NMR determination of the absolute configuration of a macrophomate synthase inhibitor by using an axial chiral reagent

Bioscience, Biotechnology and Biochemistry

Volumn 65, Issue 8, 2001, Pages 1920-1923

  Fukui, Hiroki ^a   Fukushi, Yukiharu ^a,b   Ohashi, Satoshi ^a   Oikawa, Hideaki ^a   Tahara, Satoshi ^a,b  

^a HOKKAIDO UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

Absolute con; Axially chiral reagent; Figuration; Macrophomate synthase; MBCC; NOE

Indexed keywords

BETULACEAE;

2 CARBOXYLMETHYL 1 METHOXYBICYCLO(2.2.2)OCT 5 ENE 2 CARBOXYLIC ACID; 2-CARBOXYLMETHYL-1-METHOXYBICYCLO(2.2.2)OCT-5-ENE-2-CARBOXYLIC ACID; CARBOXYLIC ACID; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ENZYME INHIBITOR; MACROPHOMATE SYNTHASE; MULTIENZYME COMPLEX;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTEIN CONFORMATION; STEREOISOMERISM; X RAY CRYSTALLOGRAPHY;

CARBOXYLIC ACIDS; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MULTIENZYME COMPLEXES; PROTEIN CONFORMATION; STEREOISOMERISM;

EID: 0035431226     PISSN: 09168451     EISSN: None     Source Type: Journal    
DOI: 10.1271/bbb.65.1920     Document Type: Article

References (6)

1. Watanabe, K., Oikawa, H., Yagi, K., Ohashi, S., Mie, T., Ichihara, A., and Honma, M., Macrophomate synthase: characterization, sequence, and expression in Escherichia coli of the novel enzyme catalyzing unusual multistep transformation from 2-pyrones to benzoate. J. Biochem., 127, 467-473 (2000).
2. Watanabe, K., Mie, T., Ichihara, A., Oikawa, H., and Honma, M., Detailed reaction mechanism of macrophomate synthase: extraordinary enzyme catalyzing five-step transformation from 2-pyrones to benzoate. J. Biol. Chem., 275, 38393-38401 (2000).
3. Watanabe, K., Mie, T., Ichihara, A., Oikawa, H., and Honma, M., Substrate diversity of macrophomate synthase catalyzing an unusual multistep transformation from 2-pyrones to benzoates. Biosci. Biotechnol. Biochem., 64, 530-538 (2000).
4. Oikawa, H., Yagi, K., Ohashi, S., Watanabe, K., Mie, T., Ichihara, A., Honma, M., and Kobayashi, K., Potent inhibition of macrophomate synthase by reaction intermediate analogs. Biosci. Biotechnol. Biochem., 64, 2368-2379 (2000).
5. Fukui, H., Fukushi, Y., and Tahara, S., NMR determination of the absolute configuration of cyclic chiral alkenes. Tetrahedron Lett., 40, 325-328 (1999).
6. Fukui, H., Fukushi, Y., and Tahara, S., NMR determination of an α-exo-methylene-γ-lactone. Biosci. Biotechnol. Biochem., 64, 1345-1351 (2000).