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Key Documents

900934

Sigma-Aldrich

Poly(ethylene glycol) α-hydroxy-ω-azido terminated

average Mn 10,000

Synonyme(s) :

α-hydroxy-ω-azido-PEG, PEG-Azide

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About This Item

Formule linéaire :
N3CH2CH2(OCH2CH2)nOH
Code UNSPSC :
12162002
Nomenclature NACRES :
NA.23

Forme

powder or chunks

Poids mol.

Mn 9000-11000 (by NMR)
average Mn 10,000

Disponibilité

available only in USA

Couleur

white to off-white

Température de stockage

−20°C

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Description générale

α-Hydroxy-ω-azido terminated-poly(ethylene glycol) is a heterobifunctional PEG derivative that can be used to modify peptides, proteins, or other bioconjugation chemistry applications. PEGylated materials have found broad use in drug delivery systems, virology, and immunology, as the incorporation of PEG improves pharmacological properties such as increased water solubility, enhanced resistance to degradation (protein hydrolysis), increased circulation half-life, and reduced antigenicity. In addition to PEGylation, this heterobifunctional PEG can also be used to form networks for tissue engineering or drug delivery applications due to its dual reactivity.

Application

α-Hydroxy-ω-azido terminated-poly(ethylene glycol) features two distinct, terminal functional groups: an azide and a hydroxyl group. The terminal azide can undergo copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) or strain promoted azide-alkyne cycloaddition (spAAC), depending on reaction conditions and the identity of the alkyne. In addition, the terminal azide can be reduced to an amine in mild conditions for use in other coupling reactions. The free hydroxyl allows for additional functionalization or a secondary coupling reaction.

Pictogrammes

Flame

Mention d'avertissement

Danger

Mentions de danger

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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Consulter la Bibliothèque de documents

Joseph G Plaks et al.
Bioconjugate chemistry, 26(6), 1104-1112 (2015-05-20)
Approaches that allow bioorthogonal and, in turn, site-specific chemical modification of proteins present considerable opportunities for modulating protein activity and stability. However, the development of such approaches that enable site-selective modification of proteins at multiple positions, including internal sites within
Sabrina M Hodgson et al.
Biomacromolecules, 17(3), 1093-1100 (2016-02-05)
A series of poly(ethylene glycol) (PEG) hydrogels was synthesized using strain-promoted alkyne-azide cycloaddition (SPAAC) between PEG chains terminated with either aza-dibenzocyclooctynes or azide functionalities. The gelation process was found to occur rapidly upon mixing the two components in aqueous solution
Kevin N Sill et al.
Biomacromolecules, 18(6), 1874-1884 (2017-05-06)
Described is the development of a polymeric micelle drug delivery platform that addresses the physical property limitations of many nanovectors. The system employs triblock copolymers comprised of a hydrophilic poly(ethylene glycol) (PEG) block, and two poly(amino acid) (PAA) blocks: a
Ian W Hamley
Biomacromolecules, 15(5), 1543-1559 (2014-04-12)
The remarkable diversity of the self-assembly behavior of PEG-peptides is reviewed, including self-assemblies formed by PEG-peptides with β-sheet and α-helical (coiled-coil) peptide sequences. The modes of self-assembly in solution and in the solid state are discussed. Additionally, applications in bionanotechnology

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