875770-32-4

Usage

Uses

Used in Bioconjugation:
Propargyl-PEG4-Tos is utilized as a bioconjugation agent for the selective attachment of azide-bearing biomolecules. The propargyl group facilitates the formation of a stable triazole linkage through copper-catalyzed azide-alkyne Click Chemistry, allowing for the precise and efficient modification of biological entities.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Propargyl-PEG4-Tos serves as a component in the design of drug delivery systems. Its PEG4 spacer and functional groups contribute to the solubility, stability, and targeting of drug carriers, potentially improving the therapeutic efficacy and bioavailability of various medications.
Used in Chemical Synthesis:
Propargyl-PEG4-Tos finds application in chemical synthesis as an intermediate or building block. The presence of the tosyl group makes it a versatile reagent for nucleophilic substitution reactions, while the propargyl group can be employed in Click Chemistry for the synthesis of complex molecular architectures.

Upstream product

• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 107-19-7 propargyl alcohol 
• 98-59-9 p-toluenesulfonyl chloride 
• 87450-10-0 3,6,9,12-tetraoxapentadec-14-yn-1-ol 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 106-96-7 propargyl bromide 
• 112-60-7 Tetraethylene glycol 

Downstream Products

• 1198404-10-2 [BF₂(C₉N₂H₂(CH₃)4C₆H₄NH(C₂H₄O)4CH₂CCH)] 
• 1308299-15-1 (R)-5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one 
• 1308299-16-2 (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate 
• 1308299-17-3 (R)-1-(1-(1-((3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)-1H-1,2,3-triazol-4-yl)-2,5,8,11-tetraoxatridecan-13-yl)-5-methylpyrimidine-2,4(1H,3H)-dione 
• 1308299-18-4 (R)-tert-butyl 4-(2-fluoro-4-(5-((4-(13-(5-methyl-2,4-dioxo-3,4-dihydro pyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxazolidin-3-yl)phenyl)piperazine-1-carboxylate 
• 1309042-01-0 (R)-1-(1-(1-((3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)-1H-1,2,3-triazol-4-yl)-2,5,8,11-tetraoxatridecan-13-yl)-2,3,3a,4,7,7a-hexahydro-1,3-dioxo-4,7-methanoisoindole 
• 1309042-02-1 (R)-tert-butyl 4-(2-fluoro-4-(5-((4-(13-(2,3,3a,4,7,7a-hexahydro-1,3-dioxo-4,7-methano-isoindol-2-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylate 
• 1308299-09-3 triethylene glycol 2-bromoethyl propargyl ether 
• 1351556-81-4 2-(2-{2-[2-(2-{2-[2-(2-prop-2-ynyloxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethoxy)ethanol 

Relevant academic research and scientific papers

Functionalized 2-Hydroxybenzaldehyde-PEG Modules as Portable Tags for the Engagement of Protein Lysine ?-Amino Groups

The formation of reversible-covalent interactions between a small-molecule ligand and its protein target is emerging as a general strategy to design binders with increased affinity. In this context, 2-hydroxybenzaldehyde (2HB) has been recently proposed a

COMPOSITIONS AND METHODS RELATED TO MOLECULAR CONJUGATION

The invention relates to activated Michael acceptor (AMA) compounds that can undergo conjugation with biomolecules containing Michael donor moieties, thereby providing plasma-stable antibody-drug conjugates (ADCs). Pharmaceutical compositions of the ADCs are disclosed as well. Also provided herein are a number of applications (e.g., therapeutic applications) in which the compositions are useful.

SUBSTITUTED TRIAZINE COMPOUNDS AND USES THEREOF

The present invention relates to compounds of formula (I) : including any stereochemically isomeric form thereof, or pharmaceutically acceptable salts thereof, for the treatment of, for example, hypercholesterolemia.

ANTIBODY COMPOUNDS WITH REACTIVE ARGININE AND RELATED ANTIBODY DRUG CONJUGATES

The present invention provides antibody compounds that contain a substitution of arginine for the reactive lysine residue (Lys99) in the hydrophobic cleft (38C2_Arg). The invention also provides antibody drug conjugate compounds (ADCs) that contain cargo

A "click Chemistry Platform" for the Rapid Synthesis of Bispecific Molecules for Inducing Protein Degradation

Proteolysis targeting chimeras (PROTACs) are bispecific molecules containing a target protein binder and an ubiquitin ligase binder connected by a linker. By recruiting an ubiquitin ligase to a target protein, PROTACs promote ubiquitination and proteasomal degradation of the target protein. The generation of effective PROTACs depends on the nature of the protein/ligase ligand pair, linkage site, linker length, and linker composition, all of which have been difficult to address in a systematic way. Herein, we describe a "click chemistry" approach for the synthesis of PROTACs. We demonstrate the utility of this approach with the bromodomain and extraterminal domain-4 (BRD4) ligand JQ-1 (3) and ligase binders targeting cereblon (CRBN) and Von Hippel-Lindau (VHL) proteins. An AlphaScreen proximity assay was used to determine the ability of PROTACs to form the ternary ligase-PROTAC-target protein complex and a MSD assay to measure cellular degradation of the target protein promoted by PROTACs.

Enzymatic Fluorination of Biotin and Tetrazine Conjugates for Pretargeting Approaches to Positron Emission Tomography Imaging

The use of radiolabelled antibodies and antibody-derived recombinant constructs has shown promise for both imaging and therapeutic use. In this context, the biotin–avidin/streptavidin pairing, along with the inverse-electron-demand Diels–Alder (iEDDA) rea

Rational Design of Supramolecular Dynamic Protein Assemblies by Using a Micelle-Assisted Activity-Based Protein-Labeling Technology

The self-assembly of proteins into higher-order superstructures is ubiquitous in biological systems. Genetic methods comprising both computational and rational design strategies are emerging as powerful methods for the design of synthetic protein complexes with high accuracy and fidelity. Although useful, most of the reported protein complexes lack a dynamic behavior, which may limit their potential applications. On the contrary, protein engineering by using chemical strategies offers excellent possibilities for the design of protein complexes with stimuli-responsive functions and adaptive behavior. However, designs based on chemical strategies are not accurate and therefore, yield polydisperse samples that are difficult to characterize. Here, we describe simple design principles for the construction of protein complexes through a supramolecular chemical strategy. A micelle-assisted activity-based protein-labeling technology has been developed to synthesize libraries of facially amphiphilic synthetic proteins, which self-assemble to form protein complexes through hydrophobic interaction. The proposed methodology is amenable for the synthesis of protein complex libraries with molecular weights and dimensions comparable to naturally occurring protein cages. The designed protein complexes display a rich structural diversity, oligomeric states, sizes, and surface charges that can be engineered through the macromolecular design. The broad utility of this method is demonstrated by the design of most sophisticated stimuli-responsive systems that can be programmed to assemble/disassemble in a reversible/irreversible fashion by using the pH or light as trigger.

Dendrimer-Based Signal Amplification of Click-Labelled DNA in Situ

The in vivo incorporation of alkyne-modified bases into the genome of cells is today the basis for the efficient detection of cell proliferation. Cells are grown in the presence of ethinyl-dU (EdU), fixed and permeabilised. The incorporated alkynes are then efficiently detected by using azide-containing fluorophores and the CuI-catalysed alkyne–azide click reaction. For a world in which constant improvement in the sensitivity of a given method is driving diagnostic advancement, we developed azide- and alkyne-modified dendrimers that allow the establishment of sandwich-type detection assays that show significantly improved signal intensities and signal-to-noise ratios far beyond that which is currently possible.

Monitoring Fluorinated Dendrimer-Based Self-Assembled Drug-Delivery Systems with 19F Magnetic Resonance

Monitoring a drug-delivery system with an imaging modality is of great importance for detailed understanding of drug-delivery processes and for achieving optimal therapeutic effects. Here, novel fluorinated self-assembled dendrimers with a single 19