Molecular structure of TBTU, CAS Number: 125700-67-6
TBTU (CAS 125700-67-6)
Alternate Names:
O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate
Application:
TBTU is a coupling reagent used for solid-phase peptide synthesis
CAS Number:
125700-67-6
Molecular Weight:
321.08
Molecular Formula:
C11H16N5O•BF4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
TBTU is a coupling reagent used for solid-phase peptide synthesis. The compound has been used to study ten different phosphonium and uronium salt-based coupling reagents, which are used to synthesize four peptides. TBTU has been documented as a coupling reagent to synthesize a tetrahydrocarbazole substituted dipeptide in a multi-gram solid-phase synthesis. The compound has also been incorporated with HOBt (hydroxybenzotriazole dihydrate) as a carboxyl activator before the coupling of a C-terminal amino acid with a success rate of 100% coupling.
TBTU (CAS 125700-67-6) References
- Synthesis and protein binding properties of T-antigen containing GlycoPAMAM dendrimers. | Baek, MG. and Roy, R. 2002. Bioorg Med Chem. 10: 11-7. PMID: 11738602
- Tetrazole analogues of cyclolinopeptide A: synthesis, conformation, and biology. | Kaczmarek, K., et al. 2002. Biopolymers. 63: 343-57. PMID: 11920436
- Occupational rhinitis and bronchial asthma due to TBTU and HBTU sensitization. | Miralles, JC., et al. 2003. J Investig Allergol Clin Immunol. 13: 133-4. PMID: 12968399
- N-triazinylammonium tetrafluoroborates. A new generation of efficient coupling reagents useful for peptide synthesis. | Kamiński, ZJ., et al. 2005. J Am Chem Soc. 127: 16912-20. PMID: 16316237
- Search for optimal coupling reagent in multiple peptide synthesizer. | Hachmann, J. and Lebl, M. 2006. Biopolymers. 84: 340-7. PMID: 16489586
- Efficient and controllably selective preparation of esters using uronium-based coupling agents. | Twibanire, JD. and Grindley, TB. 2011. Org Lett. 13: 2988-91. PMID: 21591807
- Synthesis and biological evaluation of naloxone and naltrexone-derived hybrid opioids. | Nassim, BE. and Wang, ML. 2012. Med Chem. 8: 683-9. PMID: 22530908
- Total synthesis of the peptaibols hypomurocin A3 and hypomurocin A5, and their conformation analysis. | Pradeille, N., et al. 2012. Chem Biodivers. 9: 2528-58. PMID: 23161633
- Direct synthesis of maradolipids and other trehalose 6-monoesters and 6,6'-diesters. | Paul, NK., et al. 2013. J Org Chem. 78: 363-9. PMID: 23227969
- COMU: scope and limitations of the latest innovation in peptide acyl transfer reagents. | Subirós-Funosas, R., et al. 2013. J Pept Sci. 19: 408-14. PMID: 23712932
- Unusual orthogonality in the cleavage process of closely related chelating protecting groups for carboxylic acids by using different metal ions. | Mundinger, S., et al. 2014. Chemistry. 20: 1258-62. PMID: 24403218
- Cellulose cross-linking with folic acid at room via diverse-based coupling reagents attaining multifunctional features. | Razaghpour, M., et al. 2023. Carbohydr Polym. 302: 120376. PMID: 36604054
- N-Acetyl-l-phenylalanine Racemization during TBTU Amidation: An In-Depth Study for the Synthesis of Anti-Inflammatory 2-(N-Acetyl)-l-phenylalanylamido-2-deoxy-d-glucose (NAPA). | Sturabotti, E., et al. 2023. Molecules. 28: PMID: 36677671
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
TBTU, 100 g | sc-202831 | 100 g | $166.00 | |||
TBTU, 500 g | sc-202831A | 500 g | $759.00 |