Boc-NH-PEG4-C3-acid

 CAS No.: 1416777-48-4  Cat No.: BP-501251  Purity: ≥95% 4.5  

Boc-NH-PEG4-C3-acid is a bifunctional, PEG-based PROTAC linker featuring a Boc-protected amine at one terminus and a carboxylic acid at the other, connected through a short propyl (C3) spacer. The PEG4 segment provides a hydrophilic, flexible tether that can improve aqueous solubility and help tune the effective distance and orientation between the two conjugated ligands in a targeted protein degrader. In PROTAC design, this linker serves as a “molecular ruler” that positions a warhead (e.g., an E3 ligase ligand) relative to a target-binding ligand, thereby facilitating productive ternary complex formation and promoting ubiquitination-dependent degradation. Its combination of a flexible PEG backbone with a defined C3 spacer makes it useful for systematic linker-length and geometry optimization in structure–activity relationship studies. Researchers commonly employ such PEG–carboxylic acid linkers for robust amide coupling or other conjugation strategies to assemble degraders with controlled linker architecture.

Boc-NH-PEG4-C3-acid

Structure of 1416777-48-4

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Category
PROTAC Linker
Molecular Formula
C17H33NO8
Molecular Weight
379.45
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
4-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]butanoic acid
Synonyms
t-Boc-N-amido-PEG4-(CH2)3CO2H; Boc-N-amido-PEG4-C3-acid; Boc-NH-PEG4-CH2CH2CH2COOH; Boc-N-amido-PEG4-(CH2)3CO2H; 2,2-Dimethyl-4-oxo-3,8,11,14,17-pentaoxa-5-azahenicosan-21-oic acid; 3,8,11,14,17-Pentaoxa-5-azaheneicosan-21-oic acid, 2,2-dimethyl-4-oxo-
Boiling Point
515.5±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
LIAJGFRNCJSOJQ-UHFFFAOYSA-N
InChI
InChI=1S/C17H33NO8/c1-17(2,3)26-16(21)18-6-8-23-10-12-25-14-13-24-11-9-22-7-4-5-15(19)20/h4-14H2,1-3H3,(H,18,21)(H,19,20)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCCC(=O)O

Boc-NH-PEG4-C3-acid is a PEG-based linker building block designed for assembling PROTAC constructs that require controlled spatial separation between ligand modules. Its PEG segment supports aqueous compatibility and flexible conformational behavior, while the protected amine and terminal carboxylic acid enable stepwise derivatization. These features facilitate reliable coupling strategies to generate targeted protein degraders. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a Boc-protected amine connected to a polyethylene glycol chain, terminating in a carboxylic acid. It features ether linkages within the PEG backbone, stable amide/ester-forming functional groups, and a polar, hydrogen-bonding-rich scaffold that enhances solubility and flexibility.

Reactivity: The carboxylic acid can be activated for amide bond formation using standard coupling chemistries, enabling attachment to complementary amine-bearing ligands. The Boc group can be removed under acid-promoted conditions to reveal the free amine for subsequent coupling. Typical approaches rely on carbodiimide or activated ester intermediates in polar organic solvents, with reaction control by pH and temperature to preserve labile PROTAC components.

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* 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
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