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HBTU Peptide coupling reagent

Catalog No.A7023
Size Price Stock Qty
50g
$80.00
In stock
100g
$138.00
In stock

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Sample solution is provided at 25 µL, 10mM.

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Chemical structure

HBTU

Biological Activity

Description HBTU is a coupling reagent for peptide synthesis.
Targets            
IC50            

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Chemical Properties

Cas No. 94790-37-1 SDF Download SDF
Chemical Name [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium;hexafluorophosphate
Canonical SMILES CN(C)C(=[N+](C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F
Formula C11H16F6N5OP M.Wt 379.3
Solubility >37.9mg/mL in DMSO Storage Desiccate at -20°C
Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

IC50: Not available.

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.

References:
[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.