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MilliporeSigma

909564

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

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About This Item

Empirical Formula (Hill Notation):
C9H10N4O2
CAS Number:
Molecular Weight:
206.20
UNSPSC Code:
12352005
MDL number:
Assay:
≥98%
Form:
powder
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assay

≥98%

form

powder

reaction suitability

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

manufacturer/tradename

(BCAA-001)

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.


pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Self-react. C

Storage Class

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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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