Azido-PEG5-CH2COOH - CAS 217180-81-9

Azido-PEG5-CH2COOH - CAS 217180-81-9 Catalog number: BADC-01076

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Azido-PEG5-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.

Category
ADCs Linker
Product Name
Azido-PEG5-CH2COOH
CAS
217180-81-9
Catalog Number
BADC-01076
Molecular Formula
C12H23N3O7
Molecular Weight
321.33
Azido-PEG5-CH2COOH

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Catalog Number Size Price Quantity
BADC-01076 -- $--
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Description
Azido-PEG5-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
Azido-PEG5-CH2CO2H;N3-PEG5-CH2COOH; 17-azido-3,6,9,12,15-pentaoxaheptadecanoic acid; 17-Azido-3,6,9,12,15-pentaoxaheptadecan-1-oic acid; 3,6,9,12,15-Pentaoxaheptadecan-1-oic acid, 17-azido-; Azido-PEG5-acetic acid
IUPAC Name
2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Canonical SMILES
C(COCCOCCOCCOCCOCC(=O)O)N=[N+]=[N-]
InChI
InChI=1S/C12H23N3O7/c13-15-14-1-2-18-3-4-19-5-6-20-7-8-21-9-10-22-11-12(16)17/h1-11H2,(H,16,17)
InChIKey
CEACGPKHPWXRQF-UHFFFAOYSA-N
Solubility
10 mm in DMSO
LogP
-1.81
Appearance
Yellowish Oily Matter
Purity
≥95%
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature
Storage
Store at 2-8°C
Form
Solid

Azido-PEG5-CH2COOH, a versatile compound prevalent in bioconjugation and click chemistry applications, offers a plethora of uses. Here are four key applications presented with high perplexity and burstiness:

Bioconjugation: Positioned at the core of bioconjugation, Azido-PEG5-CH2COOH acts as a pivotal link for affixing azido groups to a myriad of biomolecules, ranging from proteins to peptides. This connection serves as a gateway to conjugating these molecules with an eclectic array of probes, tags, and other functionalities through the intricate mechanism of click chemistry. The resulting biosensors, drug delivery systems, and diagnostic tools play an indispensable role in the tapestry of biotechnology.

Drug Delivery: Within the sphere of drug delivery systems, Azido-PEG5-CH2COOH assumes a crucial role in refining the surfaces of nanoparticles, liposomes, and other carriers to bolster their stability and biocompatibility. Leveraging the stealth properties conferred by the PEG moiety to prolong circulation time in the bloodstream and harnessing the azide group for subsequent functionalization with targeting moieties or therapeutic agents via click chemistry, this compound serves as a cornerstone in advancing drug delivery mechanisms.

Surface Functionalization: Embracing Azido-PEG5-CH2COOH for surface functionalization of biomaterials like polymers, hydrogels, and medical devices unlocks a realm of possibilities. The inclusion of the azide group facilitates the attachment of a diverse array of molecules, encompassing antifouling agents, cell-adhesion peptides, and growth factors, culminating in the creation of tailored surfaces. This capability proves particularly invaluable in the realm of cutting-edge medical implants and tissue engineering scaffolds.

Chemical Biology: Within the domain of chemical biology, Azido-PEG5-CH2COOH emerges as a pivotal component for delving into biological processes and interactions at the molecular level. By tethering azido groups to specific biomolecules, researchers gain the power to monitor, visualize, and manipulate these entities within living cells utilizing bio-orthogonal click chemistry reactions. This technique facilitates precise labeling and imaging of cellular components, enabling a profound exploration of dynamic biological pathways.

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

Historical Records: m-PEG4-Boc | Azido-PEG5-CH2COOH
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