Azide-PEG9-amido-C4-Boc

 Cat No.: BP-501770 4.5  

Azide-PEG9-amido-C4-Boc is a heterobifunctional, PEG-based PROTAC linker designed to connect a terminal azide handle to an amide-bearing, protected C4 functional group. Structurally, it contains a polyethylene glycol spacer of approximately nine ethylene glycol units, providing aqueous solubility and conformational flexibility, and an azide moiety suitable for bioorthogonal conjugation strategies such as copper-free azide–alkyne cycloaddition. The amide linkage and the C4 segment bearing a Boc-protected functionality enable controlled coupling to complementary PROTAC fragments, allowing researchers to tune the spatial relationship between the target-binding ligand and the E3 ligase recruiter. In PROTAC design, such PEG/amide linkers help optimize effective ternary complex formation by reducing steric clashes and improving linker-mediated reach, while the protected group supports stepwise synthesis and late-stage functionalization. This product is valuable for constructing modular targeted protein degradation probes and for systematically varying linker length and chemistry to guide structure–activity studies.

Azide-PEG9-amido-C4-Boc

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PROTAC Linker
Molecular Formula
C₃₀H₅₈N₄O₁₂
Molecular Weight
666.80

* 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 6-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-6-oxohexanoate
Synonyms
5-(Azide-PEG9-ethylcarbamoyl)pentanoic t-butyl ester
InChI Key
MROUPDBSTXCBAS-UHFFFAOYSA-N
InChI
InChI=1S/C30H58N4O12/c1-30(2,3)46-29(36)7-5-4-6-28(35)32-8-10-37-12-14-39-16-18-41-20-22-43-24-26-45-27-25-44-23-21-42-19-17-40-15-13-38-11-9-33-34-31/h4-27H2,1-3H3,(H,32,35)
SMILES
CC(C)(C)OC(=O)CCCCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

This Azide-PEG9-amido-C4-Boc linker is designed to serve as a modular connection element in PROTAC synthesis, enabling efficient conjugation between a ligand and an E3-recruiting warhead. Its PEG-based spacer supports favorable solubility and conformational flexibility, while the orthogonally protected functional groups allow stepwise assembly. The azide handle facilitates bioorthogonal click coupling, and the amide-bearing segment helps maintain productive linker geometry for targeted protein degradation. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains an azide-bearing terminus, a polyethylene glycol spacer, and an amide-containing segment, coupled to a protected Boc group on a carbon framework. It features ether linkages within the PEG chain, amide bonds, and a tert-butyl ester-protected carboxyl group that is stable under mild conditions yet removable when desired.

Reactivity: The azide functionality is suitable for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, depending on the alkyne partner used for PROTAC assembly. The tert-butyl ester can be cleaved under acidic conditions to reveal the carboxylic acid, which can then be activated for amide coupling with an amine-containing partner. Typical PROTAC linker construction employs compatible solvents such as polar aprotic media, with bases or acids chosen to preserve the PEG and amide integrity.

Stock concentration: *
Desired final volume: *
Desired concentration: *

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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