133010-19-2Relevant articles and documents
Synthesis of Optically Active 2-Amino-1,3,4-oxadiazoles and their Hybrid Peptides
Madhu, Chilakapati,Prabhu, Girish,Pal, Rumpa,Guru Row,Sureshbabu, Vommina V.
, p. 1438 - 1446 (2015)
Synthesis of 2-amino-1,3,4-oxadiazole derivatives of Nα-Cbz(benzyloxycarbonyl)/Boc-protected amino/peptide acids under sonication is described. The conditions involved in the present protocol are simple, mild, and racemization free. The utility
Synthesis and conformational study of model peptides containing N-substituted 3-aminoazetidine-3-carboxylic acids
Zukauskaite, Asta,Moretto, Alessandro,Peggion, Cristina,De Zotti, Marta,Sackus, Algirdas,Formaggio, Fernando,De Kimpe, Norbert,Mangelinckx, Sven
, p. 2312 - 2321 (2014/04/17)
Model peptides containing N-substituted 3-aminoazetidine-3-carboxylic acids have been synthesized to investigate the conformational features of these Cα-tetrasubstituted amino acids. The target peptides were designed and prepared by classical synthetic methods in solution, exploiting the convenient N-substituted 3-azidoazetidine-3-carboxylic acids as precursors. The conformational preferences of the newly synthesized peptides were investigated in solution by IR and NMR spectroscopy. It was observed that the 3-aminoazetidine-3-carboxylic acid moiety is likely a β-turn inducer. In addition, an interesting main-chain-to-side-chain hydrogen bond that forms a six-membered pseudo-cycle was detected. It connects the nitrogen (acceptor) of the azetidine ring to the amide NH (donor) of the immediately following residue. This unexpected hydrogen bond increases the number of conformational options offered by N-substituted 3-aminoazetidine-3-carboxylic acids when designing foldamers with new and predictable 3D structures.
Synthesis of Boc- and Z-protected amino acid fluorides employing DAST as a fluorinating agent
Suresh Babu,Gopi,Ananda
, p. 384 - 386 (2007/10/03)
DAST [(diethylamino)sulphur trifluoride] has been used as a fluorinating agent for the synthesis of Boc- and Z-protected amino acid fluorides. All the compounds made have been isolated as crystalline solids in good yield and purity.