Azide-PEG7-Tos

 CAS No.: 1418561-41-7  Cat No.: BP-500352  Purity: 98% 4.5  

Azide-PEG7-Tos is a heterobifunctional polyethylene glycol linker bearing a terminal azide group and a tosyl (tosylate) leaving group, providing a convenient two-step handle for PROTAC assembly. The PEG7 chain length confers aqueous solubility and conformational flexibility, helping to reduce steric interference between the ligand warhead and the recruited E3 ligase moiety. In PROTAC design, the azide enables bioorthogonal conjugation via copper-free click chemistry to attach one component, while the tosylate can act as an electrophilic activation site for nucleophilic substitution with amines or related nucleophiles to install the complementary functional group. This dual-reactivity makes Azide-PEG7-Tos a practical building block for synthesizing targeted protein degraders, facilitating modular coupling strategies, rapid optimization of linker length and attachment chemistry, and improved reproducibility in experimental workflows.

Azide-PEG7-Tos

Structure of 1418561-41-7

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Category
PROTAC Linker
Molecular Formula
C₂₁H₃₅N₃O₉S
Molecular Weight
505.58

* For research and manufacturing use only. Not for human or clinical use.

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Purity
98%
Solubility
DMSO, DCM, DMF
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
Synonyms
Azido-PEG7-Ots; N3-PEG7-Tos; 20-azido-3,6,9,12,15,18-hexaoxaicosyl 4-methylbenzenesulfonate; 2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
InChI Key
UELWUEFVUUJRLG-UHFFFAOYSA-N
InChI
InChI=1S/C21H35N3O9S/c1-20-2-4-21(5-3-20)34(25,26)33-19-18-32-17-16-31-15-14-30-13-12-29-11-10-28-9-8-27-7-6-23-24-22/h2-5H,6-19H2,1H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

This Azide-PEG7-Tos linker is designed for modular PROTAC assembly, providing a polyethylene glycol spacer that improves solubility and spatial presentation between targeting ligands. The azide handle enables efficient, bioorthogonal conjugation strategies, while the tosylate functionality supports controlled nucleophilic substitution. Together, these features facilitate reliable construction of targeted protein degraders, with detailed structural and synthetic considerations provided below.

Structure: The molecule combines a PEG-based flexible linker with an azide functional group and a tosylate leaving group. It contains ether linkages within the PEG chain, aromatic sulfonate-derived connectivity, and an azide moiety suitable for click-type chemistry. Overall, it is typically polar and conformationally adaptable.

Reactivity: The azide group is commonly used in copper-catalyzed azide–alkyne cycloaddition or related azide conjugation workflows, enabling attachment to complementary alkyne-bearing partners. The tosylate group is suited to nucleophilic substitution with amines or other nucleophiles under standard organic synthesis conditions. Solvent choice and base selection are typically guided by nucleophile strength and stability of the PEG–azide motif.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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