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Azido-PEG12-CH2COOH

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Category Azido-PEGn-CH2COOH
Catalog NO. BPG-0853
Product Name Azido-PEG12-CH2COOH
Molecular Formula C26H51N3O14
Molecular Weight 629.67
Azido-PEG12-CH2COOH
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Product Information

Description Azido-PEG12-CH2COOH is a PEG derivative containing an azide group with a terminal carboxylic acid. 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 terminal carboxylic acid can be reacted with primary amine groups in the presence of activators (e.g. EDC, or DCC) to form a stable amide bond.
Synonyms N3-PEG12-CH2COOH; Azido-PEG12-acetic acid; 38-azido-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacontanoic acid
IUPAC Name 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Canonical SMILES O=C(O)COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]
InChI InChI=1S/C26H51N3O14/c27-29-28-1-2-32-3-4-33-5-6-34-7-8-35-9-10-36-11-12-37-13-14-38-15-16-39-17-18-40-19-20-41-21-22-42-23-24-43-25-26(30)31/h1-25H2,(H,30,31)
InChIKey VDHZAZKRPWVWQG-UHFFFAOYSA-N
Purity ≥95%
Storage Store at 2-8°C

Azido-PEG12-CH2COOH is a bifunctional polyethylene glycol (PEG) derivative containing both an azide group and a carboxylic acid group. Here are some key applications of Azido-PEG12-CH2COOH:

Bioconjugation: Azido-PEG12-CH2COOH is utilized in bioconjugation techniques to link biomolecules like proteins, peptides, and antibodies. The azide group can participate in click chemistry reactions, forming stable triazole linkages with alkyne-functionalized molecules. This allows for the precise and stable attachment of functional groups or labeling agents, improving the performance and specificity of biological assays.

Drug Delivery: In drug delivery systems, Azido-PEG12-CH2COOH serves as a linker to conjugate therapeutic agents to carrier molecules. By attaching drugs to PEGylated carriers via the carboxylic acid group, the pharmacokinetic properties of the drugs can be enhanced, including increased solubility and prolonged circulation time. This can lead to improved drug efficacy and reduced side effects.

Surface Modification: Azido-PEG12-CH2COOH is employed to modify the surface properties of nanoparticles, biomaterials, and medical devices. The carboxylic acid group can anchor the PEGylated molecules to surfaces, while the azide group can be used for further functionalization through click chemistry. This modification can improve biocompatibility, reduce nonspecific binding, and enhance the overall performance of biomedical devices.

Diagnostic Imaging: In diagnostic imaging, Azido-PEG12-CH2COOH can be used to attach imaging agents to target molecules or surfaces. By linking contrast agents or fluorescent dyes to biomolecules, the specificity and sensitivity of imaging techniques like MRI, PET, and fluorescence microscopy can be significantly improved. This enables more accurate detection and monitoring of diseases.

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