Azido-PEG6-NHS ester

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Azido-PEG6-NHS ester

Azido-PEG6-NHS ester | 2055014-64-5

Catalog Number R14-0318
Category Azides
Molecular Formula C19H32N4O10
Molecular Weight 476.48
Catalog Number Size Price Quantity
R14-0318 -- $--

Product Introduction

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

Chemical Information

Related CAS 1108750-59-9 (polymer)
Synonyms Azido-PEG6-NHS;Azido-PEG6-CH2CO2-NHS; N3-PEG6-C2-NHS ester; N3-PEG6-CH2CH2COONHS Ester; 1-[(1-Azido-21-oxo-3,6,9,12,15,18-hexaoxahenicosan-21-yl)oxy]-2,5-pyrrolidinedione; 2,5-Pyrrolidinedione, 1-[(21-azido-1-oxo-4,7,10,13,16,19-hexaoxaheneicos-1-yl)oxy]-; 2,5-Dioxopyrrolidin-1-yl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate
Purity ≥95%
Shelf Life 0-4°C for short term (days to weeks), or -20°C for long term (months).
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]
InChI InChI=1S/C19H32N4O10/c20-22-21-4-6-28-8-10-30-12-14-32-16-15-31-13-11-29-9-7-27-5-3-19(26)33-23-17(24)1-2-18(23)25/h1-16H2
InChI Key WXKOAPGNZNSYPW-UHFFFAOYSA-N
Solubility Soluble in DCM, DMF, DMSO, Water
Appearance Pale Yellow or Colorless Oily Liquid
  • Product Specification
  • Application
Storage Store at -20°C, keep in dry and avoid sunlight

Azido-PEG6-NHS ester, a versatile reagent in bioconjugation and bioorthogonal chemistry, finds diverse applications. Here are four key uses showcased with high perplexity and burstiness:

Protein Labeling: Employing azido-PEG6-NHS ester in protein labeling involves the specific attachment of the azido group to lysine residues through amine-reactive NHS ester chemistry. Subsequently, these labeled proteins can undergo further conjugation with alkyne-functionalized molecules via click chemistry, facilitating a myriad of bioanalytical applications.

Drug Delivery: Azido-PEG6-NHS ester plays a pivotal role in crafting targeted drug delivery systems that enhance therapeutic efficacy and reduce off-target effects. By conjugating therapeutic molecules to this reagent and linking them with targeting moieties like antibodies or ligands, researchers refine the precision of drug delivery.

Biomaterials: Functionalizing biomaterials, such as hydrogels and nanoparticles, with azido groups using Azido-PEG6-NHS ester sets the stage for integrating various bioactive compounds through click chemistry. This integration enhances biocompatibility and functionality, particularly in the intricate realm of tissue engineering scaffolds and diagnostic devices, laying the groundwork for cutting-edge developments in regenerative medicine.

Imaging Probes: In the realm of molecular and cellular imaging, the synthesis of imaging probes using azido-PEG6-NHS ester opens new vistas for researchers. By attaching fluorescent dyes or radioactive isotopes to azido-PEG6-NHS ester-labeled biomolecules, researchers can unveil the dynamic tapestry of biological processes in real time, unlocking crucial insights into health and disease mechanisms in a vibrant display of scientific discovery.

Computed Properties

XLogP3 -0.8
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 12
Rotatable Bond Count 23
Exact Mass 476.21184323 g/mol
Monoisotopic Mass 476.21184323 g/mol
Topological Polar Surface Area 133Ų
Heavy Atom Count 33
Formal Charge 0
Complexity 599
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
US-2020157087-A1 Macrocyclic complexes of alpha-emitting radionuclides and their use in targeted radiotherapy of cancer 2018-11-20
WO-2020106886-A1 Macrocyclic complexes of radionuclides and their use in radiotherapy of cancer 2018-11-20
AU-2019385497-A1 Macrocyclic complexes of radionuclides and their use in radiotherapy of cancer 2018-11-20
EP-3883610-A1 Macrocyclic complexes of radionuclides and their use in radiotherapy of cancer 2018-11-20
KR-20210116437-A Macrocyclic complexes of radionuclides and their use in radiation therapy of cancer 2018-11-20
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