Amino-Tri-(m-PEG4-ethoxymethyl)-methane

 CAS No.: 1428661-67-9  Cat No.: BP-501155 4.5  

Amino-Tri-(m-PEG4-ethoxymethyl)-methane is a branched PEG-based scaffold built around a central carbon bearing one primary amino handle and three methoxy-capped PEG4-containing arms. Structurally, it combines a primary amine for covalent attachment to one PROTAC module with three ether-containing, ethoxymethyl-terminated polyethylene glycol chains that provide solubility, conformational flexibility, and a defined multivalent spacing between conjugation sites. In PROTAC design, such linkers are used to connect or spatially separate a targeting ligand (e.g., E3 ligase binder) from a recruited protein-binding moiety, helping to reduce steric interference and improve productive ternary complex formation. The methoxy-capped PEG termini are generally nonreactive; the central primary amine is the main direct conjugation site. Overall, this reagent is valuable for constructing well-solubilized, modular PROTACs and for tuning linker length and geometry to support systematic structure–activity relationship studies in targeted protein degradation research.

Amino-Tri-(m-PEG4-ethoxymethyl)-methane

Structure of 1428661-67-9

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PROTAC Linker
Molecular Formula
C₄₀H₈₀N₄O₁₈
Molecular Weight
905.08

* 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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IUPACName
3-[2-amino-3-[3-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethylamino]-3-oxopropoxy]-2-[[3-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethylamino]-3-oxopropoxy]methyl]propoxy]-N-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethyl]propanamide
InChI Key
HRTAKXVPXIKONP-UHFFFAOYSA-N
InChI
InChI=1S/C40H80N4O18/c1-48-16-19-54-28-31-57-25-22-51-13-7-42-37(45)4-10-60-34-40(41,35-61-11-5-38(46)43-8-14-52-23-26-58-32-29-55-20-17-49-2)36-62-12-6-39(47)44-9-15-53-24-27-59-33-30-56-21-18-50-3/h4-36,41H2,1-3H3,(H,42,45)(H,43,46)(H,44,47)
SMILES
COCCOCCOCCOCCNC(=O)CCOCC(COCCC(=O)NCCOCCOCCOCCOC)(COCCC(=O)NCCOCCOCCOCCOC)N
1. Heterocyclic Quinodimethanes
Xueliang Shi, Chunyan Chi Top Curr Chem (Cham). 2017 Aug;375(4):68.doi: 10.1007/s41061-017-0154-3.Epub 2017 Jun 20.
This chapter describes a series of heterocyclic quinodimethanes mainly containing O, N, S and Si atoms in their frameworks with either closed- or open-shell electronic structures in the ground state. Their syntheses, structural characterizations and chemical and physical properties are comprehensively reviewed. Some of them are used as materials for dyes/pigments and semiconductors for organic electronics. Some of them show an open-shell singlet diradical character with unusual properties. The purpose of this chapter is to provide fundamental understanding on the structure-property relationships of quinoidal π-conjugated compounds and give some insight into the rational design of such molecules with desirable properties.
2. California's methane super-emitters
Riley M Duren, Andrew K Thorpe, Kelsey T Foster, Talha Rafiq, Francesca M Hopkins, Vineet Yadav, Brian D Bue, David R Thompson, Stephen Conley, Nadia K Colombi, Christian Frankenberg, Ian B McCubbin, Michael L Eastwood, Matthias Falk, Jorn D Herner, Bart E Croes, Robert O Green, Charles E Miller Nature. 2019 Nov;575(7781):180-184.doi: 10.1038/s41586-019-1720-3.Epub 2019 Nov 6.
Methane is a powerful greenhouse gas and is targeted for emissions mitigation by the US state of California and other jurisdictions worldwide1,2. Unique opportunities for mitigation are presented by point-source emitters-surface features or infrastructure components that are typically less than 10 metres in diameter and emit plumes of highly concentrated methane3. However, data on point-source emissions are sparse and typically lack sufficient spatial and temporal resolution to guide their mitigation and to accurately assess their magnitude4. Here we survey more than 272,000 infrastructure elements in California using an airborne imaging spectrometer that can rapidly map methane plumes5-7. We conduct five campaigns over several months from 2016 to 2018, spanning the oil and gas, manure-management and waste-management sectors, resulting in the detection, geolocation and quantification of emissions from 564 strong methane point sources. Our remote sensing approach enables the rapid and repeated assessment of large areas at high spatial resolution for a poorly characterized population of methane emitters that often appear intermittently and stochastically. We estimate net methane point-source emissions in California to be 0.618 teragrams per year (95 per cent confidence interval 0.523-0.725), equivalent to 34-46 per cent of the state's methane inventory8 for 2016. Methane 'super-emitter' activity occurs in every sector surveyed, with 10 per cent of point sources contributing roughly 60 per cent of point-source emissions-consistent with a study of the US Four Corners region that had a different sectoral mix9. The largest methane emitters in California are a subset of landfills, which exhibit persistent anomalous activity. Methane point-source emissions in California are dominated by landfills (41 per cent), followed by dairies (26 per cent) and the oil and gas sector (26 per cent). Our data have enabled the identification of the 0.2 per cent of California's infrastructure that is responsible for these emissions. Sharing these data with collaborating infrastructure operators has led to the mitigation of anomalous methane-emission activity10.
3. Biofiltration of methane
Helen La, J Patrick A Hettiaratchi, Gopal Achari, Peter F Dunfield Bioresour Technol. 2018 Nov;268:759-772.doi: 10.1016/j.biortech.2018.07.043.Epub 2018 Jul 10.
The on-going annual increase in global methane (CH4) emissions can be largely attributed to anthropogenic activities. However, as more than half of these emissions are diffuse and possess a concentration less than 3% (v/v), physical-chemical treatments are inefficient as an abatement technology. In this regard, biotechnologies, such as biofiltration using methane-oxidizing bacteria, or methanotrophs, are a cost-effective and efficient means of combating diffuse CH4 emissions. In this review, a number of abiotic factors including temperature, pH, water content, packing material, empty-bed residence time, inlet gas flow rate, CH4 concentration, as well biotic factors, such as biomass development, are reviewed based on empirical findings on CH4 biofiltration studies that have been performed in the last decades.

Amino-Tri-(m-PEG4-ethoxymethyl)-methane is a poly(ethylene glycol)-based, three-arm linker designed for modular synthesis of PROTACs and related targeted protein degradation constructs. Its PEG-rich architecture supports aqueous solubility and flexible spacing, while the single central primary amine provides the principal conjugation site. The linker is well suited for building multivalent architectures that can improve effective engagement of target proteins. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a single central primary amine and three methoxy-PEG4 arms connected through amide linkages. It contains ether linkages within the PEG chains and amide connections between the central scaffold and the three PEG arms. The flexible methoxy-PEG segments impart hydrophilicity, while the central primary amine provides the main reactive handle for downstream functionalization.

Reactivity: Conjugation typically proceeds through the central primary amine, for example by amide or urea formation with an appropriate electrophilic partner. Practical workflows often employ mild base-promoted conditions, followed by purification to remove small-molecule byproducts. Solvent systems are commonly chosen to balance PEG solubility and reagent compatibility. Mechanistically, formation of a new bond at the central amine enables controlled installation of a ligand or functional module.

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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