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909815

Sigma-Aldrich

4-Azido-L-homoalanine hydrochloride

≥98%

Synonym(s):

(S)-2-Amino-4-azidobutanoic acid hydrochloride, 4-Azido-L-homoalanine HCl, 4-Azido-L-homoalanine hydrochloride, H-L-Aha-OH*HCl

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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

Assay

≥98%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

availability

available only in USA

storage temp.

2-8°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

The in vivo incorporation of clickable unnatural amino acids such as 4-Azido-L-homoalanine with unique reactivity at a defined postition is used for functionalization of proteins. The azide functionalities in the protein can then be modified with almost any alkyne bearing molecule by Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Copper-free alternatives with strained internal alkynes are also available (SPAAC). Some examples enabled with this technique are protein PEGylation, masking with sugars, and the attachment to antibodies.

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
MKCK5743

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Jigang Wang et al.
Nature protocols, 12(2), 279-288 (2017-01-13)
At present, several assays that use radioisotope labeling to quantify the degradation of long-lived proteins have been developed to measure autophagic flux. Here, we describe a nonradioactive pulse-chase protocol using L-azidohomoalanine (AHA) labeling to quantify long-lived protein degradation during autophagy.
Milena Ullrich et al.
Nature protocols, 9(9), 2237-2255 (2014-08-29)
In this protocol we describe the incorporation of bio-orthogonal amino acids as a versatile method for visualizing and identifying de novo-synthesized proteins in the roundworm Caenorhabditis elegans. This protocol contains directions on implementing three complementary types of analysis: 'click chemistry'

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