Enzypep B.v.

Dsm IP Assets B.v.

Claudia Cusan

Peter Jan Leonard Mario Quaedflieg

Timo Nuijens

Harold Monro Moody

Theodorus Johannes Godfried Maria Van Dooren

Catharina Hubertina Maria Schepers

Van Theodorus Johannes Godfried Maria Dooren

The invention relates to a method for synthesizing a peptide by enzymatically preparing an ester or thioester from (i) an N-terminal protected amino acid or an N-terminal protected peptide where either can have a protected C-terminal ester group and (ii) an alcohol represented by the formula HO&#x2014;CX&#x2014;Z or a thiol represented by the formula HS&#x2014;CX&#x2014;Z, each X independently representing a halogen atom or a hydrogen atom; and Z represents an electron withdrawing group comprising at least one sp-hybridized carbon comprising at least two substituents comprising a heteroatom directly attached to the at least one sp-hybridized carbon or at least one sp-hybridized carbon comprising one or two substituents comprising a heteroatom directly attached to the at least one sp-hybridized carbon, and enzymatically coupling the prepared ester or thioester with an optionally C-terminal protected amino acid or with an optionally C-terminal protected peptide in a medium comprising 2 wt. % water or less.

Peptide synthesis using enzymatic activation and coupling

The invention relates to a method for preparing an optionally N-protected amino acid C-terminal ester or an optionally N-protected peptide C-terminal ester, comprising transesterifying the C-terminal t-alkyl ester of the amino acid or the C-terminal t-alkyl ester of the peptide with an alcohol (other than the t-alcohol corresponding to the t-alkyl group of the ester) in the presence of a hydrolytic enzyme (E.C. 3). The invention further relates to a method for preparing a peptide comprising coupling an activated, N-protected, amino acid C-terminal ester or an optionally N-protected peptide C-terminal ester with an optionally C-terminal protected amino acid or an optionally C-terminal protected peptide via a peptide bond, in the presence of an enzyme catalysing peptidic bond formation.

Chemo-enzymatic peptide synthesis via C-terminal ester interconversion

Growing community of inventors

Aachen, Germany

Claudia Cusan