Use of N-Fmoc amino acid chlorides and activated 2-(fluorenylmethoxy)-5(4H)-oxazolones in solid-phase peptide synthesis. Efficient syntheses of highly N-alkylated cyclic hexapeptide oxytocin antagonists related to L-365,209

1992 ◽  
Vol 57 (16) ◽  
pp. 4394-4400 ◽  
Author(s):  
Debra S. Perlow ◽  
Jill M. Erb ◽  
Norman P. Gould ◽  
Roger D. Tung ◽  
Roger M. Freidinger ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Acid Chlorides ◽  
Cyclic Hexapeptide ◽  
Oxytocin Antagonists

[(9-Fluorenylmethyl)oxy]carbonyl (Fmoc) amino acid chlorides in solid-phase peptide synthesis

1991 ◽  
Vol 56 (8) ◽  
pp. 2635-2642 ◽  
Author(s):  
Louis A. Carpino ◽  
Hann Guang Chao ◽  
Michael Beyermann ◽  
Michael Bienert
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Acid Chlorides

Use of N-Fmoc amino acid chlorides and 2-alkoxy-5(4H)- oxazolones in solid phase peptide synthesis

Peptides ◽  
1992 ◽  
pp. 564-565
Author(s):  
D. S. Perlow ◽  
P. D. Williams ◽  
R. D. Tung ◽  
R. M. Freidinger ◽  
F. M. F. Chen ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Acid Chlorides

Application of cellulose paper as support material in simultaneous solid phase peptide synthesis

1989 ◽  
Vol 54 (6) ◽  
pp. 1746-1752 ◽  
Author(s):  
Jutta Eichler ◽  
Michael Beyermann ◽  
Michael Bienert
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Support Material ◽  
Acid Chlorides ◽  
Cellulose Paper ◽  
Protected Amino Acid ◽  
Model Peptides

Cellulose paper was esterified with Nα-Fmoc-protected amino acid chlorides providing a chemically stable segmental support, the utility of which for simultaneous solid phase peptide synthesis was demonstrated by the synthesis of several sets of model peptides following different synthetic strategies.

ChemInform Abstract: ((9-Fluorenylmethyl)oxy)carbonyl Amino Acid Chlorides in Solid-Phase Peptide Synthesis.

ChemInform ◽  
2010 ◽  
Vol 22 (39) ◽  
pp. no-no
Author(s):  
L. A. CARPINO ◽  
H. G. CAHO ◽  
M. BEYERMANN ◽  
M. BIENERT
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Acid Chlorides

A Strategy for Thioamide Incorporation During Fmoc Solid-Phase Peptide Synthesis with Robust Stereochemical Integrity

2019 ◽  
Author(s):  
luis camacho III ◽  
Bryan J. Lampkin ◽  
Brett VanVeller
Keyword(s):  
Amino Acid ◽  
Functional Groups ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Side Chains ◽  
Amino Acid Side Chains ◽  
Peptide Elongation

We describe a method to protect the sensitive stereochemistry of the thioamide—in analogy to the protection of the functional groups of amino acid side chains—in order to preserve the thioamide moiety during peptide elongation.<br>

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