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Cyclooctyne-O-amido-PEG2-NHS ester

  CAS No.: 2101206-22-6   Cat No.: BADC-01533 4.5  

Cyclooctyne-O-amido-PEG2-NHS ester is a highly versatile biomedical product extensively employed in the domains of bioconjugation and pharmaceutical transport. It showcases its adeptness as a reactive connector, thus expediting the conjugation of amine-infused entities with biomolecular components. Its cutting-edge composition exhibits remarkable utility in the realm of targeted pharmaceutical transport frameworks, antibody-drug conjugates, as well as bioimaging technologies, thereby augmenting the therapeutic approaches for an array of afflictions encompassing cancer and inflammatory disorders.

Cyclooctyne-O-amido-PEG2-NHS ester

Structure of 2101206-22-6

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ADC Linker
Molecular Formula
C16H18N2Na2O14S2
Molecular Weight
572.42900

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Synonyms
disodium,1-[8-(2,5-dioxo-3-sulfonatopyrrolidin-1-yl)oxy-8-oxooctanoyl]oxy-2,5-dioxopyrrolidine-3-sulfonate
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[(2-cyclooct-2-yn-1-yloxyacetyl)amino]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CCC#CC(CC1)OCC(=O)NCCOCCOCCC(=O)ON2C(=O)CCC2=O
InChI
InChI=1S/C21H30N2O8/c24-18(16-30-17-6-4-2-1-3-5-7-17)22-11-13-29-15-14-28-12-10-21(27)31-23-19(25)8-9-20(23)26/h17H,1-4,6,8-16H2,(H,22,24)
InChIKey
PLHRQGJSIULEHT-UHFFFAOYSA-N
PSA
258.52000
In Vitro
ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

Cyclooctyne-O-amido-PEG2-NHS ester, a versatile chemical reagent in bioconjugation techniques, features a unique cyclooctyne group that enables specific reactions with azides. Here are four key applications of this compound:

Bioorthogonal Chemistry: Serving as a linchpin in bioorthogonal reactions like copper-free click chemistry, Cyclooctyne-O-amido-PEG2-NHS ester engages selectively with azide groups on biomolecules. This interaction allows for the labeling or conjugation of proteins, nucleic acids, and other cellular components without disrupting natural biological processes. Consequently, precise tracking and exploration of biomolecules within living systems become feasible and illuminating.

Surface Functionalization: Widely employed for surface functionalization of sensors, nanoparticles, and diverse materials, this compound forms stable links with azide-modified surfaces. These connections serve as anchor points for attaching various biomolecules, such as antibodies, peptides, or enzymes. Such functionalization enhances the sensitivity and specificity of diagnostic devices and biosensors.

Drug Delivery Systems: A pivotal player in the realm of targeted drug delivery systems, Cyclooctyne-O-amido-PEG2-NHS ester facilitates the conjugation of therapeutic agents to targeting moieties via bioorthogonal chemistry. This tailored approach enables precise drug delivery to specific cells or tissues, thereby minimizing side effects and amplifying the therapeutic efficacy of treatments.

Protein Modification: Researchers leverage the potential of Cyclooctyne-O-amido-PEG2-NHS ester to modify proteins with polyethylene glycol (PEG), known for enhancing protein stability, solubility, and reducing immunogenicity. This process, termed PEGylation, proves instrumental in crafting biopharmaceuticals with enhanced pharmacokinetic properties. Furthermore, it serves as a cornerstone in the development of protein-based therapeutics characterized by prolonged half-lives and optimized functionality.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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Historical Records: Propargyl-PEG5-amine | ethyl azetidine-3-carboxylate hydrochloride | Propargyl-PEG2-amine | Me-Tet-PEG4-NHS | mPEG10-alcohol | Propargyl-PEG8-bromide | Amino-PEG9-propionic acid | Aminooxy-PEG3-azide | Propargyl-PEG8-amine | Cyclooctyne-O-amido-PEG2-NHS ester | Azido-PEG2-amine
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