Skip to Content
MilliporeSigma
All Photos(2)

Documents

900892

Sigma-Aldrich

L-Azidohomoalanine hydrochloride

Synonym(s):

AHA

Sign Into View Organizational & Contract Pricing


About This Item

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

form

powder or crystals

Quality Level

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.

Pictograms

Flame

Signal Word

Danger

Hazard Statements

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Miao Chen et al.
PLoS genetics, 17(11), e1009899-e1009899 (2021-11-19)
The robust proliferation of cancer cells requires vastly elevated levels of protein synthesis, which relies on a steady supply of aminoacylated tRNAs. Delivery of tRNAs to the cytoplasm is a highly regulated process, but the machinery for tRNA nuclear export
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

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

See All

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service