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Catalog No.
Peptide coupling reagent
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HBTU (2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexauorophosphate), a coupling reagent commonly used in solid phase peptide synthesis. After being introduced in 1978, this agent shows popularity in chemistry and industry use due to its mild activating properties. Moreover, it also shows resistance against racemization. Low tendency for racemization is a key requirement for peptide synthesis. Especially for solid phase peptide synthesis, quantitative yields with short reaction times are crucial in order to make the synthesis of large peptides feasible. [1]

In vitro: Peptide synthesis relied mostly on efficient and safe coupling reagents. HBTU was proved to transform carboxylic acids into azides efficiently and practically. The process might be applied to a wide range of carboxylic acids including N-protected amino acids. In addition, HBTU was of great value in one-pot synthesis of dipeptidyl urea esters, ureas, and carbamates from acids. The advantages of HBTU included the following points: 1) Non-explosive and therefore more suitable for solution/solid phase peptide synthesis. 2) High solubility and stability in classical solvents. 3) Feasible for colorimetric reaction monitoring. [2]

In vivo: So far, no in vivo data has been reported.

Clinical trial: So far, no clinical trial has been conducted.

[1]Adam S.  HBTU: a mild activating ageiw of muramic acid. Bioorg Med Chem Lett. 1992 Mar; 2(6): 571-4.
[2]Knorr R, Trzeciak A, Bannwarth W and Gillessen D.  New coupling reagents in peptide chemistry. Tetrahedron Lett. 1989; 30(15): 1927-30.

Chemical Properties

Physical AppearanceA solid
StorageDesiccate at -20°C
Cas No.94790-37-1
Solubility≥37.9 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
Chemical Name[benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium;hexafluorophosphate
SDFDownload SDF
Canonical SMILESCN(C)C(=[N+](C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

Biological Activity

Description HBTU is a coupling reagent for peptide synthesis.

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