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Merck
CN

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
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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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L.A. Carpino, A. El-Faham
Tetrahedron, 55, 6813-6813 (1999)
Hsuan-Ni Lin et al.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society, 34(11), 1883-1893 (2016-02-27)
Fracture healing is regulated by a variety of inflammatory mediators and growth factors which act over time to regenerate the injured tissue. This study used a mouse femur fracture model to quantify the temporal expression pattern of lipid mediators, cytokines
Y. Nishiyama et al.
Tetrahedron Letters, 42, 8789-8789 (2001)



Global Trade Item Number

SKUGTIN
41996-25ML-F04061838119759
41996-100ML-F04061838119742