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Volumn 5, Issue 6, 2003, Pages 715-719

Vacuum-driven lipase-catalysed direct condensation of L-ascorbic acid and fatty acids in ionic liquids: Synthesis of a natural surface active antioxidant

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; ASCORBIC ACID; ASCORBIC ACID DERIVATIVE; FATTY ACID; OLEIC ACID; ORGANIC SOLVENT; TRIACYLGLYCEROL LIPASE;

EID: 0347720956     PISSN: 14639262     EISSN: None     Source Type: Journal    
DOI: 10.1039/b307715b     Document Type: Article
Times cited : (55)

References (32)
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    • For example, the initial rate of an esterification by porcine pancreatic lipase in acetone is ten times lower than that in hexane or toluene. A. Zaks and A. M. Klibanov, Proc. Natl. Acad. Sci. USA, 1985, 82, 3192.
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  • 7
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    • Review: (a) R. A. Sheldon, R. M. Lau, M. J. Sorgedrager, F. van-Rantwijk and K. R. Seddon, Green Chem., 2002, 4, 147; (b) U. Kragl, M. Eckstein and N. Kaftzik, Curr. Opin. Biotechnol., 2002, 13, 565; (c) F. van-Rantwijk, R. M. Lau and R. A. Sheldon, Trends Biotechnol., 2003, 21, 131; (d) S. Park and R. J. Kazlauskas, Curr. Opin. Biotechnol., 2003, 14, 432.
    • (2002) Green Chem. , vol.4 , pp. 147
    • Sheldon, R.A.1    Lau, R.M.2    Sorgedrager, M.J.3    Van-Rantwijk, F.4    Seddon, K.R.5
  • 8
    • 0036899228 scopus 로고    scopus 로고
    • Review: (a) R. A. Sheldon, R. M. Lau, M. J. Sorgedrager, F. van-Rantwijk and K. R. Seddon, Green Chem., 2002, 4, 147; (b) U. Kragl, M. Eckstein and N. Kaftzik, Curr. Opin. Biotechnol., 2002, 13, 565; (c) F. van-Rantwijk, R. M. Lau and R. A. Sheldon, Trends Biotechnol., 2003, 21, 131; (d) S. Park and R. J. Kazlauskas, Curr. Opin. Biotechnol., 2003, 14, 432.
    • (2002) Curr. Opin. Biotechnol. , vol.13 , pp. 565
    • Kragl, U.1    Eckstein, M.2    Kaftzik, N.3
  • 9
    • 0037333337 scopus 로고    scopus 로고
    • Review: (a) R. A. Sheldon, R. M. Lau, M. J. Sorgedrager, F. van-Rantwijk and K. R. Seddon, Green Chem., 2002, 4, 147; (b) U. Kragl, M. Eckstein and N. Kaftzik, Curr. Opin. Biotechnol., 2002, 13, 565; (c) F. van-Rantwijk, R. M. Lau and R. A. Sheldon, Trends Biotechnol., 2003, 21, 131; (d) S. Park and R. J. Kazlauskas, Curr. Opin. Biotechnol., 2003, 14, 432.
    • (2003) Trends Biotechnol. , vol.21 , pp. 131
    • Van-Rantwijk, F.1    Lau, R.M.2    Sheldon, R.A.3
  • 10
    • 0041931993 scopus 로고    scopus 로고
    • Review: (a) R. A. Sheldon, R. M. Lau, M. J. Sorgedrager, F. van-Rantwijk and K. R. Seddon, Green Chem., 2002, 4, 147; (b) U. Kragl, M. Eckstein and N. Kaftzik, Curr. Opin. Biotechnol., 2002, 13, 565; (c) F. van-Rantwijk, R. M. Lau and R. A. Sheldon, Trends Biotechnol., 2003, 21, 131; (d) S. Park and R. J. Kazlauskas, Curr. Opin. Biotechnol., 2003, 14, 432.
    • (2003) Curr. Opin. Biotechnol. , vol.14 , pp. 432
    • Park, S.1    Kazlauskas, R.J.2
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    • note
    • 4 are identical to those reported in ref. 9.
  • 27
    • 0347099696 scopus 로고    scopus 로고
    • note
    • Methylene chloride also aided purification of the ionic liquid by promoting precipitation of 1-alkyl-3-methylimidazolium halide that remained due to incomplete metathesis to the tetrafluoroborate salt. Methylene chloride is not a green solvent and could be replaced by another solvent in future work.
  • 28
    • 0029028252 scopus 로고
    • High pH as well as heat, light, or transition metals accelerate the oxidation of ascorbic acid or its esters: M. Y. Jung, S. K. Kim and S. Y. Kim, Food Chem., 1995, 53, 397; R. H. Bisby, C. G. Morgan, I. Hamblett and A. A. Gorman, J. Phys. Chem. A, 1999, 103, 7454 and references therein. Thus sodium carbonate likely catalyzes oxidation of ascorbic acid and its esters. Indeed, the reaction mixture turned brown when it was not protected from air.
    • (1995) Food Chem. , vol.53 , pp. 397
    • Jung, M.Y.1    Kim, S.K.2    Kim, S.Y.3
  • 29
    • 0000562315 scopus 로고    scopus 로고
    • and references therein
    • High pH as well as heat, light, or transition metals accelerate the oxidation of ascorbic acid or its esters: M. Y. Jung, S. K. Kim and S. Y. Kim, Food Chem., 1995, 53, 397; R. H. Bisby, C. G. Morgan, I. Hamblett and A. A. Gorman, J. Phys. Chem. A, 1999, 103, 7454 and references therein. Thus sodium carbonate likely catalyzes oxidation of ascorbic acid and its esters. Indeed, the reaction mixture turned brown when it was not protected from air.
    • (1999) J. Phys. Chem. A , vol.103 , pp. 7454
    • Bisby, R.H.1    Morgan, C.G.2    Hamblett, I.3    Gorman, A.A.4
  • 30
    • 0345838375 scopus 로고    scopus 로고
    • note
    • 4 at 60°C.
  • 31
    • 0347730143 scopus 로고    scopus 로고
    • note
    • 4 at 60°C.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.