N-Mal-N-bis(PEG2-C2-Boc)

 CAS No.: 2100306-51-0  Cat No.: BP-500452 4.5  

N-Mal-N-bis(PEG2-C2-Boc) is a branched PEG linker with one maleimide and two protected acids. Structurally, it contains a central N-acyl scaffold bearing a maleimide-propanoyl group and two PEG2-based arms ending in propionic acids protected as tert-butyl esters. The maleimide reacts with suitable thiols, while acid-mediated cleavage of the two tert-butyl esters exposes carboxylic acids for activation and amide or ester formation. In PROTAC and related targeted protein degradation research, the scaffold enables thiol conjugation plus subsequent installation of one or two amine-bearing components through the acid arms. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

N-Mal-N-bis(PEG2-C2-Boc)

Structure of 2100306-51-0

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PROTAC Linker
Molecular Formula
C₂₉H₄₈N₂O₁₁
Molecular Weight
600.70

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

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IUPACName
tert-butyl 3-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoyl-[2-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]propanoate
InChI Key
RNNUCUOOBIVTED-UHFFFAOYSA-N
InChI
InChI=1S/C29H48N2O11/c1-28(2,3)41-26(35)10-15-37-19-21-39-17-13-30(23(32)9-12-31-24(33)7-8-25(31)34)14-18-40-22-20-38-16-11-27(36)42-29(4,5)6/h7-8H,9-22H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCN(CCOCCOCCC(=O)OC(C)(C)C)C(=O)CCN1C(=O)C=CC1=O

N-Mal-N-bis(PEG2-C2-Boc) is a specialized PROTAC linker building block designed to enable efficient conjugation between targeting ligands and E3-recruiting modules. Its PEG-containing spacer and protected amine functionality support controlled coupling strategies that preserve linker flexibility and minimize undesired side reactions during synthesis. This reagent is particularly useful in targeted protein degradation workflows, where modular assembly and reliable functional-group handling are essential. Detailed structural and reactivity considerations are provided below.

Structure: The linker incorporates a malonamide core and two PEG-extended arms terminated with protected amines. It contains amide and carbamate (Boc) functionalities, providing hydrogen-bonding capacity and conformational flexibility. The PEG segments increase solvation and reduce aggregation, while the Boc groups offer stable protection for subsequent deprotection and coupling steps.

Reactivity: PROTAC construction typically proceeds by selective deprotection of Boc groups under standard acid-mediated conditions, followed by coupling of the resulting amine handles to complementary electrophiles on ligands or recruiter scaffolds. Suitable transformations include amide or urea-forming reactions, often using coupling reagents and base in polar organic solvents. Reaction design should account for Boc stability during earlier steps and for minimizing racemization and hydrolysis when activating carboxylic acid derivatives.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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