41996
1-Hydroxy-7-azabenzotriazole solution
~0.6 M in DMF, for peptide synthesis
Synonym(s):
3H-[1,2,3]-Triazolo[4,5-b]pyridin-3-ol, HOAt
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About This Item
Empirical Formula (Hill Notation):
C5H4N4O
CAS Number:
Molecular Weight:
136.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Beilstein/REAXYS Number:
1211115
Product Name
1-Hydroxy-7-azabenzotriazole solution, ~0.6 M in DMF
form
liquid
Quality Level
reaction suitability
reaction type: Addition Reactions
concentration
~0.6 M in DMF
impurities
<1.0% water
refractive index
n20/D 1.441
density
0.978 g/mL at 20 °C
application(s)
peptide synthesis
SMILES string
On1nnc2cccnc12
InChI
1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H
InChI key
FPIRBHDGWMWJEP-UHFFFAOYSA-N
General description
1-Hydroxy-7-azabenzotriazole solution, also known as 3H-[1,2,3]-triazolo[4,5-b]pyridin-3-ol, is a benzotriazolic additive that is commonly used as a coupling reagent for amino acids and peptides. It is also used to minimize epimerization.
Application
1-Hydroxy-7-azabenzotriazole solution is used as a reagent in the solid-phase synthesis of chiral peptide nucleic acids.
Other Notes
Coupling additive for efficient racemization-free coupling in peptide synthesis; segment coupling.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B
Storage Class
3 - Flammable liquids
flash_point_f
136.4 °F - closed cup
flash_point_c
58 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Y. Nishiyama et al.
Tetrahedron Letters, 42, 8789-8789 (2001)
L.A. Carpino et al.
The Journal of Organic Chemistry, 60, 3561-3561 (1995)
Júlia García-Pindado et al.
Biopolymers, 109(10), e23112-e23112 (2018-03-13)
While revisiting biologically active natural peptides, the importance of the tryptophan residue became clear. In this article, the incorporation of this amino acid, brominated at different positions of the indole ring, into cyclic peptides was successfully achieved. These products demonstrated
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 41996-25ML-F | 04061838119759 |
| 41996-100ML-F | 04061838119742 |