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2055014-64-5

2055014-64-5 Structure

2055014-64-5 Structure
IdentificationBack Directory
[Name]

Azido-PEG6-NHS ester
[CAS]

2055014-64-5
[Synonyms]

CAS_2055014-64-5
Azido-PEG6-NHS ester
N3-PEG6-CH2CH2COONHS
Azido-PEG6-NHS ester,N3-PEG6-NHS
[Molecular Formula]

C19H32N4O10
[MDL Number]

MFCD22683276
[MOL File]

2055014-64-5.mol
[Molecular Weight]

476.478
Chemical PropertiesBack Directory
[storage temp. ]

Storage temp. -20°C
[solubility ]

Soluble in Water, DMSO, DCM, DMF
[form ]

Liquid
[color ]

Colorless to light yellow
[Appearance]

pale yellow liquid
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H315-H319
[Precautionary statements ]

P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Hazard InformationBack Directory
[Description]

Azido-PEG6-NHS ester consist of an azide(N3) and an NHS ester function group. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules.
[Uses]

Azido-PEG6-NHS ester is a cleavable 6 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1]. Azido-PEG6-NHS ester is also a PEG- and Alkyl/ether based PROTAC linker that can be used in the synthesis of PROTACs[2]. Azido-PEG6-NHS ester 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.
[IC 50]

PEGs; Alkyl/ether; Cleavable Linker
[References]

[1] Thiele NA, et al. An Eighteen-Membered Macrocyclic Ligand for Actinium-225 Targeted Alpha Therapy. Angew Chem Int Ed Engl. 2017 Nov 13;56(46):14712-14717. DOI:10.1002/anie.201709532
[2] John W. Babich, et al. Trifunctional constructs with tunable pharmacokinetics useful in imaging and anti-tumor therapies. WO2018187631A1.
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