Publication Details

Reference Category Book chapters
DOI / URL link
Title (Primary) Microbiologically produced carboxylic acids used as building blocks in organic synthesis
Title (Secondary) Subcellular biochemistry, Volume 64; Reprogramming microbial metabolic pathways, Part 2
Author Aurich, A.; Specht, R.; Müller, R.A.; Stottmeister, U.; Yovkova, V.; Otto, C.; Holz, M.; Barth, G.; Heretsch, P.; Thomas, F.A.; Sicker, D.; Giannis, A.;
Publisher Wang, X.; Chen, J.; Quinn, P.;
Year 2012
Department UMB; GF; UBZ;
Language englisch;
Keywords Biotechnical cultivation; Gluconobacter oxydans; (2 R ,3 S )-Isocitric acid; Microorganism; 2-Oxo- d -gluconic acid; 2-Oxoglutaric acid; Strain improvement; Yarrowia lipolytica
Abstract Oxo- and hydroxy-carboxylic acids are of special interest in organic synthesis. However, their introduction by chemical reactions tends to be troublesome especially with regard to stereoselectivity. We describe herein the biotechnological preparation of selected oxo- and hydroxycarboxylic acids under “green” conditions and their use as promising new building blocks. Thereby, our biotechnological goal was
the development of process fundamentals regarding the variable use of renewable raw materials, the development of a multi purpose bioreactor and application of a pilot plant with standard equipment for organic acid production to minimize the technological effort. Furthermore the development of new product isolation procedures, with the aim of direct product recovery, capture of products or single step
operation, was necessary. The application of robust and approved microorganisms, also genetically modi fi ed, capable of using a wide range of substrates as well as producing a large spectrum of products, was of special importance. Microbiologically produced acids, like 2-oxo-glutaric acid and 2-oxo- d -gluconic acid, are useful educts for the chemical synthesis of hydrophilic triazines, spiro-connected heterocycles,
benzotriazines, and pyranoic amino acids. The chiral intermediate of the tricarboxylic acid cycle, (2 R ,3 S )-isocitric acid, is another promising compound. For the fi rst time our process provides large quantities of enantiopure trimethyl (2 R ,3 S )-isocitrate which was used in subsequent chemical transformations to provide new chiral entities for further usage in total synthesis and pharmaceutical research.
ID 13533
Persistent UFZ Identifier https://www.ufz.de/index.php?en=20939&ufzPublicationIdentifier=13533
Aurich, A., Specht, R., Müller, R.A., Stottmeister, U., Yovkova, V., Otto, C., Holz, M., Barth, G., Heretsch, P., Thomas, F.A., Sicker, D., Giannis, A. (2012):
Microbiologically produced carboxylic acids used as building blocks in organic synthesis
In: Wang, X., Chen, J., Quinn, P. (eds.)
Subcellular biochemistry, Volume 64; Reprogramming microbial metabolic pathways, Part 2
Springer, Berlin, Heidelberg, New York, p. 391 - 424