《1,2,3-Triazoles as Amide Bond Mimics: Triazole Scan Yields Protease-Resistant Peptidomimetics for Tumor Targeting》 was published in Angewandte Chemie, International Edition in 2013. These research results belong to Valverde, Ibai E.; Bauman, Andreas; Kluba, Christiane A.; Vomstein, Sandra; Walter, Martin A.; Mindt, Thomas L.. Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The article mentions the following:
The authors report a “”triazole-based scan”” of a bombesin peptide fragment, [Nle14]-BBN(7-14), for identifying novel peptidomimetics with improved properties. Using click chem.-based synthetic strategy, a triazole replacement for the peptide bond was incorporated into the above bombesin peptide fragment, and this led to the synthesis of a series of peptide-based radiotracers with retained nanomolar receptor affinity and an up-to-five fold improved serum stability. In vivo evaluation of a backbone-modified peptide analogs demonstrated the enhanced stability of the vector and its improved tumor-targeting capability. The authors expect that this new methodol. for the stabilization of peptides will find broader application in the field of tumor targeting with small peptides for drug delivery, imaging and peptide receptor radiotherapy. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide) was used in this study.
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics