Trityl-PEG10-azide

 CAS No.: 877239-08-2  Cat No.: BP-501082  Purity: 98% 4.5  

Trityl-PEG10-azide is a heterobifunctional polyethylene glycol linker featuring a trityl-protected attachment handle and an azide terminus at the distal end of a PEG chain. Structurally, it provides a flexible, hydrophilic spacer that can reduce steric interference between a PROTAC warhead and an E3 ligase ligand while maintaining sufficient reach for productive ternary complex formation. In PROTAC design, the azide group enables chemoselective conjugation via azide–alkyne cycloaddition (CuAAC) or related click chemistries, allowing researchers to attach the linker to an alkyne-bearing targeting moiety under mild conditions. The trityl-protected functionality supports controlled coupling and subsequent deprotection strategies, facilitating stepwise synthesis and purification. This product is valuable for constructing modular PROTACs and related targeted degradation reagents, where linker length, flexibility, and orthogonal reactivity are critical determinants of degradation potency, selectivity, and experimental reproducibility.

Trityl-PEG10-azide

Structure of 877239-08-2

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Category
PROTAC Linker
Molecular Formula
C₃₉H₅₅N₃O₁₀
Molecular Weight
725.87

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

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Purity
98%
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-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy-diphenylmethyl]benzene
Synonyms
Trityl-PEG9-N3; 2,5,8,11,14,17,20,23,26,29-Decaoxahentriacontane,31-azido-1,1,1-triphenyl-; 31-azido-1,1,1-triphenyl-2,5,8,11,14,17,20,23,26,29-decaoxahentriacontane; Trityl-PEG9-Azide
InChI Key
YGESYAKTEQEZFB-UHFFFAOYSA-N
InChI
InChI=1S/C39H55N3O10/c40-42-41-16-17-43-18-19-44-20-21-45-22-23-46-24-25-47-26-27-48-28-29-49-30-31-50-32-33-51-34-35-52-39(36-10-4-1-5-11-36,37-12-6-2-7-13-37)38-14-8-3-9-15-38/h1-15H,16-35H2
SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Trityl-PEG10-azide is a PEG-based, trityl-protected azide linker designed for modular PROTAC synthesis, enabling efficient conjugation between targeting ligands and E3-recruiting or binding modules. Its flexible poly(ethylene glycol) segment supports favorable linker conformations and aqueous compatibility, while the azide handle provides a versatile functional group for bioorthogonal coupling. The trityl protection strategy helps manage reactivity during intermediate preparation. Detailed structure and reactivity considerations are provided below.

Structure: The linker comprises a trityl-protected terminus attached to a polyethylene glycol chain and a terminal azide functionality. It contains aromatic trityl groups, ether linkages within the PEG backbone, and an azide-bearing site for subsequent conjugation. Overall, it is an amphiphilic, flexible, and water-compatible scaffold.

Reactivity: The azide group is suitable for copper-free azide–alkyne cycloaddition (SPAAC) with appropriately functionalized alkynes under mild, biocompatible conditions, or for related azide click chemistries where applicable. The trityl protection is typically used to suppress premature reactivity during assembly steps and can be removed using standard acid-mediated deprotection approaches when required. Common solvents include polar aprotic or aqueous mixtures compatible with click coupling; catalyst choice depends on the selected azide–alkyne strategy.

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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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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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