DNA-binding ligands from peptide libraries containing unnatural amino acids.

A

Base-base interactions in the minor groove of double stranded DNA

[Chemical Structure: See Text] A method has been developed for the synthesis of bisheaded nucleosides with thymine and adenine base moieties. We have demonstrated that, when incorporated in oligonucleotides, extrahelical A-T base interactions are possible when the bisheaded nucleosides are positioned in opposite strands of the duplex and are separated from each other by one regular base pair.status: publishe

Incorporation of 5-hydroxytryptophan in oligopeptides

In the discovery of new inhibitors of enzymes, peptide libraries are actually representing a major point of interest. For this purpose, protecting group strategies are developed for the incorporation of modified amino acids in oligopeptides. Here we describe the incorporation of 5-hydroxytryptophan in oligopeptides using 5-O-benzyl-N-alpha-Fmoc-N-in-Boc-5-hydroxytryptophan as reagent. To evaluate the usefulness of this amino acid in solid phase peptide synthesis, protected 5-hydroxytryptophan was incorporated in a pentagastrine analogue. After deprotection, cleavage from the solid support, HPLC purification was performed and the identity of the obtained products was established by mass spectrometry. Copyright (C) 1996 Elsevier Science Ltdstatus: publishe