O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol

Name: O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol
SKU: ACM957486827-1
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Catalog NumberACM957486827-1

CAS Number957486-82-7

CategoryPoly(ethylene glycol) and Poly(ethylene oxide); Polymers

IUPAC Name

2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanamine

Molecular Weight

350.41g/mol

Molecular Formula

C14H30N4O6

Canonical SMILES

C(COCCOCCOCCOCCOCCOCCN=[N+]=[N-])N

InChI

InChI=1S/C14H30N4O6/c15-1-3-19-5-7-21-9-11-23-13-14-24-12-10-22-8-6-20-4-2-17-18-16/h1-15H2

InChI Key

VCQSTKKJKNUQBI-UHFFFAOYSA-N

Application

O-(2-Aminoethyl)-O'-(2-azidoethyl)pentaethylene glycol serves as a versatile bifunctional reagent for facilitating chemical modifications and molecular labeling. This compound, featuring an amino group and an azide group, acts as a cross-linking agent capable of participating in Click Chemistry reactions. The amino group allows for reactivity with carboxylic acids, activated NHS esters, and carbonyl-containing compounds such as ketones and aldehydes. Meanwhile, the azide group is primed for interactions with alkynes, BCN, and DBCO, forming stable triazole linkages. It is effectively employed in synthesizing fluorescent azides, such as Alexa568-azide, which enables click staining reactions with molecules like 5-ethynyluridine-labeled cellular RNA, assisting in detailed cellular studies.

Complexity

292

Covalently-Bonded Unit Count

Exact Mass

350.216535g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

350.216535g/mol

Rotatable Bond Count

XLogP3

-0.7