Biocatalytic Production of Amino Carbohydrates through Oxidoreductase and Transaminase CascadesAumala, V., Mollerup, F., Jurak, E., Blume, F., Karppi, J., Koistinen, A. E., Schuiten, E., Voss, M., Bornscheuer, U., Deska, J. & Master, E. R., 21-Feb-2019, In : Chemsuschem. 12, 4, p. 848-857 10 p.
Research output: Contribution to journal › Article › Academic › peer-review
Plant-derived carbohydrates are an abundant renewable resource. Transformation of carbohydrates into new products, including amine-functionalized building blocks for biomaterials applications, can lower reliance on fossil resources. Herein, biocatalytic production routes to amino carbohydrates, including oligosaccharides, are demonstrated. In each case, two-step biocatalysis was performed to functionalize d-galactose-containing carbohydrates by employing the galactose oxidase from Fusarium graminearum or a pyranose dehydrogenase from Agaricus bisporus followed by the omega-transaminase from Chromobacterium violaceum (Cvi-omega-TA). Formation of 6-amino-6-deoxy-d-galactose, 2-amino-2-deoxy-d-galactose, and 2-amino-2-deoxy-6-aldo-d-galactose was confirmed by mass spectrometry. The activity of Cvi-omega-TA was highest towards 6-aldo-d-galactose, for which the highest yield of 6-amino-6-deoxy-d-galactose (67 %) was achieved in reactions permitting simultaneous oxidation of d-galactose and transamination of the resulting 6-aldo-d-galactose.
|Number of pages||10|
|Publication status||Published - 21-Feb-2019|
- amination, biocatalysis, carbohydrates, domino reactions, enzymes, TEMPO-MEDIATED OXIDATION, GALACTOSE-OXIDASE, CHEMOENZYMATIC SYNTHESIS, PYRANOSE DEHYDROGENASE, ALCOHOL-DEHYDROGENASE, ASYMMETRIC-SYNTHESIS, OMEGA-TRANSAMINASE, STRUCTURAL BASIS, BUILDING-BLOCKS, BINDING MODULE