Azido-PEG5-Boc

 CAS No.: 1448451-72-6  Cat No.: BP-500586  Purity: 98% 4.5  

Azido-PEG5-Boc is a heterobifunctional polyethylene glycol linker bearing an azide handle and a Boc-protected functionality, with a PEG chain long enough to provide aqueous solubility and spatial separation between conjugation partners. The azide group enables efficient bioorthogonal labeling via copper-free azide–alkyne cycloaddition (click chemistry) or related azide-reactive chemistries, allowing attachment of the linker to a PROTAC warhead or to a targeting ligand bearing a complementary alkyne handle. The PEG segment acts as a flexible spacer that can reduce steric hindrance and improve effective engagement of the recruited target and E3 ligase-binding moieties, which is critical for productive ternary complex formation. In targeted protein degradation research, Azido-PEG5-Boc is valuable for modular PROTAC synthesis, enabling systematic variation of linker attachment geometry and distance while maintaining solubility for biochemical and cell-based assays.

Azido-PEG5-Boc

Structure of 1448451-72-6

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Category
PROTAC Linker
Molecular Formula
C₁₆H₃₁N₃O₇
Molecular Weight
377.43

* 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.
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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]acetate
Synonyms
Azido-PEG5-CH2CO2-t-Bu
InChI Key
OUBLZQPJPYRIKU-UHFFFAOYSA-N
InChI
InChI=1S/C16H31N3O7/c1-16(2,3)26-15(20)14-25-13-12-24-11-10-23-9-8-22-7-6-21-5-4-18-19-17/h4-14H2,1-3H3
SMILES
CC(C)(C)OC(=O)COCCOCCOCCOCCOCCN=[N+]=[N-]

Azido-PEG5-Boc is a bifunctional PEG-based PROTAC linker combining an azide handle with a protected amine (Boc) to enable modular assembly of targeted protein degraders. Its ether-rich, flexible polyethylene glycol segment improves solubility and spatial reach between ligands, while the azide supports bioorthogonal conjugation strategies commonly used in PROTAC workflows. The following points describe the structure and practical reactivity considerations in detail.

Structure: The linker contains an azide functional group and a Boc-protected amine, connected through a polyethylene glycol chain featuring repeating ether linkages. The structure includes stable C–O and C–N bonds, with an azide moiety suitable for selective click-type reactions and a carbamate protecting group for controlled downstream coupling.

Reactivity: The azide enables copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne conjugation, depending on the partner ligand and desired conditions. The Boc group is typically removed under mild acid to reveal a reactive amine for subsequent amide or urea-forming couplings. Commonly used solvents include polar aprotic media for coupling steps, while click reactions are performed under conditions compatible with sensitive ligands and protecting groups.

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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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