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909564

Sigma-Aldrich

4-Azido-L-phenylalanine

≥98%

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C9H10N4O2
Numéro CAS:
33173-53-4
Poids moléculaire :
206.20
Numéro MDL:
MFCD00238100
Code UNSPSC :
12352005

Pureté

≥98%

Forme

powder

Capacité de réaction

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

Disponibilité

available only in USA

Température de stockage

−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

Clé InChI

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.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Flame
GHS02

Mention d'avertissement

Danger

Mentions de danger

H242

Classification des risques

Self-react. C

Code de la classe de stockage

5.2 - Organic peroxides and self-reacting hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
MKCM3648
MKCK7842

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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
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
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
Tina Wiegand et al.
Nature communications, 11(1), 32-32 (2020-01-04)
Many intracellular pathogens, such as mammalian reovirus, mimic extracellular matrix motifs to specifically interact with the host membrane. Whether and how cell-matrix interactions influence virus particle uptake is unknown, as it is usually studied from the dorsal side. Here we
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