804665
Azido-PEG4-phenyloxadiazole methylsulfone
≥95%
Synonym(s):
2-(4-(2-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy)ethoxy)phenyl)-5-(methylsulfonyl)-1,3,4-oxadiazole
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About This Item
Empirical Formula (Hill Notation):
C17H23N5O7S
Molecular Weight:
441.46
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥95%
Form:
powder
assay
≥95%
form
powder
reaction suitability
reaction type: click chemistry, reagent type: linker
functional group
azide
shipped in
dry ice
storage temp.
−20°C
SMILES string
O=S(C(O1)=NN=C1C2=CC=C(OCCOCCOCCOCCN=[N+]=[N-])C=C2)(C)=O
InChI
1S/C17H23N5O7S/c1-30(23,24)17-21-20-16(29-17)14-2-4-15(5-3-14)28-13-12-27-11-10-26-9-8-25-7-6-19-22-18/h2-5H,6-13H2,1H3
InChI key
UPMDUJBOYVOHRH-UHFFFAOYSA-N
Application
This is a heterobifunctional crosslinker that has a methylsulfonyl group to react with thiols on one end. The methylsulfonyl group is very specific for reacting with thiols in proteins at pH 5.8 to 8.0 and forms a bond that is more stable than that when using maleimide chemistry. The other end of the crosslinker contains an azide group that can react with an alkyne through Cu-mediated click chemistry or with strained alkynes in a Cu-free reaction.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Rapid, stable, chemoselective labeling of thiols with Julia-Kocieński-like reagents: a serum-stable alternative to maleimide-based protein conjugation.
Narihiro Toda et al.
Angewandte Chemie (International ed. in English), 52(48), 12592-12596 (2013-10-15)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 804665-10MG | 04061833232453 |