Synthesis and biological activity of a cyclic pseudohexapeptide analog of somatostatin

Thomas W. Gero, Arno F. Spatola, Ignacio Torres-Aleman, Andrew V Schally

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A cyclic pseudohexapeptide analog of somatostatin, cyclo(Pro[CH2S]Phe-D- Trp-Lys-Thr-Phe) was synthesized by solid phase methods and diphenylphosphoryl azide ring closure. The resulting crystalline compound possessed 23% of the growth hormone inhibitory activity of the parent tetradecapeptide and approximately 6% of the activity of the all-amide cyclic hexapeptide analog inspite of the absence of one of the two postulated intramolecular hydrogen bonds.

Original languageEnglish
Pages (from-to)840-845
Number of pages6
JournalBiochemical and Biophysical Research Communications
Volume120
Issue number3
DOIs
StatePublished - May 16 1984
Externally publishedYes

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Bioactivity
Somatostatin
Amides
Growth Hormone
Hydrogen
Hydrogen bonds
Crystalline materials
diphenylphosphorazidate
cyclo(prolyl-thiomethyl-phenylalanyl-tryptophyl-lysyl-threonyl-phenylalanyl)

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

Synthesis and biological activity of a cyclic pseudohexapeptide analog of somatostatin. / Gero, Thomas W.; Spatola, Arno F.; Torres-Aleman, Ignacio; Schally, Andrew V.

In: Biochemical and Biophysical Research Communications, Vol. 120, No. 3, 16.05.1984, p. 840-845.

Research output: Contribution to journalArticle

Gero, Thomas W. ; Spatola, Arno F. ; Torres-Aleman, Ignacio ; Schally, Andrew V. / Synthesis and biological activity of a cyclic pseudohexapeptide analog of somatostatin. In: Biochemical and Biophysical Research Communications. 1984 ; Vol. 120, No. 3. pp. 840-845.
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