Skip to Content
Merck
All Photos(1)

Key Documents

909564

Sigma-Aldrich

4-Azido-L-phenylalanine

≥98%

Synonym(s):

3-(p-Azidophenyl)-L-alanine hydrochloride, 4-Azidophenylalanine hydrochloride, 4-N3-L-Phenylalanine, p-Azido-L-phenylalanine hydrochloride, p-Azido-Phe*HCl, p-Azidophenylalanine hydrochloride, H-4-Azido-Phe*HCl, H-L-4-Azido-Phe-OH, H-L-Phe(4-N3)-OH, H-Phe(4-N3)*HCl, Phe(pN3)*HCl

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C9H10N4O2
CAS Number:
Molecular Weight:
206.20
MDL number:
UNSPSC Code:
12352005

Assay

≥98%

form

powder

reaction suitability

reaction type: click chemistry
reaction type: solution phase peptide synthesis

availability

available only in USA

storage temp.

−20°C

InChI

1S/C9H10N4O2/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11/h1-4,8H,5,10H2,(H,14,15)/t8-/m0/s1

InChI key

NEMHIKRLROONTL-QMMMGPOBSA-N

Application

The in-vivo incorporation of clickable unnatural amino acids such as 4-Azido-L-phenylalanine 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.

related product

Product No.
Description
Pricing

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Shu Zhao et al.
Communications biology, 3(1), 706-706 (2020-11-27)
Tyrosine kinase A (TrkA) is a membrane receptor which, upon ligand binding, activates several pathways including MAPK/ERK signaling, implicated in a spectrum of human pathologies; thus, TrkA is an emerging therapeutic target in treatment of neuronal diseases and cancer. However
Steven J Frey et al.
Advanced healthcare materials, 10(4), e2000714-e2000714 (2020-08-06)
Respiratory syncytial virus (RSV), for which there is currently no licensed vaccine, displays a fusion (F) protein that is considered a vaccine target. This protein has an antigenic site called site Ø, which has been shown to elicit potent, neutralizing
Nicholas S Groves et al.
Pathogens (Basel, Switzerland), 9(11) (2020-11-26)
The insurgence of superresolution microscopy into the fields of virology and microbiology has begun to enable the mapping of molecular assemblies critical for host-pathogen interfaces that organize on a scale below the resolution limit of the light microscope. It is
Juan Shao et al.
Scientific reports, 6, 34174-34174 (2016-09-28)
Leucine zipper-EF-hand-containing transmembrane protein1 (LETM1) is located in the mitochondrial inner membrane and is defective in Wolf-Hirschhorn syndrome. LETM1 contains only one transmembrane helix, but it behaves as a putative transporter. Our data shows that LETM1 knockdown or overexpression robustly
Urjita H Shah et al.
Cell chemical biology, 27(10), 1308-1317 (2020-07-30)
G protein-coupled receptors (GPCRs) are critical mediators of cell signaling. Although capable of activating G proteins in a monomeric form, numerous studies reveal a possible association of class A GPCRs into dimers/oligomers. The relative location of individual protomers within these

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