2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (TSTU) acts as an efficient coupling agent through rapid activation of carboxylic acids to form N-succinimidyl active esters, which react with primary amines to form carboxamides. It is effective even in the presence of water. TSTU is selective towards amines in the presence of alcoholic group. It is employed as a coupling regent in the synthesis of peptides. With amine-protected alpha-amino acids, it brings about coupling without significant epimerization. It is useful for linking of sensor molecules with amino groups to amino-functionalized AFM (atomic force microscope) tips.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (TSTU) acts as an efficient coupling agent through rapid activation of carboxylic acids to form N-succinimidyl active esters, which react with primary amines to form carboxamides. It is effective even in the presence of water. TSTU is selective towards amines in the presence of alcoholic group. It is employed as a coupling regent in the synthesis of peptides. With amine-protected alpha-amino acids, it brings about coupling without significant epimerization. It is useful for linking of sensor molecules with amino groups to amino-functionalized AFM (atomic force microscope) tips.
Solubility
Soluble in acetonitrile, DMF, chloroform, dichlorormethane and acetonitrile.
Notes
Moisture sensitive, Incompatible with strong oxidizing agents.
RUO – Research Use Only
Yang, Q.; Wang, H.; Lan, X.; Cheng, B.; Chen, S.; Shi, H.; Xiao, H.; Ma, Y. Reflection-mode micro-spherical fiber-optic probes for in vitro real-time and single-cell level pH sensing. Sens. Actuators B 2015, 207, 571-580.
Yang, Q.; Wang, H.; Chen, S.; Lan, X.; Xiao, H.; Shi, H.; Ma, Y. Fiber-Optic-Based Micro-Probe Using Hexagonal 1-in-6 Fiber Configuration for Intracellular Single-Cell pH Measurement. Anal. Chem. 2015, 87 (14), 7171-7179.