TBTU

CAS 125700-67-6, Cat. No EN300-23976
Reagent for peptide synthesis

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TBTU is one of the reagent alternatives for peptide coupling that can offer better yield in the case of cyclization of peptides¹. It is white solid, soluble in DMF, and has great stability. Also, it can perform greatly in case of hindered amino acids. In a comparison study of different reagents during the cyclization of hexapeptides, TBTU was 5 to 70 times faster than diphenylphosphoryl azide (DPPA) or HBTU. The solid-phase head-to-tail cyclization using TBTU:DIEA activation gave quantitative yields for cyclic peptides containing Asp, Asn, or Glx residues. TBTU is faster than DIC:HOBt in synthesizing tyrosine-containing cyclic 10 to 12-membered cyclopeptides. For the solid-phase cyclization of the sponge-origin cyclopeptide stylopeptide 1 usage of TBTU:HOBt:DIEA in dichloromethane leads to higher yields.

Synonyms: 1H-benzotriazolium, 1-[bis(dimethylamino)methylene]-, 3-oxide, tetrafluoroborate(1-) (9CI); (benzotriazol-1-yloxy-dimethylamino-methylene)dimethylammonium tetrafluoroborate; 2-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethylammonium tetrafluoroborate; O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; O-benzotriazol-1-yl-tetramethyluronium tetrafluoroborate; O-benzotriazolyl tetramethylisouronium tetrafluoroborate; O-benzotriazol-1-yl-N,N,N’ ,N’ - tetramethyluronium tetrafluoroborate