Tosyl-α-amino Acids. II. The Use of the Acid Chlorides for Peptide Synthesis in the Presence of Aqueous Alkali

1957 ◽  
Vol 79 (12) ◽  
pp. 3262-3263 ◽  
Author(s):  
A. F. Beecham
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Aqueous Alkali ◽  
Acid Chlorides

The 2,2,2-Trichloroethyl Group for Carboxyl Protection During Peptide Synthesis

1973 ◽  
Vol 51 (2) ◽  
pp. 208-214 ◽  
Author(s):  
Bernard Marinier ◽  
Yoon C. Kim ◽  
Jean-Marie Navarre
Keyword(s):  
Amino Acids ◽  
Acetic Acid ◽  
Peptide Synthesis ◽  
Optical Activity ◽  
Selective Removal ◽  
Acid Chlorides ◽  
Protecting Group

The 2,2,2-trichloroethyl esters of several N-carbobenzoxy-amino acids were prepared by reacting the corresponding acid chlorides with trichloroethanol and the carbobenzoxy groups were selectively removed by HBr–AcOH. The resulting esters were then coupled with various N-carbobenzoxy-amino acids or peptides using dicyclohexylcarbodiimide in acetonitrile to give N-carbobenzoxy-peptide trichloroethyl esters. The selective removal of the trichloroethyl protecting group was effected by reduction using zinc in acetic acid. The optical activity of the N-carbobenzoxy-peptides so obtained agreed well with the values reported in the literature. The overall results suggest that the 2,2,2-trichloroethyl group could be useful for carboxyl protection during peptide synthesis.

Tosyl-α-amino Acids. I. Degradation of the Acid Chlorides and Azides by Aqueous Alkali

1957 ◽  
Vol 79 (12) ◽  
pp. 3257-3261 ◽  
Author(s):  
A. F. Beecham
Keyword(s):  
Amino Acids ◽  
Aqueous Alkali ◽  
Acid Chlorides

scholarly journals Amino Acids and Peptides. XLIX. Synthesis of .GAMMA.-2-Adamantylglutamate and Its Evaluation for Peptide Synthesis.

1997 ◽  
Vol 45 (1) ◽  
pp. 88-92 ◽  
Author(s):  
Yoshio OKADA ◽  
Yu MU
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis

4-Methoxybenzyloxycarbonyl amino acids in solid phase peptide synthesis

2009 ◽  
Vol 30 (5) ◽  
pp. 662-667 ◽  
Author(s):  
S.S. WANG ◽  
S.T. CHEN ◽  
K.T. WANG ◽  
R.B. MERRIFIELD
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis

The dependence of racemization in peptide synthesis on the relative configuration of amino acids

1978 ◽  
Vol 19 (30) ◽  
pp. 2711-2712 ◽  
Author(s):  
Anatol Arendt ◽  
Aleksander M. Kołodziejczyk ◽  
Teresa Sołowska
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Relative Configuration

-2-(2,4-dinitrophenyl)ethyloxycarbonyl-amino acids, new base labile protected derivatives suitable for solid-phase peptide synthesis.

1992 ◽  
Vol 33 (34) ◽  
pp. 4989-4992 ◽  
Author(s):  
Montse Acedo ◽  
Fernando Albericio ◽  
Ramon Eritja
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis

Suppression of epimerization by cupric (II) salts in peptide synthesis using free amino acids as amino components

1999 ◽  
Vol 53 (3) ◽  
pp. 322-328 ◽  
Author(s):  
M.G. Ryadnov ◽  
L.V. Klimenko ◽  
Y.V. Mitin
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Free Amino Acids ◽  
Free Amino

Peptide Synthesis through Cell-Free Expression of Fusion Proteins Incorporating Modified Amino Acids as Latent Cleavage Sites for Peptide Release

ChemBioChem ◽  
2016 ◽  
Vol 17 (10) ◽  
pp. 908-912 ◽  
Author(s):  
Mantas Liutkus ◽  
Samuel A. Fraser ◽  
Karine Caron ◽  
Dannon J. Stigers ◽  
Christopher J. Easton
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Fusion Proteins ◽  
Free Expression ◽  
Cleavage Sites ◽  
Peptide Release

ChemInform Abstract: Unusual Amino Acids in Peptide Synthesis

1984 ◽  
Vol 15 (16) ◽  
Author(s):  
D. C. ROBERTS ◽  
F. VELLACCIO
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Unusual Amino Acids
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