Abstract:
:Among the available protocols, chemically driven approaches to oxidize cysteine may not be required for molecules that, under the native-like conditions, naturally fold in conformations ensuring an effective pairing of the right disulfide bridge pattern. In this contest, we successfully prepared the distinctin, a natural heterodimeric peptide, and some synthetic cyclic peptides that are inhibitors of the CXCR4 receptor. In the first case, the air oxidation reaction allowed to connect two peptide chains via disulfide bridge, while in the second case allowed the cyclization of rationally designed peptides by an intramolecular disulfide bridge. Computational approaches helped to either drive de-novo design or suggest structural modifications and optimal oxidization protocols for disulfide-containing molecules. They are able to both predict and to rationalize the propensity of molecules to spontaneously fold in suitable conformations to achieve the right disulfide bridges.
journal_name
Amino Acidsjournal_title
Amino acidsauthors
Calce E,Vitale RM,Scaloni A,Amodeo P,De Luca Sdoi
10.1007/s00726-015-1983-4subject
Has Abstractpub_date
2015-08-01 00:00:00pages
1507-15issue
8eissn
0939-4451issn
1438-2199journal_volume
47pub_type
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