HCTU
Structural formula | |||||||||||||
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General | |||||||||||||
Surname | HCTU | ||||||||||||
other names |
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Molecular formula | C 11 H 15 ClF 6 N 5 OP | ||||||||||||
Brief description |
White dust |
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properties | |||||||||||||
Molar mass | 413.7 g mol −1 | ||||||||||||
Physical state |
firmly |
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Melting point |
185-190 ° C |
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safety instructions | |||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
HCTU (2- (6-chloro-1 H -benzotriazole-1-yl) -1,1,3,3-tetramethylaminium hexafluorophosphate) is a coupling agent , which in the peptide synthesis for the production of peptides is used.
The coupling of activated amino acids with peptides using HCTU as an auxiliary reagent proceeds with little racemization and takes two minutes. Alternative coupling reagents are e.g. B. HATU , HBTU , TBTU , COMU , TOMBU and COMBU .
Individual evidence
- ↑ a b c d Data sheet O- (6-Chlorobenzotriazol-1-yl) -N, N, N ′, N′-tetramethyluronium hexafluorophosphate ≥98.0% (HPLC) from Sigma-Aldrich , accessed on May 19, 2017 ( PDF ) .
- ↑ CA Chantell, MA Onaiyekan, M. Menakuru: Fast conventional Fmoc solid-phase peptide synthesis: a comparative study of different activators. In: Journal of Peptide Science . Volume 18, Number 2, February 2012, pp. 88-91, doi : 10.1002 / psc.1419 , PMID 22147296 .
- ^ Reinhard Knorr, Arnold Trzeciak, Willi Bannwarth, Dieter Gillessen: New coupling reagents in peptide chemistry. In: Tetrahedron Letters . 30, 1989, p. 1927, doi : 10.1016 / S0040-4039 (00) 99616-3 .
- ↑ CU Hjørringgaard, A. Brust, PF Alewood: Evaluation of COMU as a coupling reagent for in situ neutralization Boc solid phase peptide synthesis. In: Journal of Peptide Science. Volume 18, Number 3, March 2012, pp. 199-207, doi : 10.1002 / psc.1438 , PMID 22252935 .
- ↑ R. Subirós-Funosas, L. Nieto-Rodriguez, KJ Jensen, F. Albericio: COMU: scope and limitations of the latest innovation in peptide acyl transfer reagents. In: Journal of Peptide Science. Volume 19, Number 7, July 2013, pp. 408-414, doi : 10.1002 / psc.2517 , PMID 23712932 .
- ↑ YE Jad, SN Khattab, BG de la Torre, T. Govender, HG Kruger, A. El-Faham, F. Albericio: TOMBU and COMBU as Novel Uronium-type peptide coupling reagents derived from Oxyma-B. In: Molecules. Volume 19, number 11, 2014, pp. 18953-18965, doi : 10.3390 / molecules191118953 , PMID 25412042 .