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2135330-58-2

2135330-58-2 Structure

2135330-58-2 Structure
IdentificationBack Directory
[Name]

1-Pyrenecarboxylic acid-PEG2-azide
[CAS]

2135330-58-2
[Synonyms]

1-Pyrenecarboxylic acid-PEG2-azide
[Molecular Formula]

C23H22N4O3
[MDL Number]

MFCD28385515
[MOL File]

2135330-58-2.mol
[Molecular Weight]

402.45
Chemical PropertiesBack Directory
[solubility ]

soluble in dichloromethane, chloroform, moderately soluble in DMSO, DMF, acetonitrile
[Appearance]

off-white to yellowish solid
Hazard InformationBack Directory
[Description]

This product will be discontinued soon in favor of Pyrene azide 2


Pyrene is a polyaromatic hydrocarbon with strong short-wavelength fluorescence. Unlike other fluorescent dyes, polyaromatic hydrocarbons are fluorescent probes with a strong sensitivity to the microenvironment. Thus, its fluorescence is different in polar, and nonpolar environments. Other effects can also be observed.


When two pyrenes are in close proximity, they form excimers. Excimer formation can be easily observed, and quantitatively estimated using fluorescent spectra.


Pyrene azide is a reagent for easy pyrene click chemistry labeling of any alkyne-bearing molecule. It allows turning any molecule into a pyrene-bearing probe.


This azide contains a hydrophilic triethyleneglycol linker to mitigate intrinsic pyrene hydrophobicity and facilitate attachment to biomolecules in aqueous solutions.


Another pyrene azide for click chemistry labeling is also available: Pyrene azide 2.

[Uses]

Pyrene-PEG2-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. Pyrene-PEG2-azide is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
[Biological Activity]

Pyrene-PEG2-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[1].
[IC 50]

PEGs
[References]

[1]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562
[Abs/Em Maxima]

343; 326; 313; 276; 265; 242; 234/377; 397 nm
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1807540-88-0 2566404-73-5

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