Replacement of hydrogen fluoride in solid phase peptide synthesis by methanesulfonic acid

2010 ◽  
Vol 100 (11) ◽  
pp. 435-436 ◽  
Author(s):  
J. W. van Nispen ◽  
J. P. Polderdijk ◽  
W. P. A. Janssen ◽  
H. M. Greven
Keyword(s):  
Peptide Synthesis ◽  
Hydrogen Fluoride ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Methanesulfonic Acid

scholarly journals Efficient solid phase peptide synthesis on a phenacyl-resin by a methanesulfonic acid .ALPHA.-amino deprotecting procedure.

1990 ◽  
Vol 38 (1) ◽  
pp. 270-272 ◽  
Author(s):  
Yoshiaki KISO ◽  
Tooru KIMURA ◽  
Yoichi FUJIWARA ◽  
Hiroshi SAKIKAWA ◽  
Kenichi AKAJI
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Methanesulfonic Acid

Obviation of hydrogen fluoride in Boc chemistry solid phase peptide synthesis of peptide-αthioesters

2016 ◽  
Vol 52 (97) ◽  
pp. 13979-13982 ◽  
Author(s):  
Zachary P. Gates ◽  
Balamurugan Dhayalan ◽  
Stephen B. H. Kent
Keyword(s):  
Peptide Synthesis ◽  
Hydrogen Fluoride ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Trifluoromethanesulfonic Acid

Trifluoromethanesulfonic acid performs comparably to hydrogen fluoride for the on-resin global deprotection of peptides prepared by Boc chemistry solid phase peptide synthesis.

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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