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Highly lipophilic and chromophoric ferrocenylmethyl [Fem] residue is applied to syntheses of peptides hexaglycine and Leu-enkephalin, masking therein all –Gly bonds. Thereby Fem groups influence properties of Fem-peptide derivatives advantageously both in chemosyntheses and cleaning operations, leading to constantly high yields et each step. Despite of its volumous dimension the Fem residue can be introduced into each peptide bond of oligoglycine by succeeding one another of building blocks of H–Fem–Gly–OMe. Strong alkaline conditions during the hydrolyses of methyl esters occurring several times in peptide derivatives do not influence the Gly–Gly-bond at all. Total protected derivatives BOC–(Fem–Gly–) 6 OMe and BOC–Tyr(tBu)–(Fem–Gly–) 2 Phe–Leu–OtBu even are soluble in hexane/ethylacetate (1:1).

zeitschrift für naturforschung b

Vollständige Maskierung der –Gly-Bindungen mit dem stark lipophilen und chromophoren Ferrocenylmethyl[Fem]-Rest bei Peptidsynthesen von Hexaglycin und Leu-Enkephalin / Total Masking –Gly Bonds by Highly Lipophilic and Chromophoric Ferrocenylmethyl [Fem] Residue in Peptide Syntheses of Hexaglycine and Leu-Enkephalin