One pot conjugation of the polypeptides directed by phosphorus oxychloride.
A series of homopeptides and their conjugates were synthesized in one pot reaction in the presence of phosphorus oxychloride and the conjugate yield was structurally dependent. Menthol and benzylamine conjugated to the homopeptides quantitatively. Homopeptides when treated with diisopropyloxyphosphite (DIPPH) and NaClO yield the corresponding N-phosphoryl peptides. Electrospray ionization-mass spectrometry (ESI-MS)/MS was used to study the structure of peptide conjugates. This paper reports a simple method to synthesize the homopeptides and their conjugate derivatives and the fact that phosphoryl peptides could also be obtained by one pot reaction.
Zhou
N
N
College of Chemistry and Engineering, Xiamen University, Xiamen, China.
Liu
Y
Y
Zhou
G J
GJ
Zhao
Y F
YF
D001596:Benzylamines / Q000737:chemistry; D007532:Isoleucine / Q000737:chemistry; D008610:Menthol / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis*; D010649:Phenylalanine / Q000737:chemistry; D017553:Phosphorus Compounds / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D014633:Valine / Q000737:chemistry
D001596:Benzylamines; D010455:Peptides; D017553:Phosphorus Compounds; D007532:Isoleucine; D008610:Menthol; D010649:Phenylalanine; C013196:phosphoryl chloride; C030796:benzylamine; D014633:Valine