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Merck
CN

900892

L-Azidohomoalanine hydrochloride

Synonym(s):

AHA

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About This Item

Empirical Formula (Hill Notation):
C4H8N4O2 · HCl
CAS Number:
Molecular Weight:
180.59
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.21
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form

powder or crystals

Quality Level

reaction suitability

reaction type: click chemistry

mp

139 °C

storage temp.

−20°C

SMILES string

[Cl-].[N+H3][C@@H](CCN=[N+]=[N-])C(=O)O

InChI

1S/C4H8N4O2.ClH/c5-3(4(9)10)1-2-7-8-6;/h3H,1-2,5H2,(H,9,10);1H/t3-;/m0./s1

InChI key

MHHYJRIDKLZZEO-DFWYDOINSA-N

Application

L-Azidohomoalanine (AHA) is an amino acid analog of methionine that contains a very small modification, specifically an azido moiety. This compound can be fed to cultured cells and incorporated into proteins during active protein synthesis. Detection utilizes the chemoselective ligation or “click ” reaction between an azide and an alkyne or cyclooctyne. For example the azido-modified protein can be detected with either fluorescent alkyne or biotin alkyne. Detection sensitivity with these reagents in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS/MS and MALDI-MS analysis.


pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

监管及禁止进口产品

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Explore click chemistry: efficient, high-yield reactions for drug discovery, bioconjugation, and green chemistry with simple conditions and wide applications.

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Expanding the diversity of chemical protein modification allows post-translational mimicry.
van Kasteren S I, et al.
Nature, 446(7139), 1105-1105 (2007)
Teresa Rayon et al.
Science (New York, N.Y.), 369(6510) (2020-09-19)
Although many molecular mechanisms controlling developmental processes are evolutionarily conserved, the speed at which the embryo develops can vary substantially between species. For example, the same genetic program, comprising sequential changes in transcriptional states, governs the differentiation of motor neurons



Global Trade Item Number

SKUGTIN
900892-100MG04061833251362