Azide-PEG12-Tos

 CAS No.: 1821464-56-5  Cat No.: BP-501546  Purity: 98% 4.5  

Azide-PEG12-Tos is a polyethylene glycol (PEG)–based PROTAC linker bearing a terminal azide group and a tosyl (tosylate) functionality, providing a versatile bifunctional handle for stepwise conjugation. Structurally, it combines a flexible, hydrophilic PEG chain of extended length with two distinct reactive termini, enabling orthogonal coupling strategies: the azide can be used for bioorthogonal “click” reactions (e.g., with strained alkynes or related partners), while the tosyl group can serve as a leaving group for nucleophilic substitution with appropriate amines or other nucleophiles. In PROTAC design, such linkers help tune the spatial arrangement and effective molarity between the target-binding ligand and the E3 ligase-recruiting moiety, often improving productive ternary complex formation and mitigating steric mismatch. This reagent is valuable for constructing degraders with adjustable linker geometry and for generating well-defined conjugates suitable for systematic structure–activity relationship studies.

Azide-PEG12-Tos

Structure of 1821464-56-5

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Category
PROTAC Linker
Molecular Formula
C₃₁H₅₅N₃O₁₄S
Molecular Weight
725.85

* 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-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
Synonyms
N3-PEG12-Tos; 1-azido-35-[(4-methylbenzenesulfonyl)oxy]-3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacontane
InChI Key
TUTOZAKXCMHHJM-UHFFFAOYSA-N
InChI
InChI=1S/C31H55N3O14S/c1-30-2-4-31(5-3-30)49(35,36)48-29-28-47-27-26-46-25-24-45-23-22-44-21-20-43-19-18-42-17-16-41-15-14-40-13-12-39-11-10-38-9-8-37-7-6-33-34-32/h2-5H,6-29H2,1H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azide-PEG12-Tos is a PEG-based PROTAC linker bearing an azide handle and a tosylate leaving group, enabling modular assembly of targeted protein degraders through orthogonal chemistries. Its flexible polyether spacer supports productive geometry between ligand moieties, while the azide functionality allows bioorthogonal conjugation. The subsequent sections describe the structural features and practical reactivity considerations for constructing PROTACs using this linker.

Structure: The molecule contains a poly(ethylene glycol) chain that provides conformational flexibility and hydrophilicity, terminating in an azide group and a tosylate (p-toluenesulfonate) ester. Key functional groups include an aryl sulfonate linkage and an azide, supported by ether linkages along the PEG backbone.

Reactivity: The tosylate group is suitable for nucleophilic substitution under conditions that promote displacement of the sulfonate leaving group, commonly with amines or other nucleophiles to form stable C–N or related linkages. The azide enables strain-promoted or copper-catalyzed azide–alkyne cycloaddition for orthogonal coupling to alkyne-bearing partners. Typical PROTAC assembly uses polar aprotic solvents and mild, ligand-compatible temperatures, with reaction monitoring to preserve sensitive binding elements.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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