Method for synthesizing peptides, peptide mimetics and proteins

Details Method for synthesizing peptides, peptide mimetics and proteins Method for synthesizing peptides, peptide mimetics and proteins

2001-10-05

2008-12-02

Desai, Anand U (Department: 1656)

Chemistry: natural resins or derivatives; peptides or proteins;

Proteins, i.e., more than 100 amino acid residues

C514S002600

Reexamination Certificate

active

07459526

ABSTRACT:
The method for producing peptides, peptide mimetics and proteins is characterized in that an enzyme is used as a biocatalyst together with a peptide mimetic. The native specificity of the enzyme is modified by chemical or genetic manipulation, the substrate mimetic is a carboxyl component with an ester leaving group whose specificity determinant is adapted to the recognition site of the enzyme. The invention also concerns the trypsin variant D189K,K60E and its use as a C-N ligase in segment condensations.

REFERENCES:
patent: WO 92/02615 (1992-02-01), None
patent: WO 94/18329 (1994-08-01), None
Günther et al., “Trypsin-specific acyl-4-guanidinophenyl esters for alpha-chymotrypsin-catalysed reactions”, Eur. J. Biochem. 267: 3496-3501 (2000).
Graf et al., “Selective Alteration of Substrate Specificity by Replacement of Aspartic Acid-189 with Lysine in the Binding Pocket of Trypsin”, Biochemistry 26: 2616-2623 (1987).
NCBI Protein sequence for P00763 (Downloaded Jul. 23, 2007).
Xu, et al. “Enzymatic Coupling of Specific Peptides at Nonspecific Ligation Sites: Effect of Asp189Glu Mutation in Trypsin on Substrate Mimetic-Mediated Reactions” J. Org. Chem. (2001) 66: pp. 1627-1632.
V. Cerovsky and F. Bordusa, “Protease-catalyzed fragment condensation via substrate mimetic strategy: a useful combination of solid-phase peptide synthesis with enzymatic methods” Journal of Peptide Research (2000) 55: pp. 325-329.
Cervosky et al., “Semisynthesis of Ht31(493-515): Involvement of PKA-Anchoring Proteins in the Regulation of the cAMP-Dependent Chloride Current in Heart Cells” Chembiochem (2000) 2: pp. 126-129.
F. Bordusa, “Nonconventiional amide bond formation catalysis: programming enzyme specificity with substrate mimetics” Braz J. Med. Biol. Research (2000) 33: pp. 469-485.
Hans-Dieter Jakubke, “Peptide Ligases—Tools for Peptide Synthesis” Angew. Chem. Int. Ed. Engl. (1995) 34: pp. 175-177.
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Briand, FEBS Letters, (1999) 442:43-47.
Hedstrom, et al., “Converting Trypsin to Chymotrypsin: The Role of Surface Loops”, Reports, Mar. 6, 1992, pp. 1249-1253.

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