C-terminal N-alkylated peptide amides resulting from the linker decomposition of the Rink amide resin. A new cleavage mixture prevents their formation
| dc.contributor.author | Stathopoulos, P. | en |
| dc.contributor.author | Papas, S. | en |
| dc.contributor.author | Tsikaris, V. | en |
| dc.date.accessioned | 2015-11-24T16:55:08Z | |
| dc.date.available | 2015-11-24T16:55:08Z | |
| dc.identifier.issn | 1075-2617 | - |
| dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/10261 | |
| dc.rights | Default Licence | - |
| dc.subject | cleavage scavengers | en |
| dc.subject | c-terminal n-alkylated amides | en |
| dc.subject | 1,3-dimethoxybenzene scavenger | en |
| dc.subject | linker decomposition | en |
| dc.subject | reagent 1 | en |
| dc.subject | rink amide resin | en |
| dc.subject | trp alkylation | en |
| dc.subject | solid-phase synthesis | en |
| dc.subject | trifluoroacetic-acid | en |
| dc.subject | synthetic peptides | en |
| dc.subject | protecting groups | en |
| dc.subject | side reactions | en |
| dc.subject | tryptophan | en |
| dc.subject | scavengers | en |
| dc.title | C-terminal N-alkylated peptide amides resulting from the linker decomposition of the Rink amide resin. A new cleavage mixture prevents their formation | en |
| heal.abstract | Decomposition of the resin linkers during TFA cleavage of the peptides in the Fmoc strategy leads to alkylation of sensitive amino acids. The C-terminal amide alkylation, reported for the first time, is shown to be a major problem in peptide amides synthesized on the Rink amide resin. This side reaction Occurs as a result. of the Rink amide linker decomposition under TFA treatment of the peptide resin. The use of 1,3-dimethoxybenzene in a cleavage cocktail prevents almost quantitatively formation of C-terminal N-alkylated peptide amides. Oxidized by-product in the tested Cys- and Met-containing peptides were not observed, even if thiols were not used in the cleavage mixture. Copyright (c) 2005 European Peptide Society and John Wiley & Sons, Ltd. | en |
| heal.access | campus | - |
| heal.fullTextAvailability | TRUE | - |
| heal.identifier.primary | Doi 10.1002/Psc.706 | - |
| heal.identifier.secondary | <Go to ISI>://000235942600009 | - |
| heal.identifier.secondary | http://onlinelibrary.wiley.com/store/10.1002/psc.706/asset/706_ftp.pdf?v=1&t=h0f8sb2p&s=29fdc223577fd734005bf8b3ee1bda86c70b22de | - |
| heal.journalName | Journal of Peptide Science | en |
| heal.journalType | peer reviewed | - |
| heal.language | en | - |
| heal.publicationDate | 2006 | - |
| heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
| heal.type | journalArticle | - |
| heal.type.el | Άρθρο Περιοδικού | el |
| heal.type.en | Journal article | en |
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