Azide-PEG3-Tos - CAS 178685-33-1

Azide-PEG3-Tos - CAS 178685-33-1 Catalog number: BADC-00992

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Azide-PEG3-Tos is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azide-PEG3-Tos is also a non-cleavable 3 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
Azide-PEG3-Tos
CAS
178685-33-1
Catalog Number
BADC-00992
Molecular Formula
C13H19N3O5S
Molecular Weight
329.37
Azide-PEG3-Tos

Ordering Information

Catalog Number Size Price Quantity
BADC-00992 -- $--
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Description
Azide-PEG3-Tos is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Azide-PEG3-Tos is also a non-cleavable 3 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
Synonyms
2-(2-(2-Azidoethoxy)ethoxy)ethyl 4-methylbenzenesulfonate
IUPAC Name
2-[2-(2-azidoethoxy)ethoxy]ethyl 4-methylbenzenesulfonate
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCN=[N+]=[N-]
InChI
InChI=1S/C13H19N3O5S/c1-12-2-4-13(5-3-12)22(17,18)21-11-10-20-9-8-19-7-6-15-16-14/h2-5H,6-11H2,1H3
InChIKey
PTOJCKLTCKYNFG-UHFFFAOYSA-N
Solubility
10 mm in DMSO
LogP
2.57736
PSA
119.96000
Purity
>98.0%
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -20 °C, keep in dry and avoid sunlight.

Azide-PEG3-Tos, also known as azido-PEG3-tosylate, is a versatile compound used predominantly in the field of chemical biology and materials science due to its unique reactivity and structural properties. One of the primary applications is in the development of click chemistry techniques. The azide group can react with alkynes in a highly efficient and specific manner under mild conditions, often catalyzed by copper(I) to form stable triazole linkages. This “click” reaction is invaluable in bioorthogonal chemistry, allowing for the conjugation of biomolecules without interfering with natural biological processes. Applications include the labeling of biomolecules, synthesis of bioconjugates, and the generation of complex macromolecular structures. These capabilities make Azide-PEG3-Tos an essential tool in creating advanced diagnostic and therapeutic agents.

In the realm of drug delivery, Azide-PEG3-Tos plays a crucial role in the modification and functionalization of nanoparticles and other drug carrier systems. The polyethylene glycol (PEG) segment provides hydrophilicity and biocompatibility, enhancing the solubility and circulation time of the carriers in biological systems. The terminal azide group serves as a reactive handle for further chemical modifications, allowing for the attachment of targeting ligands, fluorescent markers, or drug molecules via click chemistry. This versatility facilitates the design of smart drug delivery systems that can target specific cells or tissues, improving the efficacy and reducing the side effects of therapeutic agents.

Azide-PEG3-Tos is also extensively used in the creation of advanced materials, particularly in the development of hydrogels and polymer networks. The PEG chain provides flexibility and hydrophilicity, making these materials suitable for various biomedical applications, such as tissue engineering and regenerative medicine. The azide functional group enables cross-linking reactions with alkyne-functionalized polymers, resulting in the formation of robust, yet biocompatible networks. These networks can be engineered to have specific physical and chemical properties such as degradability, porosity, and mechanical strength, which are critical for mimicking natural tissues and supporting cell growth and differentiation.

Lastly, Azide-PEG3-Tos is instrumental in surface modification techniques, which are essential for creating bioinert and bioactive surfaces. Coating surfaces with PEG can prevent nonspecific protein adsorption and cell adhesion, which is beneficial for medical devices and implants. The azide group facilitates the immobilization of various functional molecules, including peptides, proteins, and other bioactive agents, onto these PEGylated surfaces. This enables the creation of surfaces with tailored functionalities, such as antifouling properties or specific binding capabilities, enhancing the performance and biocompatibility of biomedical devices and diagnostic tools.

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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