TSTU
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | TSTU | |||||||||||||||
other names |
O - ( N -Succinimidyl) - N , N , N ′, N ′ -tetramethyluronium tetrafluoroborate |
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Molecular formula | C 9 H 16 BF 4 N 3 O 3 | |||||||||||||||
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properties | ||||||||||||||||
Molar mass | 301.05 g mol −1 | |||||||||||||||
Physical state |
firmly |
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Melting point |
198-201 ° 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 . |
N , N , N ', N ' -Tetramethyl- O - ( N -succinimidyl) uronium tetrafluoroborate is a coupling reagent from the group of uronium salts. TSTU is water soluble, which is why it is used for peptide synthesis , crosslinking and immobilization of proteins . The immobilization cantake placeon silica gel , among other things. TSTU is based on HOSu . It is used in peptide synthesis for thelow- racemization coupling of N -methylated amino acids . With TSTU also be glycoconjugates produced.
Individual evidence
- ↑ a b c d data sheet N, N, N ′, N′-Tetramethyl-O- (N-succinimidyl) uronium tetrafluoroborate, 97% from Sigma-Aldrich , accessed on October 27, 2016 ( PDF ).
- ↑ M. Werner, A. Heil, N. Rothermel, H. Breitzke, PB Groszewicz, AS Thankamony, T. Gutmann, G. Buntkowsky: Synthesis and solid state NMR characterization of novel peptide / silica hybrid materials. In: Solid state nuclear magnetic resonance. Volume 72, November 2015, pp. 73-78, doi: 10.1016 / j.ssnmr.2015.09.008 , PMID 26411982 .
- ↑ a b Y. Nishiyama, S. Ishizuka, T. Mori, K. Kurita: O- (N-succinimidyl) -1,1,3,3-tetramethyluronium tetrafluoroborate-N-hydroxysuccinimide-CuCl2: a facile and reliable system for racemization-free coupling of peptides having a carboxy-terminal N-methylamino acid. In: Chemical & pharmaceutical bulletin. Volume 48, Number 3, March 2000, pp. 442-444, PMID 10726875 .
- ↑ M. Andersson, S. Oscarson, L. Ohberg: Synthesis of oligosaccharides with oligoethylene glycol spacers and their conversion into glycoconjugates using N, N, N ', N'-tetramethyl (succinimido) uronium tetrafluoroborate as coupling reagent. In: Glycoconjugate journal. Volume 10, Number 6, December 1993, pp. 461-465, PMID 8173338 .