Fmoc‐Assisted Synthesis of a 29‐Residue Cystine‐Knot Trypsin Inhibitor Containing a Guaninyl Amino Acid at the P1‐Position

Abstract

Abstract An Fmoc‐assisted synthesis of a 29 amino acid trypsin inhibitor (McoTI‐29) is presented, which contains a non‐natural guaninyl nucleo amino acid as arginine mimetic at the P1 position. This artificial amino acid functions as a conformational restricted arginine isoster with reduced basicity. The folded cyclotide McoTI‐II open‐chain variant McoTI‐29 has been synthesized from a linear precursor by in situ oxidation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)