ChemInform Abstract: IMPROVED DEPROTECTION IN SOLID PHASE PEPTIDE SYNTHESIS: QUANTITATIVE REDUCTION OF METHIONINE SULFOXIDE TO METHIONINE DURING HYDROGEN FLUORIDE CLEAVAGE

1982 ◽  
Vol 13 (51) ◽  
Author(s):  
J. P. TAM ◽  
W. F. HEATH ◽  
R. B. MERRIFIELD
Keyword(s):  
Peptide Synthesis ◽  
Hydrogen Fluoride ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Methionine Sulfoxide

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.

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

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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