Process for the preparation of compounds with enhanced...

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing alpha or beta amino acid or substituted amino acid...

Reexamination Certificate

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C435S109000, C435S129000

Reexamination Certificate

active

07018817

ABSTRACT:
Process for the preparation of a compound with enhanced optical purity wherein a mixture of the enantiomers of a chiral compound of formula 1wherein:R1represents an alkyl or an aryl groupR2represents H, an alkyl or an aryl groupY represents an alkyl group, an aryl group, (CH2)nCOOH, (CH2)n—COOR, (CH2)n—CONRR′, CH2OH, or C≡N wherein R andR′ independently represent H, an alkyl or aryl group, and n represents 0 or 1, is brought into contact with an enzyme having peptide deformylase activity with a bivalent metal ion as a cofactor wherein the metal is chosen from the groups 5–11 of the periodic system, or for the preparation of a formylated compound with enhanced optical purity from a mixture of the enantiomers of the corresponding not formulated chiral compound in the presence of a formylation agent.Preferably the peptide deformylase is chosen from the class EC 3.5.2.27 or EC 3.5.1.31, and contains the sequences of (I) HEXXH, (ii) EGCLS and (iii) GXGXAAXQ. The bivalent metal may be chosen from the group of Fe, Ni, Mn and Co, preferably Ni or Fe.

REFERENCES:
patent: 6617127 (2003-09-01), Quaedflieg et al.
Patel et al., 1997, CAS:126:277722.
Groche et al., Biochem. Biophys. Res. Comm. (1998) 246:342-346.
Rajagopalan et al., Biochemistry (1997) 36:13910-13918.
Wagner et al., J. Biol. Chem. (1998) 273:11413-11416.

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