Author/Authors :
Sheikhhosseini, Enayatollah Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman , Balalaie, Saeed Peptide Chemistry Research Center, K. N. Toosi University of Technology, P. O. Box 15875- 4416, Tehran , Bigdeli, Mohammadali Faculty of Chemistry, Kharazmi Uinversity, No. 49, Mofateh Ave. Tehran
Abstract :
A new biological active hexapeptide of C-terminal of nocistatin, contains Glu-Gln-Lys-
Gln-Leu-Gln sequence was synthesized according to solid phase peptide synthesis on the
surface of 2-chloro tritylchloride resin and using fmoc-protected amino acids in the presence of
TBTU (O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyl uranium tetrafluoroborate) as a coupling
reagent. Then, amidation of the C-terminus of peptides was carried out using NH4Cl and alkyl
ammonium chloride (RNH3Cl) in the presence of TBTU and a tertiary amine (DIPEA) as the
base at room temperature in good to high yields. Cleavage of the desired peptides from the
surface of the resin after the addition of TFA (1%) provided the protected peptides. All of
the products were purified using preparative HPLC and structures were assigned according to
MALDI-mass spectrometry data
Keywords :
Solid phase peptide synthesis , Nocistatin , Amidation , C-Terminal amidated peptides.
