3-Carbamoyl-alpha-picolinic acid production by imidase-catalyzed regioselective hydrolysis of 2,3-pylidinedicarboximide in a water-organic solvent, two-phase system

Citation
J. Ogawa et al., 3-Carbamoyl-alpha-picolinic acid production by imidase-catalyzed regioselective hydrolysis of 2,3-pylidinedicarboximide in a water-organic solvent, two-phase system, APPL MICR B, 54(3), 2000, pp. 331-334
Citations number
8
Categorie Soggetti
Biotecnology & Applied Microbiology",Microbiology
Journal title
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
ISSN journal
01757598 → ACNP
Volume
54
Issue
3
Year of publication
2000
Pages
331 - 334
Database
ISI
SICI code
0175-7598(200009)54:3<331:3APBIR>2.0.ZU;2-L
Abstract
3-Carbamoyl-alpha-picolinic acid, a versatile building block for the synthe sis of agrochemicals and pharmaceuticals, was prepared by imidase-catalyzed regiospecific hydrolysis of 2,3-pyridinedicarboximide with intact Arthroba cter ureafaciens O-86 cells. Reactions were carried out in a water-organic solvent, two-phase system containing cyclohexanone at low pH to avoid spont aneous random hydrolysis. Under the optimized conditions, with the periodic addition of 2,3-pyridinedicarboximide (in total, 40 mM), the 3-carbamoyl-a lpha-picolinic acid yield reached 36.6 mM in the water phase, with a molar conversion yield of 91.5% and a regioisomeric purity of 94.5%, in 2 h at pH 5.5.