2,5,8,11,14,17,20-Heptaoxahenicosane

 CAS No.: 1072-40-8  Cat No.: BP-501362 4.5  

2,5,8,11,14,17,20-Heptaoxahenicosane is a polyethylene glycol–like, fully ether-linked polyether chain consisting of seven ether oxygen atoms distributed along a linear heptamethylene-like backbone, yielding a flexible, hydrophilic spacer with a defined length appropriate for modular conjugation. In PROTAC architectures, such ether-rich linkers are widely used to tune the spatial separation and relative orientation between a target-binding ligand and an E3-ligase recruiter, thereby improving productive ternary complex formation while reducing unfavorable steric clashes. The multiple ether oxygens can also provide conformational adaptability and enhanced solvation, which may help maintain solubility of linker–conjugate intermediates during synthesis and purification. This compound is therefore valuable for targeted protein degradation research where linker length and polarity are critical parameters for optimizing degradation potency and selectivity, enabling systematic structure–activity studies across related PROTAC series.

2,5,8,11,14,17,20-Heptaoxahenicosane

Structure of 1072-40-8

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PROTAC Linker
Molecular Formula
C14H30O7
Molecular Weight
310.3838

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

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IUPACName
1-methoxy-2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethane
Synonyms
Hexaethylene glycol dimethyl ether; 2,5,8,11,14,17,20-Heptaoxaheneicosane; Glyme-7
InChI Key
VMCIKMLQXFLKAX-UHFFFAOYSA-N
InChI
InChI=1S/C14H30O7/c1-15-3-5-17-7-9-19-11-13-21-14-12-20-10-8-18-6-4-16-2/h3-14H2,1-2H3
SMILES
COCCOCCOCCOCCOCCOCCOC
1. High-fidelity hydrophilic probe for two-photon fluorescence lysosomal imaging
Xuhua Wang, Dao M Nguyen, Ciceron O Yanez, Luis Rodriguez, Hyo-Yang Ahn, Mykhailo V Bondar, Kevin D Belfield J Am Chem Soc. 2010 Sep 8;132(35):12237-9. doi: 10.1021/ja1057423.
The synthesis and characterization of a novel two-photon-absorbing fluorene derivative, LT1, selective for the lysosomes of HCT 116 cancer cells, is reported. Linear and nonlinear photophysical and photochemical properties of the probe were investigated to evaluate the potential of the probe for two-photon fluorescence microscopy (2PFM) lysosomal imaging. The cytotoxicity of the probe was investigated to evaluate the potential of using this probe for live two-photon fluorescence biological imaging applications. Colocalization studies of the probe with commercial Lysotracker Red in HCT 116 cells demonstrated the specific localization of the probe in the lysosomes with an extremely high colocalization coefficient (0.96). A figure of merit was introduced to allow comparison between probes. LT1 has a number of properties that far exceed those of commercial lysotracker probes, including higher two-photon absorption cross sections, good fluorescence quantum yield, and, importantly, high photostability, all resulting in a superior figure of merit. 2PFM was used to demonstrate lysosomal tracking with LT1.

2,5,8,11,14,17,20-Heptaoxahenicosane, is a polyether chain designed to provide conformational flexibility and a hydrophilic spacer between ligand modules. Its ether-rich backbone supports solubility and can help tune effective intramolecular positioning in targeted protein degradation constructs. The linker’s structural features make it suitable for assembling PROTACs where controlled reach and reduced steric bias are desirable; detailed structural and reactivity considerations are provided below.

Structure: The molecule is a linear hepta-ether polyether scaffold with multiple ether oxygen atoms distributed along a flexible aliphatic chain. It contains C–O ether linkages and saturated carbon framework, yielding a highly solvated, polar spacer with low propensity for π-mediated interactions and stable covalent connectivity.

Reactivity: As a polyether linker, it is typically employed via functional-group handles introduced through complementary derivatization steps (for example, installing activated ester, halide, or other coupling-ready termini on the linker or on partner ligands). PROTAC assembly commonly proceeds through nucleophilic substitution or acylation under standard organic coupling conditions, using polar aprotic solvents and base systems compatible with ether stability. Reaction design should preserve the ether backbone while enabling efficient formation of the final linker–ligand conjugates.

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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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