Boc-NH-PEG23-CH2CH2N3

 Cat No.: BP-502050 4.5  

Boc-NH-PEG23-CH2CH2N3 is a Boc-protected amino-terminated polyethylene glycol linker bearing a terminal azide functionality, designed for modular PROTAC synthesis. Structurally, it consists of a PEG chain of extended length that provides conformational flexibility, hydrophilicity, and improved solubility, while the Boc group serves as a protected amine handle for controlled coupling chemistry. The azide at the distal end enables bioorthogonal conjugation via Cu(I)-catalyzed or strain-promoted azide–alkyne cycloaddition, allowing efficient attachment to complementary alkyne-bearing ligands or warheads. In PROTAC architectures, this linker can spatially tune the relative orientation and effective reach between the target-binding moiety and the E3-ligase recruiting element, thereby influencing ternary complex formation and degradation potency. As a research reagent, it supports rapid linker diversification and optimization in targeted protein degradation workflows, facilitating systematic structure–activity studies without altering the core binding pharmacophores.

Boc-NH-PEG23-CH2CH2N3

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PROTAC Linker
Molecular Formula
C₅₃H₁₀₆N₄O₂₅
Molecular Weight
1199.42

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

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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 N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
YQNGMSWNNMZOGV-UHFFFAOYSA-N
InChI
InChI=1S/C53H106N4O25/c1-53(2,3)82-52(58)55-4-6-59-8-10-61-12-14-63-16-18-65-20-22-67-24-26-69-28-30-71-32-34-73-36-38-75-40-42-77-44-46-79-48-50-81-51-49-80-47-45-78-43-41-76-39-37-74-35-33-72-31-29-70-27-25-68-23-21-66-19-17-64-15-13-62-11-9-60-7-5-56-57-54/h4-51H2,1-3H3,(H,55,58)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

This PROTAC linker, Boc-NH-PEG23-CH2CH2N3 (CAS: 1712369-38-4), is a polyethylene glycol–based spacer bearing an azide handle and a protected amine. Its flexible PEG architecture supports productive formation of ternary complexes by improving linker solubility and conformational adaptability, while the azide enables reliable bioorthogonal conjugation to compatible warheads. The Boc protection provides practical synthetic control during PROTAC assembly. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a Boc-protected nitrogen attached to a PEG chain, followed by an ethylene spacer terminating in an azide functional group. It features ether linkages within the PEG segment, flexible C–C and C–N bonds, and an azide moiety suitable for click-type coupling. Overall, it is designed for high aqueous compatibility.

Reactivity: The azide enables azide–alkyne cycloaddition (CuAAC) or strain-promoted azide–alkyne cycloaddition (SPAAC), allowing modular attachment of the linker to alkyne-functional PROTAC components under mild conditions. The Boc group can be removed using standard acidolysis protocols to reveal a free amine for alternative coupling strategies (e.g., amide or carbamate formation). Typical solvents include polar aprotic or aqueous mixtures, with copper catalysts used for CuAAC when appropriate.

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L

* 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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