Asymmetric Amination of 4-Methoxyphenylacetone and Its Related Compounds with Microorganisms
| Autor: | Katsuhiko Nakamichi, Takeji Shibatani, Tadashi Sato, Yoko Yamamoto, Tetsuya Tosa |
|---|---|
| Rok vydání: | 1990 |
| Předmět: |
biology
Strain (chemistry) Chemistry Stereochemistry General Neuroscience Microorganism Pseudomonas biology.organism_classification General Biochemistry Genetics and Molecular Biology History and Philosophy of Science Chromobacterium Yield (chemistry) Organic chemistry Flavobacterium Amination Mycobacterium |
| Zdroj: | Annals of the New York Academy of Sciences. 613:663-666 |
| ISSN: | 1749-6632 0077-8923 |
| DOI: | 10.1111/j.1749-6632.1990.tb18242.x |
| Popis: | Asymmetric amination of 4-methoxyphenylacetone and its related compounds by microorganisms was investigated. Among 630 type culture strains, 4-methoxyphenylacetone-aminating ability was found inBrevibacterium, Chromobacterium, Flavobacterium, Mycobacterium, Pseudomonas, andSarcina spp. 4-Methoxyamphetamine produced by these microorganisms was the (S)-(+)-enantiomer.B. linens IFO 12141 was selected as the best strain. The optimum pH of amination was about 7.0, andl-alanine was the most effective aminov donor for the amination. By using this strain, 37.6 mM (S)-(+)-4-methoxyamphetamine was formed with a 94% conversion yield from 4-methoxyphenylacetone. As for substrate specificity,B. linens IFO 12141 catalysed amination of 3,4-dimethoxyphenylacetone and 4-(4-methoxyphenyl)-2-butanone, and formed the corresponding optically active amines. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text