Synthesis of peptides by the solid-phase method. 7. Substance P and analogs

1982 ◽  
Vol 25 (1) ◽  
pp. 64-68 ◽  
Author(s):  
A. Fournier ◽  
R. Couture ◽  
D. Regoli ◽  
M. Gendreau ◽  
S. St-Pierre
Keyword(s):  
Substance P ◽  
Solid Phase ◽  
Phase Method ◽  
Solid Phase Method

Synthesis of peptides by the solid-phase method. V. Substance P and analogs

1980 ◽  
Vol 58 (4) ◽  
pp. 272-280 ◽  
Author(s):  
A. Fournier ◽  
R. Couture ◽  
J. Magnan ◽  
M. Gendreau ◽  
D. Regoli ◽  
...  
Keyword(s):  
Substance P ◽  
Solid Phase ◽  
Gel Filtration ◽  
Paper Electrophoresis ◽  
Exchange Chromatography ◽  
Phase Method ◽  
Elemental Analyses ◽  
Solid Phase Method

We have synthesized a series of 12 analogs of the undecapeptide substance P in order to perform a structure–activity study of this peptide. In the present work, each residue was substituted by L-alanine, and the C-terminal amide was replaced by the free carboxyl in order to pinpoint biologically important side chains and functional groups. The synthesis of the analogs was carried out by the automatic solid-phase method. Couplings were performed by the symmetrical anhydride procedure. After cleavage with liquid HF, the peptides were purified by gel filtration and ion-exchange chromatography. Their purity was assessed by thin-layer chromatography, paper electrophoresis, amino acid and elemental analyses, and high pressure liquid chromatography. They were tested for biological activity in vitro on the ileum of the guinea pig, the mesenteric vein of the rabbit, and the vas deferens of the rat, and in vivo by measuring their effect on the blood pressure of the rat.

ChemInform Abstract: SYNTHESIS OF PEPTIDES BY THE SOLID-PHASE METHOD. 7. SUBSTANCE P AND ANALOGS

1982 ◽  
Vol 13 (28) ◽  
Author(s):  
A. FOURNIER ◽  
R. COUTURE ◽  
D. REGOLI ◽  
M. GENDREAU ◽  
S. ST-PIERRE
Keyword(s):  
Substance P ◽  
Solid Phase ◽  
Phase Method ◽  
Solid Phase Method

Synthesis and Structure-Activity Relationship of Scyliorhinin I Analogues Modified in Position 3, 6, 7 and 8

1993 ◽  
Vol 58 (4) ◽  
pp. 918-924 ◽  
Author(s):  
Jolanta Zboinska ◽  
Krzysztof Rolka ◽  
Gotfryd Kupryszewski ◽  
Krzysztof Golba ◽  
Piotr Imiolek ◽  
...  
Keyword(s):  
Substance P ◽  
Solid Phase ◽  
Phase Method ◽  
Structure Activity ◽  
Dependent Activity ◽  
Solid Phase Method ◽  
Agonistic Activity ◽  
Cd Studies ◽  
Relationship Of ◽  
Dose Dependent

Seven analogues of scyliorhinin I modified in positions 3, 6, 7 and 8 were synthesized by the solid-phase method. Their agonistic activity was determined on isolated guinea pig ileum (GPI). Except for the two analogues modified in position 6, all exhibited dose-dependent activity. Analogues with Phe, D-Phe(F) in position 7 and Abu in position 8 appeared significantly more active than scyliorhinin I and substance P, whereas the analogue with NMeLeu in position 8 appeared to be twice as active as the native molecule, but displayed only 12% of the substance P activity. CD studies indicated that the analogues modified in position 8 behaved differently in the surroundings that mimics the biological membranes.

Peculiarities of a solid-phase method for the Al-Fe/SiO2 and Al-Co/SiO2 powder catalysts production

2019 ◽  
pp. 63-68
Author(s):  
V.A. Artyukh ◽  
◽  
V.N. Borsch ◽  
V.S. Yusupov ◽  
S.Ya. Zhuk ◽  
...  
Keyword(s):  
Solid Phase ◽  
Phase Method ◽  
Solid Phase Method ◽  
Sio2 Powder

Synthesis and biological activity of new metallocenic angiotensin II analogs

1988 ◽  
Vol 53 (11) ◽  
pp. 2914-2919 ◽  
Author(s):  
Pierrette Maes ◽  
Annie Ricouart ◽  
Emmanuel Escher ◽  
André Tartar ◽  
Christian Sergheraert
Keyword(s):  
Amino Acids ◽  
Biological Activity ◽  
Angiotensin Ii ◽  
Solid Phase ◽  
Rabbit Aorta ◽  
Phase Method ◽  
Solid Phase Method

Analogs of angiotensin II in which phenylalanine in position 8 was replaced with cymantrenylalanine or with its triphenylphosphine photosubstitution product were synthesized by the solid-phase method. On rabbit aorta strips, these peptides were found to be pure antagonists of angiotensin II. Their relative affinities are higher than most other analogs substituted in position 8 with bulky amino-acids.

Synthesis of four new V1 antagonists of arginine-vasopressin (AVP) containing new thioacids at position 1 and their vasoconstrictor activity towards isolated mesenteric arterial vessels of rats

1991 ◽  
Vol 56 (2) ◽  
pp. 491-498 ◽  
Author(s):  
Bernard Lammek ◽  
Izabela Derdowska ◽  
Tomasz M. Wierzba ◽  
Witold Juzwa
Keyword(s):  
Peptide Synthesis ◽  
Arginine Vasopressin ◽  
Solid Phase ◽  
Structural Features ◽  
Phase Method ◽  
Competitive Antagonist ◽  
Vasoconstrictor Effect ◽  
Solid Phase Method

In an attempt to determine some of the structural features in position 1 that account for V1 antagonism, four new analogues of arginine-vasopressin were synthesized and the effect of the modifications on the vasoconstrictor activity was checked using isolated mesenteric arterial vessels of rats. The protected precursors required for these analogues were synthesized by a solid phase method of peptide synthesis. One of the reported analogues, namely [1-(4-mercapto-4-tetrahydrothiopyraneacetic acid)., 2-O-methyltyrosine, 8-arginine]vasopressin appears to be a potent competitive antagonist of the vasoconstrictor effect by AVP.

Synthesis of a 21-Residue Fragment of Human Proinsulin by the Polyamide Solid Phase Method

1981 ◽  
Vol 362 (2) ◽  
pp. 833-840 ◽  
Author(s):  
Eric ATHERTON ◽  
Willy HÜBSCHER ◽  
Robert C. SHEPPARD ◽  
Vivienne WOOLLEY
Keyword(s):  
Solid Phase ◽  
Phase Method ◽  
Human Proinsulin ◽  
Solid Phase Method

scholarly journals Syntheses of two deacetyl-thymosin β4analogs and their anti-inflammatory effect on carrageenin-induced edema in the mouse paw

2001 ◽  
Vol 10 (2) ◽  
pp. 89-92 ◽  
Author(s):  
T. Abiko ◽  
R. Ogawa
Keyword(s):  
Marked Reduction ◽  
Solid Phase ◽  
The Other ◽  
Para Position ◽  
Phase Method ◽  
Antiinflammatory Effect ◽  
Solid Phase Method ◽  
Anti Inflammatory ◽  
Inflammatory Effect

Two {Met(0)6}deacetyl-thymosin β4analogs containing Phe(4F) or Tyr(Me) at position 12 were synthesized by the manual solid-phase method, and their anti-inflammatory effect on carrageenin-induced edema in the mouse paw was studied. Fluorination of the para-position of Phe12resulted in a marked antiinflammatory effect on carrageenin-induced edema in the mouse paw compared with that of our synthetic {Met(0)6}deacetyl-thymosin β4, but the other analog, {Met(0)6, Tyr(Me)12}deacetyl-thymosin β4, showed a marked reduction of the anti-inflammatory effect.

The Gas-Solid-Phase 2,5-Dioxopiperazine Synthesis. Cyclization of Vaporous Dipeptides on Silica Surface

1994 ◽  
Vol 59 (2) ◽  
pp. 461-466 ◽  
Author(s):  
Vladimir A. Basiuk ◽  
Taras Yu. Gromovoy
Keyword(s):  
Silica Surface ◽  
Solid Phase ◽  
Phase Method ◽  
Solid Phase Method

The "gas solid-phase" method is used for the preparation of both symmetric and asymmetric 2,5-dioxopiperazines via cyclization of vaporous linear dipeptides in the presence of silica.

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