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Merck
CN

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:
33173-53-4
Molecular Weight:
206.20
UNSPSC Code:
12352005
MDL number:
MFCD00238100

Key Documents

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Product Name

4-Azido-L-phenylalanine, ≥98%

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

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

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
GHS02

signalword

Danger

hcodes

H242

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK7842
MKCM3648

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Cell chemical biology, 27(10), 1308-1317 (2020-07-30)
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Pathogens (Basel, Switzerland), 9(11) (2020-11-26)
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Scientific reports, 6, 34174-34174 (2016-09-28)
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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
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