Trityl-PEG8-azide

 CAS No.: 1818294-30-2  Cat No.: BP-501169  Purity: 98% 4.5  

Trityl-PEG8-azide is a heterobifunctional polyethylene glycol linker featuring a terminal azide group for orthogonal conjugation and a trityl-protected attachment handle that supports controlled functionalization. Structurally, it comprises an extended PEG chain of approximately eight ethylene glycol units, providing aqueous solubility, reduced non-specific protein binding, and spatial flexibility between the two ends of a PROTAC construct. In targeted protein degradation designs, the azide enables bioorthogonal “click” coupling (typically with alkyne-bearing ligands or handles) to install either an E3 ligase binder or a target-binding moiety under mild conditions, while the PEG spacer helps optimize effective molarity and productive ternary-complex formation. This linker is therefore valuable for researchers seeking modular synthesis of PROTACs, improving conjugation efficiency and tuning linker length to balance degradation potency, solubility, and cellular compatibility.

Trityl-PEG8-azide

Structure of 1818294-30-2

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Category
PROTAC Linker
Molecular Formula
C₃₅H₄₇N₃O₈
Molecular Weight
637.76

* 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-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy-diphenylmethyl]benzene
Synonyms
Trityl-PEG7-N3; Trityl-PEG7-Azide; 25-azido-1,1,1-triphenyl-2,5,8,11,14,17,20,23-octaoxapentacosane; [2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy-diphenylmethyl]benzene
InChI Key
GMEFSMLZCBKWDL-UHFFFAOYSA-N
InChI
InChI=1S/C35H47N3O8/c36-38-37-16-17-39-18-19-40-20-21-41-22-23-42-24-25-43-26-27-44-28-29-45-30-31-46-35(32-10-4-1-5-11-32,33-12-6-2-7-13-33)34-14-8-3-9-15-34/h1-15H,16-31H2
SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)OCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Trityl-PEG8-azide is a PEG-based, azide-functional linker designed for modular assembly of PROTACs via bioorthogonal conjugation. Its flexible polyether chain supports productive ternary-complex formation by improving linker mobility, while the azide handle enables efficient attachment to complementary alkyne-bearing ligands. The trityl group provides an acid-labile protecting motif that can be leveraged during synthesis and subsequent deprotection steps. The structure and reactivity considerations are described in detail below.

Structure: This linker combines a trityl-protected terminus with a long polyethylene glycol segment and a terminal azide. It contains ether linkages within the PEG backbone, aromatic trityl functionality, and an azide group suitable for click chemistry. Overall polarity and conformational flexibility are characteristic of PEG linkers used in targeted degradation constructs.

Reactivity: The terminal azide participates in copper-catalyzed azide–alkyne cycloaddition to form a stable triazole linkage with alkyne-functional partners. Typical conditions employ a Cu(I) source generated in situ, with polar solvents compatible with PEG solubility and careful control to minimize oxidative side reactions. For sensitive systems, strain-promoted azide–alkyne cycloaddition (SPAAC) can be considered to avoid copper. The trityl protecting group can be removed under acid conditions to expose the reactive site when required.

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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
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