Amino acids and peptides. Part 38. Development of a new amino-protecting group, 2-adamantyloxycarbonyl, and its application to peptide synthesis

1994 ◽  
pp. 3201 ◽  
Author(s):  
Yasuhiro Nishiyama ◽  
Noriyuki Shintomi ◽  
Yukihiro Kondo ◽  
Yoshio Okada
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Protecting Group ◽  
Group 2

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.

Methylphosphinyl (Dmp): A new protecting group of tyrosine suitable for peptide synthesis by use of boc-amino acids

1986 ◽  
Vol 27 (35) ◽  
pp. 4181-4184 ◽  
Author(s):  
Masaaki Ueki ◽  
Yoshiyuki Sano ◽  
Ichiro Sori ◽  
Kozo Shinozaki ◽  
Hidekazu Oyamada ◽  
...  
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Protecting Group

ChemInform Abstract: Dimethylphosphinyl (Dmp): A New Protecting Group of Tyrosine Suitablefor Peptide Synthesis by Use of Boc-Amino Acids.

ChemInform ◽  
1987 ◽  
Vol 18 (1) ◽  
Author(s):  
M. UEKI ◽  
Y. SANO ◽  
I. SORI ◽  
K. SHINOZAKI ◽  
H. OYAMADA ◽  
...  
Keyword(s):  
Amino Acids ◽  
Peptide Synthesis ◽  
Protecting Group

2-(2-Nitrophenyl) propyl: a rapidly released photolabile COOH-protecting group for solid-phase peptide synthesis

RSC Advances ◽  
2015 ◽  
Vol 5 (36) ◽  
pp. 28344-28348 ◽  
Author(s):  
Gang Wang ◽  
Tao Peng ◽  
Shouguo Zhang ◽  
Junyi Wang ◽  
Xiaoxue Wen ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Carboxyl Group ◽  
Protecting Group ◽  
Group 2 ◽  
Photolabile Protecting Group

We developed a new efficient photolabile protecting group, 2-(2-nitrophenyl) propyl (Npp) that blocks the carboxyl group in peptide synthesis.

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