal B: Enzym 76:37–43.
  • Adnani A, Basri M, Chaibakhsh N, Salleh AB, Rahman MBA. 2011. Lipase-catalysed synthesis of a sugar alcohol-based non-ionic surfactant. Asian J Chem 23:388–392.
  • Ahmad FH, Moghaddam MG, Basri M, Rahman MBA. 2010. Enzymatic synthesis of betulinic acid ester as an anticancer agent: Optimization study. Biocatal Biotransfor 28:192–200.
  • Cao L, Fischer A, Bornscheuer UT, Schmid RD. 1997. Lipase-catalysed solid phase synthesis of sugar fatty acid ester. Biocatal Biotransfor 14:269–283.
  • Chaibakhsh N, Rahman MBA, Basri M, Salleh AB, Rahman RNZRA. 2009. Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate ester. Biocatal Biotransfor 27:303–308.
  • Chandrasekhar S, Balaji SV, Rajesh G. 2010. First total synthesis of achaetolide. Tetrahedron Lett 51:5164–5166.
  • Faber K. 1997. Biotransformations in organic chemistry. New York: Springer-Verlag.
  • Frost CG, Penrose SD, Gleave R. 2008. Rhodium catalyst conjugate addition of a chiral alkenyltrifluoroborate salt: the enantionselective synthesis of hermitamides A and B. Org Biomol Chem 6:4340–4347.
  • Gutiérrez-Ayesta C, Carelli AA, Ferreira ML. 2007. Relation between lipase structures and their catalytic ability to hydrolyse triglycerides and phospholipids. Enzyme Microb Technol 41: 35–43.
  • Ha MH, Paul WSH, Nguyen VT, Nguyen KQC, Vo TBH. 2011. Development and validation of a GC-MS method for rapid determination of Calophyllolide in Calophyllum inophyllum L.:A quality control approach. Chinese J Nat Med 9:429–434.
  • Hao L, Shangde S, Yanlan B, Guolong Y, Rulan M, Huifang Y. 2010. Enzymatic epoxidation of soybean oil methyl esters in the presence of free fatty acids. Eur J Lipid Sci Technol 112:1101–1105.
  • Hua Z, Baker GA, Zhiyan S, Olubajo O, Zanders L, Campbell SM. 2009. Effect of ionic liquid properties on lipase stabilization under microwave irradiation. J Mol Catal B: Enzym 57:149–157.
  • In SY, Sang JP, Hyon HY. 2007. Enzymatic synthesis of sugar fatty acid esters. J Ind Eng Chem 13:1–6.
  • Janel MK, Victor FM, Steven EL. 2010. Fast drying and fast draining aid. WO2010131217.
  • Kam-Piu H, Wing-Leung W, Kim-Ming L, Cheuk-Piu L, Tak HC, Kwok-Yin W. 2008. A simple and effective catalytic system of aliphatic terminal alkenes with manganese (II) as the catalyst. Chem Eur J 14:7988–7996.
  • Klaas MR, Warwel S. 1999. Chemoenzymatic epoxidation of alkene by dimethyl carbonate and hydrogen peroxide. Org Lett 1:1025–1026.
  • Klibanov AM. 2001. Improving enzymes by using them in organic solvents. Nature 409:241–246.
  • Moreira MA, Bitencourt TB, Graca Nascimento M. 2005. Optimization of chemo-enzymatic epoxidation of cyclohexene mediated by lipases. Synn Comm 35:2107–2114.
  • Orellana-Coca C, Billakanti JM, Mattiasson B, Hatti-Kaul R. 2007. Lipase mediated simultaneous esterification of oleic acid for the production of alkylepoxystearates. J M Catal B: Enzym 44:133–137.
  • Orellana-Coca C, Tornvall U, Adlercreutz D, Mattiasson B, Hauti-Kaul, R. 2006. Chemo-enzymatic epoxidation of oleic acid and methyl oleate in solvent free medium. Biocatal Biotransfor 23:431–437.
  • Peter MK, Thomas LK, Christopher GL, Ann WK, Robert SL, Griffth AD. 2010. Aminoalcohol lipidoids and uses thereof. WO2010053572.
  • Shangde S, Guolong Y, Yanlan B, Hui L. 2011. Enzymatic epoxidation of corn oil by perstearic acid. J Am Oil Chem Soc 88:1567–1571.
  • Silva WSD, Lapis AAM, Suarez PAZ, Neto BAD. 2011. Enzyme-mediated epoxidation of methyl oleate supported by imidazolium-based ionic liquids. J M Catal B: Enzym 68: 98–103.
  • Tornvall U, Orellana-Coca C, Hatti-Kaul R, Adlercreutz D. 2007. Stability of immobilized Candida antarctica lipase B during chemo-enzymatic epoxidation of fatty acid. Enzyme Microb. Technol 40:447–451.
  • Xipu H, Xia D, Sengsheng W, Jun X, Yuxiang GU. 2012. Catalytic epoxidation of soybean oil methyl esters. Adv Mater Res 396–398:833–836.
  • Yi X, Na RBJK, Zhi L. 2009. Efficient epoxidation of alkene with hydrogen peroxide, lactone and lipase. Green Chem 11:2047–2051.
  • Zaidan UH, Rahman MBA, Othman SS, Basri M, Abdulmalek E, Rahman RNZRA. 2012. Biocatalytic production of lactose ester catalysed by mica-based immobilised lipase. Food Chem 131:199–205.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.