58320-73-3

Usage

Uses

Used in Organic Synthesis:
Polyethylene glycol monomethyl ether tosylate is used as a protecting group in organic synthesis for the selective protection of functional groups. The tosyl group can be easily removed under mild conditions, allowing for the controlled deprotection of the target molecule.
Used in Bioconjugation:
In the field of bioconjugation, m-PEG11-Tos is used as a coupling agent to attach biomolecules, such as peptides, proteins, or nucleic acids, to other molecules or surfaces. The PEG spacer provides a hydrophilic environment that reduces aggregation and improves stability, while the tosyl group facilitates the coupling reaction.
Used in Drug Delivery Systems:
Polyethylene glycol monomethyl ether tosylate is used as a component in drug delivery systems to improve the solubility, stability, and bioavailability of therapeutic agents. The PEG spacer can help to reduce the immunogenicity and non-specific interactions of the drug, while the tosyl group can be used for the attachment of drugs or targeting moieties.
Used in Surface Modification:
In the industry of surface modification, m-PEG11-Tos is used as a surface-active agent to introduce hydrophilic and biocompatible properties to various materials. The PEG spacer can provide a stable and resistant coating, while the tosyl group can be used for further functionalization or attachment of specific molecules to the surface.

Upstream product

• 75-21-8 oxirane 
• 80-48-8 methyl p-toluene sulfonate 
• 109-86-4 2-methoxy-ethanol 
• 2387-43-1 2-methyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate) 
• 98-59-9 p-toluenesulfonyl chloride 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 111-90-0 ethoxyethoxyethanol 
• 112-60-7 Tetraethylene glycol 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 112-35-6 triethylene glucol monomethyl ether 
• 23601-40-3 hexaethylene glycol monomethyl ether 
• 2615-15-8 pentaethylene glycol 
• 71776-35-7 {3'-Hydroxymethyl-2,2'-bis-[2-(2-methoxy-ethoxy)-ethoxy]-[1,1']binaphthalenyl-3-yl}-methanol 
• 111-77-3 2-(2-methoxyethoxy)ethyl alcohol 

Downstream Products

• 53981-88-7 (2-Methoxy-ethyl)-(2-methoxy-6-methyl-phenyl)-amine 
• 141100-19-8 7-methoxymethyl-7-methyl-2,5,9-trioxadecane 
• 113302-91-3 5,5'-dimethyl-7,7'-bis-2,2'-biindazole 
• 141100-20-1 7-methoxymethyl-7-methyl-2,5,9,12-tetraoxatridecane 
• 120505-07-9 7-(2,5-dioxahexyl)-7-methyl-2,5,9,12-tetraoxatridecane 
• 627-43-0 fluoro-1, methoxy-2 ethane 
• 80894-21-9 1-azido-2-methoxy-ethane 
• 200800-51-7 (1S,2S)-2-(2-methoxyethoxy)-1-phenylcyclohexyl azide 
• 107025-44-5 4-(2-methoxyethoxy)cyclohexanol 
• 33332-63-7 1,2-bis(2-methoxyethoxy)-4,5-dinitrobenzene 
• 126301-59-5 1-(2′-methoxyethyl)imidazole 
• 87104-88-9 2-Phenyl-5,5-bis(2,5,8-trioxanonyl)-1,3-dioxan 
• 87104-99-2 9-Benzyloxymethyl-2,5,8,11,14,17-hexaoxaoctadecan 
• 87104-93-6 10-Benzyloxymethyl-10-methyl-2,5,8,12,15,18-hexaoxanonadecan 

Relevant academic research and scientific papers

Post-modification of helical dipeptido polyisocyanides using the 'click' reaction

Polyisocyanopeptides have been synthesised containing acetylene groups on the side arms as scaffolds for multifunctional derivatisation by the copper-catalysed click reaction with a variety of azides. By using ethylene glycol azide and perylene azide chro

Fragment-based solid-phase assembly of oligonucleotide conjugates with peptide and polyethylene glycol ligands

Ligand conjugation to oligonucleotides is an attractive strategy for enhancing the therapeutic potential of antisense and siRNA agents by inferring properties such as improved cellular uptake or better pharmacokinetic properties. Disulfide linkages enable dissociation of ligands and oligonucleotides in reducing environments found in endosomal compartments after cellular uptake. Solution-phase fragment coupling procedures for producing oligonucleotide conjugates are often tedious, produce moderate yields and reaction byproducts are frequently difficult to remove. We have developed an improved method for solid-phase coupling of ligands to oligonucleotides via disulfides directly after solid-phase synthesis. A 2′-thiol introduced using a modified nucleotide building block was orthogonally deprotected on the controlled pore glass solid support with N-butylphosphine. Oligolysine peptides and a short monodisperse ethylene glycol chain were successfully coupled to the deprotected thiol. Cleavage from the resin and full removal of oligonucleotide protection groups were achieved using methanolic ammonia. After standard desalting, and without further purification, homogenous conjugates were obtained as demonstrated by HPLC, gel electrophoresis, and mass spectrometry. The attachment of both amphiphilic and cationic ligands proves the versatility of the conjugation procedure. An antisense oligonucleotide conjugate with hexalysine showed pronounced gene silencing in a cell culture tumor model in the absence of a transfection reagent and the corresponding ethylene glycol conjugate resulted in down regulation of the target gene to nearly 50% after naked application.

Luminescent gels by self-assembling platinum complexes

A platinum complex bearing a tetraethylene glycol chain has been designed and its self-assembly properties investigated. In solution, only a yellow phosphorescence of the aggregated species is observed. The complex gives luminescent gels of different colo

Spectroscopy, binding to liposomes and production of singlet oxygen by porphyrazines with modularly variable water solubility

Three novel classes of porphyrazine-like structures were synthesized to form modular structures in which lipophilicity and water solubility can be tuned. Subtle modification of solubility is an important criterion in selecting a compound for biological ph

Chirality Synchronization of Hydrogen-Bonded Complexes of Achiral N-Heterocycles

2,4-Diamino-6-phenyl-1,3,5-triazines carrying a single oligo(ethylene oxide) (EO) chain form an optically isotropic mesophase composed of a conglomerate of macroscopic chiral domains with opposite sense of chirality even though the constituent molecules are achiral. This mesophase was proposed to result from the helical packing of hydrogen-bonded triazine aggregates, providing long-range chirality synchronization. The results provide first evidence for macroscopic achiral symmetry breaking upon conglomerate formation in an amorphous isotropic phase formed by hydrogen-bonded associates of simple N-heterocycles that are related to prebiotic molecules.

Hydrophilic and lipophilic iron chelators with the same complexing abilities

A new series of iron chelators with the same coordination sphere as the water-soluble ligand O-trensox, but featuring a variable hydrophilic-lipophilic balance, have been obtained by grafting oxyethylene chains of variable length on a C-pivot tripodal sca

TPE based aggregation induced emission fluorescent sensors for viscosity of liquid and mechanical properties of hydrogel

Two amphiphilic TPE E/Z isomers with aggregation induced emission (AIE) property have been synthesized and characterized. The logarithmic fluorescent intensity of the two molecules was in positive relationship with logarithmic viscosity of liquid. To note

FLUORINATED AMINE OXIDE SURFACTANTS

Compositions including one or more fluorochemical surfactants of the formula: (I) where Rf is a perfluoroalkyl group, each of R1, R2 and R3 are C1-C20 alkyl, alkoxy, or aryl; and R4 is alkylene, arylene of a combination thereof. R4 is preferably an alkylene of 1-20 carbons that may be cyclic or acyclic, may optionally contain catenated or terminal heteroatoms selected from the group consisting of N, O, and S. Most preferably R4 is an alkylene of 2-10 carbon atoms. Described are anionic N-substituted fluorinated amine oxide surfactants, and use thereof in cleaning and in acid etch solutions. The cleaning and etch solutions are used with a wide variety of substrates, for example, in the cleaning and etching of silicon oxide-containing substrates.

Designing Nonfullerene Acceptors with Oligo(Ethylene Glycol) Side Chains: Unraveling the Origin of Increased Open-Circuit Voltage and Balanced Charge Carrier Mobilities

Despite the recent rapid development of organic solar cells (OSCs), the low dielectric constant (?r=3–4) of organic semiconducting materials limits their performance lower than inorganic and perovskite solar cells. In this work, we introduce oligo(ethylene glycol) (OEG) side chains into the dicyanodistyrylbenzene-based non-fullerene acceptors (NIDCS) to increase its ?r up to 5.4. In particular, a NIDCS acceptor bearing two triethylene glycol chains (NIDCS-EO3) shows VOC as high as 1.12 V in an OSC device with a polymer donor PTB7, which is attributed to reduced exciton binding energy of the blend film. Also, the larger size grain formation with well-ordered stacking structure of the NIDCS-EO3 blend film leads to the increased charge mobility and thus to the improved charge mobility balance, resulting in higher JSC, FF, and PCE in the OSC device compared to those of a device using the hexyl chain-based NIDCS acceptor (NIDCS-HO). Finally, we fabricate NIDCS-EO3 devices with various commercial donors including P3HT, DTS-F, and PCE11 to show higher photovoltaic performance than the NIDCS-HO devices, suggesting versatility of NIDCS-EO3.

Tuning the Molecular Packing of Self-Assembled Amphiphilic PtII Complexes by Varying the Hydrophilic Side-Chain Length

Understanding the relationship between molecular design and packing modes constitutes one of the major challenges in self-assembly and is essential for the preparation of functional materials. Herein, we have achieved high precision control over the supramolecular packing of amphiphilic PtII complexes by systematic variation of the hydrophilic side-chain length. A novel approach of general applicability based on complementary X-ray diffraction and solid-state NMR spectroscopy has allowed us to establish a clear correlation between molecular features and supramolecular ordering. Systematically increasing the side-chain length gradually increases the steric demand and reduces the extent of aromatic interactions, thereby inducing a gradual shift in the molecular packing from parallel to a long-slipped organization. Notably, our findings highlight the necessity of advanced solid-state NMR techniques to gain structural information for supramolecular systems where single-crystal growth is not possible. Our work further demonstrates a new molecular design strategy to modulate aromatic interaction strengths and packing arrangements that could be useful for the engineering of functional materials based on PtII and aromatic molecules.