1-Hydroxy-7-azabenzotriazole
1-Hydroxy-7-azabenzotriazole (HOAt) is a triazole used as a peptide coupling reagent.[1] It suppresses the racemization.[2]
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Systematic IUPAC name
3-Hydroxytriazolo[4,5-b]pyridine | |
Identifiers | |
3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.122.938 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C5H4N4O | |
Molar mass | 136.114 g·mol−1 |
Density | 0.973 g/mL |
Melting point | 213-216°C |
Hazards | |
EU classification (DSD) (outdated) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
HOAt has a melting point between 213 and 216 degrees Celsius.[3] As a liquid, it is transparent and without any color.
References
- 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.
- Valeur, Eric; Bradley, Mark (2009). "Amide bond formation: beyond the myth of coupling reagents". Chemical Society Reviews. 38: 606–631. doi:10.1039/b701677h. PMID 19169468.
- "HOAt". Chemical Book. Retrieved January 30, 2019.
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