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900892

Sigma-Aldrich

L-Azidohomoalanine hydrochloride

Synonym(s):

AHA

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About This Item

Empirical Formula (Hill Notation):
C4H8N4O2 · HCl
CAS Number:
942518-29-8
Molecular Weight:
180.59
UNSPSC Code:
12352209

form

powder or crystals

Quality Level

100

reaction suitability

reaction type: click chemistry

mp

139 °C

storage temp.

−20°C

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.

related product

Product No.
Description
Pricing

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H242

Hazard Classifications

Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ8143
MKCQ0828
MKCN9849
MKCN2591
MKCL8936

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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

Articles

Click Chemistry in Drug Discovery

Drug discovery process by utilizing chemistry reaction of Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes with organoazides to yield 1,4-disubstituted 1,2,3-triazoles.

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