A new approach to β-amino acids: Biotransformation of N-protected β-amino nitriles

Tetrahedron Letters

Volumn 44, Issue 27, 2003, Pages 5057-5059

  Preiml, Margit ^a   Hillmayer, Kerstin ^a   Klempier, Norbert ^a  

^a GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

Aziridines; Biotransformation; Nitrile hydratase; amino acids; amino nitriles

Indexed keywords

BETA AMINO ACID;

ARTICLE; BIOTRANSFORMATION; CATALYSIS; RHODOCOCCUS ERYTHROPOLIS; RING OPENING; SYNTHESIS;

RHODOCOCCUS; RHODOCOCCUS ERYTHROPOLIS; RHODOCOCCUS SP.;

EID: 0037842784     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01136-5     Document Type: Article

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38. 4 and the solvent was removed under reduced pressure. Unreacted nitrile, product amide and acid were purified by chromatography and recrystallization.
39. HHPLC analysis of the crude isolates gave for R. sp. R312: 48% 3a, 13% 3b, 39% 3c and 47% 4a, 45% 4b, 8% 4c; for R. erythropolis NCIMB 11540: 64% 3a, 5% 3b, 31% 3c and 74% 4a, 21% 4b, 5% 4c.
40. 27% e.e. for R. sp. R312 and 39% e.e. for R. erythropolis NCIMB 11540, obtained from HPLC analysis using a Chirobiotic R® column (MeOH/TEA/AcOH 100:0.4:0.1).