Oxalyl retro-peptide gelators. Synthesis, gelation properties and stereochemical effects

• Janja Makarević,
• Milan Jokić,
• Leo Frkanec,
• Vesna Čaplar,
• Nataša Šijaković Vujičić and
• Mladen Žinić

Beilstein J. Org. Chem. 2010, 6, 945–959, doi:10.3762/bjoc.6.106

• characteristics were found to strongly influence both, gelator effectiveness and morphological characteristics of gel aggregates. Keywords: chiral; organogel; oxalamide; retro-peptide; self-assembly; Introduction Reversible processes of peptide, protein and nucleic acids self-assembly are of paramount

• fragments present in the gelator molecule. Interestingly, the (S,R)-bis(LeuLeu) retro-peptide 1a, the diastereomer of (S,S)-1a, exhibited an increased Geff for the water/DMSO mixture and decalin which however is absent for water/DMF solvent mixture (Table 1). The latter exemplifies the strong stereochemical