Stereochemical control in diastereoselective reduction of α-substituted-β-ketoesters using a reductase purified from Kluyveromyces marxianus

Biotechnology Letters

Volumn 24, Issue 20, 2002, Pages 1695-1698

  Cha, Joo Hwan ^a   Pae, Ae Nim ^a   Choi, Kyung Il ^a   Cho, Yong Seo ^a   Kim, Wook Hyun ^a   Han, Ye Sun ^a   Yun, Hong Chul ^b   Lee, Jongsoo ^b   Koh, Hun Yeong ^a   Lee, Eun ^c  

^a Korea Institute of Science and Technology   (South Korea)

^b Daewoong Pharmaceutical Co Ltd   (South Korea)

^c Seoul National University   (South Korea)

Author keywords

Asymmetric reduction; Biocatalyst; Carbonyl reductase; Diastereoselectivity; Kluyveromyces marxianus

Indexed keywords

KLUYVEROMYCES; KLUYVEROMYCES MARXIANUS;

EID: 0036805544     PISSN: 01415492     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1020649316546     Document Type: Article

References (11)

1. Basavaiah D, Rao PD, Hyma RS (1996) The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction. Tetrahedron Lett. 52: 8001-8062.
2. Csuk R, Glanzer BI (1991) Baker's yeast mediated transformations in organic chemistry. Chem. Rev. 91: 49-97.
3. Ema T, Sugiyama Y, Fukumoto M, Moriya H, Cui JN, Sakai T, Utaka M (1998) Highly enantioselective reduction of carbonyl compounds using a reductase purified from bakers' yeast. J. Org. Chem. 63: 4996-5000.
4. Faber, K. (1995) Biotransformations in Organic Chemistry, Springer-Verlag: Berlin.
5. Fuganti C, Lanati S, Servi S, Tagliani A, Bedeschi A (1993) Microbial generation of (2R,3S)- and (2S,3S)-ethyl 2-benzamidomethyl-3-hydroxybutyrate, a key intermediate in the synthesis of (3 S, 1′R)-3-(1′-hydroxyethyl)azetidin-2-one. J. Chem. Soc. Perkin Trans. 1: 2247-2249.
6. Klibanov AM (1990) Asymmetric transformations catalyzed by enzymes in organic solvents. Acc. Chem. Res. 23: 114-120.
7. Larcheveque M, Henrot S (1987) Préparation de nouveaux synthons chiraux: Les β,X-époxyesters; application à la synthèse de β-hydroxyesters énantiomériquement purs. Tetrahedron Lett. 28: 1781-1782.
8. Masayoshi M, Toshiyuki C, Fumlyuki S, Kenichi W, Motohiro H (1990) A new process for preparing optically active 3-substituted azetidinones. European Patent 0 421 283.
9. Perlmutter P, Tabone M (1995) A simple route to alpha-substituted-beta-amino ester precursors of carbapenem antibiotics. J. Org. Chem. 60: 6515-6522.
10. Rensburg E, Moleleki N, Walt JP, Bores PJ, Dyk MS (1997) Biotransformation of (+)limonene and (-)piperitone by yeasts and yeast-like fungi. Biotechnol. Lett. 19: 779-782.
11. Servi S (1990) Baker's yeast as a reagent in organic synthesis. Synthesis: 1-25.