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HATU (Hexafluorophosphate Azabenzotriazole Tetramethyl Uronium) is a reagent used in peptide coupling chemistry to generate an active ester from a carboxylic acid. HATU is used along with Hünig's base (N,N-diisopropylethylamine), or triethylamine to form amide bonds. Typically DMF is used as solvent, although other polar aprotic solvents can ...
HBTU (Hexafluorophosphate Benzotriazole Tetramethyl Uronium) is a coupling reagent used in solid phase peptide synthesis.It was introduced in 1978 and shows resistance against racemization.
Tetramethylurea is a clear, colorless liquid with mild aromatic odor that is miscible with water and many organic solvents. [6] Unusual for an urea is the liquid state of tetramethylurea in a range of > 170 °C.
TCFH itself is a common reagent used in the preparation of uronium and guanidinium salts used for amide bond formation and peptide synthesis, such as HATU. [3] [4] [5]Amide bond formation with TCFH can be performed in a wide range of organic solvents, most commonly acetonitrile, but also water [6] and in the solid state. [7]
Hydroxybenzotriazole (abbreviated HOBt) is an organic compound that is a derivative of benzotriazole.It is a white crystalline powder, which as a commercial product contains some water (~11.7% wt as the HOBt monohydrate crystal).
It is a derivative of the HOAt family of amide bond forming reagents. It is preferred over HATU, because it does not engage in side reactions with the N-terminus of the peptide. [3] Compared to the HOBt-containing analog PyBOP, PyAOP is more reactive due to the additional nitrogen in the fused pyridine ring of the HOAt moiety. [4]
PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate) is a reagent used to prepare amides from carboxylic acids and amines in the context of peptide synthesis. [3]
In general terms, any solvent that contains a labile H + is called a protic solvent. The molecules of such solvents readily donate protons (H +) to solutes, often via hydrogen bonding. Water is the most common protic solvent. Conversely, polar aprotic solvents cannot donate protons but still have the ability to dissolve many salts. [1] [2]