Amino-PEG6-amido-C16-COOH

 Cat No.: BP-501974 4.5  

Amino-PEG6-amido-C16-COOH is a heterobifunctional PEG-based linker featuring a terminal primary amine and a carboxylic acid, connected through a PEG6 spacer and an amide linkage to a long-chain C16 alkyl segment. Structurally, the PEG6 region provides aqueous solubility and conformational flexibility, while the C16 hydrophobic tail can promote productive positioning and hydrophobic contacts within protein-binding or membrane-proximal microenvironments. In PROTAC architectures, such linkers are used to spatially tune the relative orientation and effective reach between the target-binding ligand and the E3 ligase recruiter, thereby improving formation of the ternary complex that drives ubiquitination and subsequent proteasomal degradation. The dual functional handles enable straightforward conjugation to other PROTAC components via amide or amine coupling strategies. This linker is valuable for systematic linker-length and polarity optimization in targeted protein degradation studies, supporting reproducible synthesis and rational SAR exploration.

Amino-PEG6-amido-C16-COOH

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Category
PROTAC Linker
Molecular Formula
C₃₂H₆₄N₂O₉
Molecular Weight
620.86

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
18-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-18-oxooctadecanoic acid
Synonyms
17-(Amino-PEG6-ethylcarbamoyl)heptadecanoic acid
InChI Key
SWRFCAVGBATFBL-UHFFFAOYSA-N
InChI
InChI=1S/C32H64N2O9/c33-17-19-38-21-23-40-25-27-42-29-30-43-28-26-41-24-22-39-20-18-34-31(35)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-32(36)37/h1-30,33H2,(H,34,35)(H,36,37)
SMILES
C(CCCCCCCCC(=O)O)CCCCCCCC(=O)NCCOCCOCCOCCOCCOCCOCCN

This linker, Amino-PEG6-amido-C16-COOH, is designed to support PROTAC assembly by providing a flexible polyethylene glycol (PEG) segment, an amide linkage for stable conjugation, and a long hydrophobic chain terminating in a carboxylic acid for controlled attachment to targeting or recruiting modules. Its balanced hydrophilicity and conformational mobility can help tune linker length and reduce steric constraints in ternary complex formation. The detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a PEG-based ethylene glycol repeat segment that confers aqueous solubility and conformational flexibility, an amide bond that provides a robust, resonance-stabilized connection, and a terminal carboxylic acid for further derivatization. A long C16 hydrophobic tail supports hydrophobic interactions and spacing.

Reactivity: The carboxylic acid functionality is typically converted to activated intermediates (for example, acyl chlorides, activated esters, or coupling-agent-mediated species) to enable amide bond formation with amine-bearing partners under standard peptide-coupling principles. Common conditions use coupling reagents and base in polar aprotic solvents, with temperature control to minimize side reactions. The amide-forming step proceeds via nucleophilic acyl substitution, yielding stable conjugates suitable for PROTAC linker integration.

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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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