Summary
Investigations on the microbial modification of sucrose to the corresponding 3-keto-derivative were carried out with resting cells of Agrobacterium tumefaciens NCPPB 396. This highly specific oxidation to yield the 3-keto-derivative has been analysed kinetically with varying substrate and cell mass concentrations. The formation of the corresponding 3-keto-derivative depended strongly on the reaction time and the aeration rate, and was maximal at aeration rates up to 11.5 volume air/cultivation volume per minute with resting cells. The product formation increased with increasing substrate concentrations. However, the product yield was maximal at substrate concentrations below 20 g/l. Data pertaining to the production of active cell mass as well as for maximal 3-keto-derivative formation are presented in this paper. Also included are some applications for these derivatives.
Similar content being viewed by others
References
Beeumen J van, De Ley J (1968) Hexopyranoside cytochrome c: oxidoreductase from Agrobacterium tumefaciens. Eur J Biochem 6:330–343
Beeumen J van, De Ley J (1975) Hexopyranoside cytochrome c: oxidoreductase from Agrobacterium. Methods Enzymol 41:153–158
Bernaerts MJ, De Ley J (1958) 3-Ketoglycosides, new intermediates in the bacterial catabolism of disaccharides. Biochim Biophys Acta 30:661–662
Bernaerts MJ, De Ley J (1960) Microbial formation and preparation of 3-ketoglycosides from disaccharides. J Gen Microbiol 22:129–136
Bernaerts MJ, De Ley J (1961) An improved method for the preparation of 3-ketoglycosides. Antonie van Leeuwenhoek, J Microbiol Serol 27:247–256
Bernaerts MJ, De Ley J (1963) A biochemical test for crown gall bacteria. Nature 197:406–407
Buchholz K, Stoppok E, Matalla K, Reh KD, Jördening HJ (1991) Enzymatic sucrose modification and saccharide synthesis. In: Lichtenthaler FW (ed) Carbohydrates as organic raw materials. VCH, Weinheim, pp 155–168
Fukui S, Hayano K (1969) Micro methods for determination of 3-ketosucrose and 3-ketoglucose. Agric Biol Chem 33:1013–1017
Fukui S, Hochster RM (1963) Conversion of disaccharides to the corresponding glycoside-3-uloses by intact cells of Agrobacterium tumefaciens. Can J Biochem Biophys 41:2363–2371
Fukui S, Hochster RM (1964) Carbohydrate inhibitors of sucrose uptake by resting cells of Agrobacterium tumefaciens. Can J Biochem 42:1023–1031
Fukui S, Hochster RM (1965) On the active transport of sucrose and of 3-keto-sucrose in Agrobacterium tumefaciens. Can J Biochem 43:1129–1141
Grebner EE, Feingold DS (1965) d-Aldohexopyranoside dehydrogenase of Agrobacterium tumefaciens. Biochem Biophys Res Commun 19:37–42
Hayano K, Fukui S (1967) Purification and properties of 3-keto-sucrose-forming enzyme from the cells of Agrobacterium tumefaciens. J Biol Chem 242:3665–3672
Hayano K, Fukui S (1968) Biochemical conversion of cellobiose to 3-ketocellobiose. J Biochem 65:901–903
Janssens D, Kersters K, De Ley J (1983) The significance of 3-ketolactose in the lactose catabolism by Agrobacterium. Can J Microbiol 29:1096–1103
Kunz M (1991) Sucrose-based hydrophilic building blocks as intermediates for the synthesis of surfactants and polymers. In: Lichtenthaler FW (ed) Carbohydrates as organic raw materials.
Kurowski WM, Fensom AH, Pirt SJ (1975) Factors influencing the formation and stability of d-glucoside 3-dehydrogenase activity in cultures of Agrobacterium tumefaciens. J Gen Microbiol 90:191–202
Kurowski WM, Darbyshire J (1978) The production of 3-ketosucrose by Agrobacterium tumefaciens in batch culture. J Appl Chem Biotechnol 28:638–640
Matalla K (1990) Mikrobielle Oxidation von Dissacchriden. Doctoral Thesis, Technical University, Braunschweig
Tyler DD, Nakamura LK (1971) Conditions for production of 3-ketomaltose from Agrobacterium tumefaciens. Appl Microbiol 21:175–180
Walter J (1990) Untersuchungen zur mikrobiollen Leucrose-Oxidation. Diploma Thesis, Technical University, Braunschweig
Walter J, Stoppok E, Buchholz K (1991) Einflussgrössen der biotechnologischen Oxidation des Disaccharids Leucrose. Chem Ing Techn 63:631–633
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Stoppok, E., Matalla, K. & Buchholz, K. Microbial modification of sugars as building blocks for chemicals. Appl Microbiol Biotechnol 36, 604–610 (1992). https://doi.org/10.1007/BF00183236
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00183236