1-Hydroxy-7-azabenzotriazole

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
1-Hydroxy-7-azabenzotriazole
Skeletal formula of HOAt
Space-filling model of the HOAt molecule
Names
Systematic IUPAC name
3-Hydroxytriazolo[4,5-b]pyridine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.122.938
Properties
C5H4N4O
Molar mass 136.11 g·mol−1
Hazards
Toxic T
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references

1-Hydroxy-7-azabenzotriazole (HOAt) is a triazole used as a peptide coupling reagent.[1] It suppresses the loss of chirality.[2]

References[edit]

  1. ^ Carpino, Louis A (1993). "1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive". Journal of the American Chemical Society. 115 (10): 4397. doi:10.1021/ja00063a082. 
  2. ^ Valeur, Eric; Bradley, Mark (2009). "Amide bond formation: beyond the myth of coupling reagents". Chemical Society Reviews. 38: 606–631. doi:10.1039/b701677h.