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Chemoenzymatic synthesis of feruloyl d-arabinose as a potential anti-mycobacterial agent

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Abstract

The feruloyl esterase (StFaeC) produced by Sporotrichum thermophile transfered the feruloyl group to d-arabinose using a mixture of n-hexane, t-butanol and water. About 45% conversion of d-arabinose to the feruloylated derivative was achieved. The compound had an MIC value against Mycobacterium bovis BCG of 25 μg/ml.

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References

  • Bornscheuer UT (2002) Microbial carboxyl esterases: classification, properties and application in biocatalysis. FEMS Microbiol Rev 26:73–81

    Article  PubMed  CAS  Google Scholar 

  • Cociorva O, Lowary T (2004) Synthesis of oligosaccharides as potential inhibitors of mycobacterial arabinosyltransferases. Di- and trisaccharides containing C-5 modified arabinofuranosyl residues. Carbohydrate Res 339:853–869

    Article  CAS  Google Scholar 

  • Cociorva OM, Gurcha SS, Besra GS, Lowary TL (2005) Oligosaccharides as inhibitors of mycobacterial arabinosyltransferases. Di- and trisaccharides containing C-3 modified arabinofuranosyl residues. Bioorgan Med Chem 13:1368–1379

    Article  CAS  Google Scholar 

  • Giuliani S, Piana C, Setti L, Hochkoeppler A, Pifferi PG, Williamson G, Faulds CB (2001) Synthesis of pentylferulate by a feruloyl esterase from Aspergillus niger using water-in-oil microemulsions. Biotechnol Lett 23:325–330

    Article  CAS  Google Scholar 

  • Hatzakis NS, Smonou I (2005) Asymmetric transesterification of secondary alcohols catalyzed by feruloyl esterase from Humicola insolens. Bioorg Chem 33:325–337

    Article  PubMed  CAS  Google Scholar 

  • Mastihubova M, Mastihuba V, Bilanicova D, Borekova M (2006) Commercial enzyme preparations catalyse feruloylation of glycosides. J Mol Catal B-Enzym 38:54–57

    Article  CAS  Google Scholar 

  • Tokiwa Y, Kitagawa M, Fan H, Raku T, Hiraguri Y, Shibatani S, Kurane R (1999) Synthesis of vinyl arabinose ester catalyzed by protease from Streptomyces sp. Biotechnol Techn 13:173–176

    Article  CAS  Google Scholar 

  • Topakas E, Christakopoulos P (2007) Microbial xylanolytic carbohydrate esterases. In: Polaina J, MacCabe AP (eds) Industrial enzymes: structure, function and applications. Springer, New York

    Google Scholar 

  • Topakas E, Stamatis H, Biely P, Kekos D, Macris BJ, Christakopoulos P (2003a) Purification and characterization of a feruloyl esterase from Fusarium oxysporum catalyzing esterification of phenolic acids in ternary water–organic solvent mixtures. J Biotechnol 102:33–44

    Article  PubMed  CAS  Google Scholar 

  • Topakas E, Stamatis H, Mastihubova M, Biely P, Kekos D, Macris BJ, Christakopoulos P (2003b) Purification and characterization of a Fusarium oxysporum feruloyl esterase (FoFAE-I) catalysing transesterification of phenolic acid esters. Enzyme Microb Tech 33:729–737

    Article  CAS  Google Scholar 

  • Topakas E, Vafiadi C, Stamatis H, Christakopoulos P (2005) Sporotrichum thermophile type C feruloyl esterase (StFaeC): Purification characterization, and its use for phenolic acid (sugar) ester synthesis. Enzyme Microb Tech 36:729–736

    Article  CAS  Google Scholar 

  • Topakas E, Vafiadi C, Christakopoulos P (2007) Microbial production, characterization and applications of feruloyl esterases. Proc Biochem 42:497–509

    Article  CAS  Google Scholar 

  • Vafiadi C, Topakas E, Christakopoulos P (2006) Regioselective esterase-catalyzed feruloylation of l-arabinobiose. Carbohyd Res 341:1992–1997

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Biotechnology Laboratory, School of Chemical Engineering, National Technical University of Athens, 5 Iroon Polytechniou Str, Zografou Campus, Athens, 15700, Greece

    Christina Vafiadi, Evangelos Topakas & Paul Christakopoulos

  2. School of Biosciences, University of Birmingham, Edgbaston, Birmingham, B15 2TT, UK

    Luke J. Alderwick & Gurdyal S. Besra

Authors
  1. Christina Vafiadi
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  2. Evangelos Topakas
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  3. Luke J. Alderwick
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  4. Gurdyal S. Besra
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  5. Paul Christakopoulos
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Corresponding author

Correspondence to Paul Christakopoulos.

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Vafiadi, C., Topakas, E., Alderwick, L.J. et al. Chemoenzymatic synthesis of feruloyl d-arabinose as a potential anti-mycobacterial agent. Biotechnol Lett 29, 1771–1774 (2007). https://doi.org/10.1007/s10529-007-9440-4

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  • DOI: https://doi.org/10.1007/s10529-007-9440-4

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