Diketopiperadine (DKP) formation is an often encountered side reaction in the synthesis of peptide having C-terminal proline ester. A novel strategy for the avoidance of this side reaction was developed, which utilizes Pfp ester of Tsoc-amino acid and Fmoc-amino acid fluoride as the second and the t
Replacement of hydrogen fluoride in solid phase peptide synthesis by methanesulfonic acid
β Scribed by J. W. van Nispen; J. P. Polderdijk; W. P. A. Janssen; H. M. Greven
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 172 KB
- Volume
- 100
- Category
- Article
- ISSN
- 0165-0513
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β¦ Synopsis
Abstract
The dangerous liquid HF, which in addition causes many sideβreactions, has successfully been replaced by the easyβtoβhandle organic acid methanesulfonic acid for the cleavage of small peptides from the standard Merrifield resin.
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S)-ctMethyimethionine, (S)-ctMethylleucine, 2-aminoisobutyric acid and (S)-otMethylphenylalanine have been incorporated by solid phase peptide strategy in a peptide sequence. The coupling reactions of these Boc-ctMe amino acids and of the following residue in the sequence were readily achieved afte
Azido acids were producedfrom et-branchedacids by a-brominationwith NBS followedby 8ub8titution withsodiumazide andthe productswereusedin a novelmethodof solid-phase synthesis. The azido acids were transformedinto the highly activated acid chloridesandused synthesisof extremelyhinderedpeptidescontai