Boc-NH-PEG15-NH2

 CAS No.: 2222566-55-2  Cat No.: BP-501170 4.5  

Boc-NH-PEG15-NH2 is a protected, heterobifunctional polyethylene glycol (PEG) linker featuring a Boc-protected primary amine at one terminus and a free primary amine at the other, connected through a PEG chain of approximately fifteen ethylene glycol units. The Boc group provides orthogonal protection during PROTAC synthesis, enabling selective deprotection and subsequent coupling steps, while the terminal amine supports formation of amide or urea linkages to install the linker between a warhead ligand (e.g., a CRBN or VHL binder) and an additional functional module. In PROTAC design, PEG linkers are widely used to tune solubility, reduce nonspecific aggregation, and provide spatial flexibility that can improve productive ternary complex formation by allowing the recruited E3 ligase and target-binding moieties to adopt favorable relative orientations. This reagent is therefore valuable for constructing modular, experimentally tractable targeted degradation conjugates where controlled linker length and orthogonal functional group handling are critical.

Boc-NH-PEG15-NH2

Structure of 2222566-55-2

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Category
PROTAC Linker
Molecular Formula
C₃₇H₇₆N₂O₁₇
Molecular Weight
821.00

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
RTWNWTAZZLCVOD-UHFFFAOYSA-N
InChI
InChI=1S/C37H76N2O17/c1-37(2,3)56-36(40)39-5-7-42-9-11-44-13-15-46-17-19-48-21-23-50-25-27-52-29-31-54-33-35-55-34-32-53-30-28-51-26-24-49-22-20-47-18-16-45-14-12-43-10-8-41-6-4-38/h4-35,38H2,1-3H3,(H,39,40)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN

Boc-NH-PEG15-NH2 is a polyethylene glycol based PROTAC linker building block designed to provide a flexible, water-compatible spacer between recognition and recruitment modules. Its Boc-protected amine enables controlled coupling strategies, while the terminal primary amine supports subsequent functionalization. Such linkers are widely used in targeted protein degradation workflows to tune solubility, reduce steric constraints, and improve conjugate performance; detailed structural and reactivity guidance is provided below.

Structure: The linker comprises a Boc-protected primary amine connected to a polyethylene glycol chain terminating in a free primary amine. It features repeating ether linkages along the PEG backbone, with carbamate functionality from the Boc group and flexible C–N and C–O connections that promote conformational mobility and aqueous compatibility.

Reactivity: Boc-NH-PEG-NH2 is typically employed in stepwise PROTAC assembly. Boc deprotection is commonly performed under acid-labile conditions to reveal the terminal amine, followed by nucleophilic coupling to activated carboxylic acids or electrophilic derivatives of ligands. Amide bond formation is often facilitated by standard coupling reagents in polar organic solvents, with mild base where appropriate to maintain amine reactivity and minimize PEG degradation.

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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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