Name: 4-[2-[2-(2-Methoxyethoxy)ethoxy]ethoxy]benzaldehyde
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Solubility

Soluble in DCM, DMF, DMSO

Appearance

Pale Yellow or Colorless Oily Liquid

Storage

Store at 2-8°C

Shipping

Room temperature in continental US; may vary elsewhere.

IUPACName

4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzaldehyde

Synonyms

m-PEG4-benzaldehyde; m-PEG4-Ph-CHO; m-PEG3-Ph-CHO; p-(1,4,7,10-Tetraoxaundecyl)benzaldehyde; 4-(1,4,7,10-Tetraoxaundecane-1-yl)benzaldehyde; Benzaldehyde, 4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-

Boiling Point

383.8±32.0°C at 760 mmHg

Density

1.1±0.1 g/cm3

InChI Key

HBUXIDOVXGFYFZ-UHFFFAOYSA-N

InChI

InChI=1S/C14H20O5/c1-16-6-7-17-8-9-18-10-11-19-14-4-2-13(12-15)3-5-14/h2-5,12H,6-11H2,1H3

SMILES

COCCOCCOCCOC1=CC=C(C=C1)C=O

1. [Screening and identification of the upregulators of ATP-binding cassette transporter A1]

Yan-Ni Xu, Jie Gao, Yang Xu, Ji-Kai Liu, Fang-Fang Lai, Ye-Xiang Wu, Bin Hong, Shu-Yi Si Yao Xue Xue Bao. 2012 Apr;47(4):446-51.

ATP-binding cassette transporter A1 (ABCA1) promotes cholesterol and phospholipid efflux from cells to lipid-poor apolipoprotein A-I (apoA-I), and plays a key role in the initial steps of the whole process of reverse cholesterol transport (RCT). Upregulation of ABCA1 is beneficial for atherosclerosis (AS) prevention and/or therapy, which indicated that ABCA1 was a target for anti-AS drug development. In the previous study, a high-throughput screening method was established using ABCA1p-LUC HepG2 cell line to find the upregulators of ABCA1. In the present study, compound 2030421B was found using this method, with EC50 of 0.50 microg x mL(-1). The compound was further identified as an upregulator of ABCA1 expression by real-time quantitative reverse transcription-polymerase chain reaction (RT-PCR) and Western blotting analysis. Studies also showed that the 2030421B could induce apoA-I-mediated cholesterol efflux and inhibit lipids uptake into mouse peritoneal macrophages RAW264.7.

This benzaldehyde-functional linker is designed to enable efficient assembly of PROTAC constructs by providing a chemically addressable aldehyde handle for conjugation to ligand scaffolds. Its poly(ethylene glycol)-like ether character supports conformational flexibility and improved solubility of linker–ligand hybrids, which can be beneficial for targeted protein degradation workflows. The detailed structural and reactivity considerations are provided below to support experimental design and coupling strategy selection.

Structure: The molecule is a benzaldehyde-bearing aromatic core substituted with an oligo(ethylene glycol) ether chain. It contains an aldehyde functional group, multiple ether linkages, and a phenyl ring, with polar ether oxygen atoms that promote hydrogen-bonding and favorable solvation behavior.

Reactivity: The aldehyde group is suitable for standard PROTAC linker conjugation routes that rely on aldehyde electrophilicity, including reductive amination with primary amines to form stable secondary amines. Typical conditions use amine partners, mild reducing agents, and polar organic solvents; reaction performance is often improved by controlling pH and minimizing competing hydrolysis or oxidation.

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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