Skip to main content
SpringerLink
Log in

Construction of artificial cyclic amide amidohydrolases using molecular imprinting technique

  • Published:
Biotechnology Letters Aims and scope Submit manuscript

Abstract

A general molecular imprinting approach is proposed to synthesize artificial enzymes to mimic the family of cyclic amide amidohydrolases which share similar active site and catalytic mechanism. The artificial enzymes were constructed by co-polymerizing 4(5)-vinylimidazole-Co2+-methacrylic acid clusters with divinylbenzene micro-spheres in the presence of corresponding substrates. The artificial enzymes mimicked creatininase and hydantoinase by showing specific affinity towards the corresponding substrates in buffer. The artificial hydantoinase also showed specific affinity towards corresponding substrate in organic solvent, and catalyzed the hydrolysis of hydantoin.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • C Alexander L Davidson W Hayes (2003) ArticleTitleImprinted polymers: artificial molecular recognition materials with applications in synthesis and catalysis Tetrahedron 59 2025–2057 Occurrence Handle10.1016/S0040-4020(03)00152-2 Occurrence Handle1:CAS:528:DC%2BD3sXhvFajtbs%3D

    Article  CAS  Google Scholar 

  • J Altenbuchner M Siemann-Herzberg C Syldatk (2001) ArticleTitleHydantoinases and related enzymes as biocatalysts for the synthesis of unnatural chiral amino acids Curr. Opin. Biotechnol. 12 559–563 Occurrence Handle10.1016/S0958-1669(01)00263-4 Occurrence Handle1:CAS:528:DC%2BD38Xjt1Sgug%3D%3D Occurrence Handle11849938

    Article  CAS  PubMed  Google Scholar 

  • A Erlenkotter M Fobker GC Chemnitius (2002) ArticleTitleBiosensors and flow-through system for the determination of creatinine in hemodialysate Anal. Bioanal. Chem. 372 284–292 Occurrence Handle10.1007/s00216-001-1128-3 Occurrence Handle1:CAS:528:DC%2BD38Xisl2iurk%3D Occurrence Handle11936100

    Article  CAS  PubMed  Google Scholar 

  • GJ Kim DE Lee HS Kim (2001) ArticleTitleHigh-level expression and one-step purification of cyclic amidohydrolase family enzymes Protein Expr. Purif. 23 128–133 Occurrence Handle10.1006/prep.2001.1484 Occurrence Handle1:CAS:528:DC%2BD3MXmvFymu7w%3D Occurrence Handle11570854

    Article  CAS  PubMed  Google Scholar 

  • GJ Kim HS Kim (1998) ArticleTitleIdentification of the structural similarity in the functionally related amidohydrolases acting on the cyclic amide ring Biochem. J. 330 295–302 Occurrence Handle1:CAS:528:DyaK1cXhs12jsr8%3D Occurrence Handle9537960

    CAS  PubMed  Google Scholar 

  • CK Lee CH Fan (1999) ArticleTitleEnzymatic synthesis and subsequent racemization rates determination of optically active D-5-phenylhydantoin and D-5-hydroxylphenylhydantoin Enzyme Microb. Technol. 24 659–666 Occurrence Handle10.1016/S0141-0229(98)00169-0 Occurrence Handle1:CAS:528:DyaK1MXjsFSitbo%3D

    Article  CAS  Google Scholar 

  • Z Meng T Yamazaki K Sode (2003) ArticleTitleEnhancement of the catalytic activity of an artificial phosphotriesterase using a molecular imprinting technique Biotechnol. Lett. 25 1075–1080 Occurrence Handle10.1023/A:1024152229526 Occurrence Handle1:CAS:528:DC%2BD3sXksFWnu7w%3D Occurrence Handle12889817

    Article  CAS  PubMed  Google Scholar 

  • JH Park GJ Kim HS Kim (2000) ArticleTitleProduction of D-amino acid using whole cells of recombinant Escherichia coli with separately and coexpressed D-hydantoinase and N-carbamoylase Biotechnol. Prog. 16 564–570 Occurrence Handle10.1021/bp0000611 Occurrence Handle1:CAS:528:DC%2BD3cXlsVWgu78%3D Occurrence Handle10933829

    Article  CAS  PubMed  Google Scholar 

  • SA Piletsky S Alcock APF Turner (2001) ArticleTitleMolecular imprinting: at the edge of the third millennium Trends Biotechnol. 19 9–12 Occurrence Handle10.1016/S0167-7799(00)01523-7 Occurrence Handle1:CAS:528:DC%2BD3MXnvFSl Occurrence Handle11146096

    Article  CAS  PubMed  Google Scholar 

  • K Sode S Ohta Y Yanai T Yamazaki (2003) ArticleTitleConstruction of a molecular imprinting catalyst using target analogue template and its application for an amperometric fructosylamine sensor Biosens. Bioelectron. 18 1485–1490 Occurrence Handle10.1016/S0956-5663(03)00125-8 Occurrence Handle1:CAS:528:DC%2BD3sXms1yhsb0%3D Occurrence Handle12941564

    Article  CAS  PubMed  Google Scholar 

  • RI Stefan RG Bokretsion JF Staden Particlevan HY Aboul-Enein (2003) ArticleTitleSimultaneous determination of creatine and creatinine using amperometric biosensors Talanta 60 1223–1228 Occurrence Handle10.1016/S0039-9140(03)00230-3 Occurrence Handle1:CAS:528:DC%2BD3sXmsVOrsr0%3D

    Article  CAS  Google Scholar 

  • C Syldatk O May J Altenbuchner R Mattes M Siemann (1999) ArticleTitleMicrobial hydantoinases – industrial enzymes from the origin of life? Appl. Microb. Biotechnol. 51 293–309 Occurrence Handle10.1007/s002530051395 Occurrence Handle1:CAS:528:DyaK1MXislSgsbg%3D

    Article  CAS  Google Scholar 

  • T Yamazaki E Yilmartz K Mosbach K Sode (2001) ArticleTitleTowards the use of molecularly imprinted polymers containing imidazoles and bivalent metal complexes for the detection and degradation of organophosphotriester pesticides Anal. Chim. Acta 435 209–214 Occurrence Handle10.1016/S0003-2670(01)00933-3 Occurrence Handle1:CAS:528:DC%2BD3MXjt12nu7Y%3D

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Biotechnology & Life Science, Tokyo University of Agriculture & Technology, 2-24-16 Naka-Cho, Koganei city, Tokyo, 184-8588, Japan

    Zihui Meng & Tomohiko Yamazaki

  2. Department of Chemical & Environmental Engineering, University of California, Riverside, CA, 92521, USA

    Zihui Meng

Authors
  1. Zihui Meng
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Tomohiko Yamazaki
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zihui Meng.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Meng, Z., Yamazaki, T. Construction of artificial cyclic amide amidohydrolases using molecular imprinting technique. Biotechnol Lett 27, 471–475 (2005). https://doi.org/10.1007/s10529-005-2223-x

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10529-005-2223-x

Keywords

Search

Navigation