Skip to main content
Log in

Enzymes catalyzed esterification of N-protected amino acids with secondary alcohols

  • Published:
Biotechnology Letters Aims and scope Submit manuscript

Abstract

Secondary alcohols were converted to their corresponding esters with N-Cbz-L-amino acids by Celite-immobilized protease or lipase in organic solvents at pH 7.5. The esterification of 2-butanol and 2-phenylethanol were achieved up to 71% yields. The optimal reaction condition for Aspergillus oryzae protease (AOP) catalyzed synthesis of N-Cbz-L-aspartyl- sec-butyl ester (97.6 de) was at pH 7.5 and a duration of 96 hours.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Ampon, K., Salleh, A. B., Teoh, A., Wan Yunus, W. M. Z., Razak, C. N. A., and Basri, M., (1991). Biotechnol. Lett., 13, 25–30.

    Google Scholar 

  • Arroyo, M., and Sinisterra, J. V., (1994). J. Org. Chem., 59, 4410–4417.

    Google Scholar 

  • Cantacuzene, D. and Guerreiro, C., (1987). Tetrahedron Lett., 28, 5153–5156.

    Google Scholar 

  • Hsiao, K.-F., Yang, F-L., Wu, S.-H., and Wang, K.-T., (1996). Biotechnol. Lett., 18, 1277–1282.

    Google Scholar 

  • Kise, H., Hayakawa, A., and Noritomi, H., (1987). Biotechnol. Lett., 9, 543–548.

    Google Scholar 

  • Lecointe, C., Dubreucq, E., and Galzy, P., (1996). Biotechnol. Lett., 18, 869–874.

    Google Scholar 

  • Klibanov, A. M., (1990). Acc. Chem. Res., 23, 114–120.

    Google Scholar 

  • Mori, T., Nilsson, K., Larsson, P.-O., and Mosbach, K., (1987). Biotechnol. Lett., 9, 455–460.

    Google Scholar 

  • Owusu, R. K., and Cowan, D. A., (1990). Enzyme Microb. Technol., 12, 374–377.

    Google Scholar 

  • Raju, S. B., Chiou, T. W., and Tai, D. F. (1995). Tetrahedron Asymmetry 6, 1519–1520.

    Google Scholar 

  • Tai, D.-F, Fu, S.-L., Chuang, S,-F., and Tsai, H., (1989). Biotechnol. Lett., 11, 173–176.

    Google Scholar 

  • Tai, D.-F, Chiu, L.-C., Huang, C.C., Liaw, W.-C., (1993). J. Chin. Chem. Soc., 40, 309–313.

    Google Scholar 

  • Vulfson, E. N., Ahmed, G., Gill, I., Goodenough, P. W., Kozlov, I. A., and Law, B. A., (1990). Biotechnol. Lett., 12, 597–602.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shih, IL., Chiu, LC., Lai, C. et al. Enzymes catalyzed esterification of N-protected amino acids with secondary alcohols. Biotechnology Letters 19, 857–859 (1997). https://doi.org/10.1023/A:1018329402408

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1018329402408

Keywords

Navigation