J. Hlavacek et al., AMINO-ACIDS AND PEPTIDES .233. SYNTHESIS OF PEPTIDES INFLUENCING GROWTH-HORMONE RELEASE, Collection of Czechoslovak Chemical Communications, 59(3), 1994, pp. 707-717
A solid phase peptide synthesis of 17 growth hormone (GH) releasing pe
ptide analogues Ia - IIIc for their use in a pharmacological assay on
GH release is described. While the linear peptide amides Ia - Ij were
synthesized on p-methylbenzhydrylamine resin using Boc strategy, and c
leaved by HF in the presence of scavengers the linear peptide amides I
k and Il were prepared on Merrifield benzyl ester type resin using Fmo
c strategy and cleaved by ammonolysis. The deleted peptide amides IIa
and IIb were obtained as by-products during HPLC purification of analo
gues Ic and Id. The linear precursors of cyclic peptides IIIa - IIIc w
ere also prepared on Merrifield resin and cleaved under mild alkaline
conditions. Their cyclization was performed in solution by diphenylpho
sphoryl azide.