Solid-phase synthesis of a small library of 3-phenylthio-3-nicotinyl propionic acid derivatives acting as antagonists of the integrin αVβ3

2004 ◽  
Vol 14 (3) ◽  
pp. 657-661 ◽  
Author(s):  
Paola Vianello ◽  
Paolo Cozzi ◽  
Arturo Galvani ◽  
Maurizio Meroni ◽  
Mario Varasi ◽  
...  
Keyword(s):  
Propionic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Integrin Αvβ3 ◽  
Phase Synthesis

scholarly journals A quenched fluorescent substrate for thimet peptidase containing a new fluorescent amino acid, DL-2-amino-3-(7-methoxy-4-coumaryl)propionic acid

1991 ◽  
Vol 274 (1) ◽  
pp. 45-48 ◽  
Author(s):  
C G Knight
Keyword(s):  
Amino Acid ◽  
Propionic Acid ◽  
Model Compound ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Fluorescent Substrate ◽  
Peptide Substrates ◽  
Phase Synthesis ◽  
Fluorescent Peptide ◽  
Fluorescent Amino Acid

DL-2-Amino-3-(7-methoxy-4-coumaryl)propionic acid, a new fluorescent amino acid (abbreviated to Amp), has been synthesized to provide an alternative to tryptophan in quenched fluorescent peptide substrates for peptidases. The model compound Ac-DL-Amp-NH2 was intensely fluorescent with an excitation maximum at 328 nm and an emission maximum at 392 nm. Fmoc (fluoren-9-ylmethoxycarbonyl)-DL-Amp was made to allow the solid-phase synthesis of Amp-containing peptides by the Fmoc-polyamide method. The peptide derivative Dnp (2,4-dinitrophenyl)-Pro-Leu-Gly-Pro-DL-Amp-D-Lys was cleaved by thimet peptidase at the Leu-Gly bond, with a 20-fold enhancement of fluorescence. The value of kcat./Km for thimet peptidase was 6.7 x 10(5) M-1.s-1, compared with the value of 2.4 x 10(5) M-1.s-1 for the tryptophan-containing analogue, Dnp-Pro-Leu-Gly-Pro-Trp-D-Lys.

A modified benzhydrylamine - A useful handle reagent for Fmoc based solid phase synthesis of peptide amides

1988 ◽  
Vol 53 (11) ◽  
pp. 2791-2800 ◽  
Author(s):  
Susumu Funakoshi ◽  
Eigoro Murayama ◽  
Lili Guo ◽  
Nobutaka Fujii ◽  
Haruaki Yajima
Keyword(s):  
Propionic Acid ◽  
Arginine Vasopressin ◽  
Trifluoroacetic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Biologically Active ◽  
Molar Ratio ◽  
Phase Synthesis ◽  
Active Peptide ◽  
Biologically Active Peptide

Usefulness of a dimethoxybenzhydrylamine derivative, 3-(3-(Fmoc-amino-4-methoxyphenylmethyl)-4-methoxyphenyl)propionic acid, for Fmoc-based solid phase synthesis of peptide amides was demonstrated by preparation of three biologically active peptide amides, i.e. tetragastrin, neuromedin B and [8-arginine]vasopressin. 1M trimethylsilyl bromide-thioanisole (molar ratio 1 : 1) in trifluoroacetic acid was recommended as a deprotecting reagent for releasing the peptide amides from the resin.

The study of the interaction between chitosan and 2,2-bis(hydroxymethyl)propionic acid during solid-phase synthesis

2011 ◽  
Vol 53 (5-6) ◽  
pp. 358-370 ◽  
Author(s):  
T. S. Demina ◽  
T. A. Akopova ◽  
L. V. Vladimirov ◽  
A. N. Shchegolikhin ◽  
A. S. Kechek’yan ◽  
...  
Keyword(s):  
Propionic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis
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