SVIBOR - Project code: 1-07-255


Strossmayerov trg 4, HR - 10000 ZAGREB
tel.: +385 1 459 44 44, fax: +385 1 459 44 69


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Project code: 1-07-255

Biocatalytic Syntheses of Stereoisomeric Products

Main researcher: ŠUNJIĆ, VITOMIR (104266)

Type of research: basic
Duration from: 01/01/91. to 12/31/93.

Papers on project (total): 39
Papers on project quoted in Current Contents: 12
Institution name: Institut "Ruđer Bošković", Zagreb (98)
Department/Institute: Department of Organic Chemistry and Biochemistry
Address: Bijenička c. 54
City: 10000 - Zagreb, Croatia
Phone: 385 (01) 4561-111
Phone: 385 (01) 424-784
Fax: 385 (01) 425-497
Fax: 385 (01) 425-647

Summary: Baker's yeast catalyzed stereoselective reduction of ketones, precursors of biologically active compounds will be investigated. Microbial lipases will be used for enantioselective hydrolysis (kinetic resolution) of O-acyl derivatives of rac. alcohols, as are benzoxazepines, and benzotiazepines, 7alpha,beta-O-acyl zearanoles, and other precursors of biologically important compounds. Optimal enzyme and reaction conditions for any substrate will be determined. Thermodynamical and structural properties of precatalytic complexes of polymolibdate with monosaccharides (aldoses) will be investigated. Products of isomerization and subsequent hydrogenation are important commercial products.

Keywords: Saccharomyces catalyzed reduction, lipase, kinetic resolution, stereoselective biocatalytic transformation, polymolibdate catalyzed isomerization, metalloenzyme model reactions

Research goals: There are two main targets of this project: a. To develop new enantioselective reactions with microbial lipases, in particular hydrolysis in aqueous buffers, and acylations in organic solvents. These reactions represent the key steps in chemoenzymtic syntheses of important, biologically active compounds in the optically pure form b. To develop new "comby-process" for contemporaneous, metal catalyzed isomerization, i.e. C(2)-epimerization, of aldoses, and their contemporaneous reduction in the C(2) epimeric alditol, shifting the equilibrium completely to this products. The results of this research will be presented in original papers published in the international journals with strict reviewing process, and patents, where results represent also new solution of technical problem.


  1. Name of project: JF-965 Biocatalytic Stereoselective Transformations
    Name of institution: National Institutes of Health (NIH)
    City: Bethesda, USA

  2. Name of project: 2KOA6A Biokatalyse and Strukturaufklaerung von Zuckerderivaten
    Name of institution: Kernforschungszentrum Julich
    City: Julich, Njemačka

  3. Name of project: COST-CA D2 Enantioselective Synthesis of Optically Active Organic Compounds
    Name of institution: Lajos Kosuth University of Debrecen
    City: Debrecen, Mađarska

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Last update: 10/10/95