20580-52-3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 539-48-0 p-xylylidenediamine 
• 51964-30-8 1,4-bis(aminomethyl)benzene dihydrochloride 

Downstream Products

• 1047626-99-2 N,N'-dipropargyl-N,N'-di-Boc-p-xylylenediamine 
• 1377583-15-7 N,N'-dibutyl-N,N'-di-Boc-p-xylylenediamine 
• 93865-87-3 N,N'-dipropyl-p-xylylenediammonium chloride 
• 7289-04-5 N,N'-dibenzyl-p-xylylenediammonium chloride 
• 1377583-14-6 N,N'-dipropyl-N,N'-di-Boc-p-xylylenediamine 
• 1377583-12-4 N,N'-diallyl-N,N'-di-Boc-p-xylylenediamine 

Relevant academic research and scientific papers

Bistable cucurbituril rotaxanes without stoppers

Bistable rotaxanes are important design elements of molecular devices for a broad range of applications, such as controlled drug release, molecular rotary motors, and chemical sensors. The host-guest complexes of cucurbit[6]uril and 1,4-bis(alkylaminomethyl)benzene were found to exhibit two stable binding modes with an unexpectedly high barrier between them. Their structural and dynamic properties, kinetic and thermodynamic parameters, as well as different chemical reactivity towards the azide-alkyne [3+2] cycloaddition reaction (click chemistry), were discovered by NMR spectroscopy, X-ray crystallography, and isothermal titration microcalorimetry. The highly stable 2:1 complex, which is formed at room temperature, was found to be a kinetic product, which may be converted to the thermodynamic 1:1 complex upon prolonged heating to 100°C. The latter is a very stable rotaxane despite the fact that it lacks bulky end groups. Locked up and active: The host-guest complexes of cucurbit[6]uril and 1,4-bis(alkylaminomethyl)benzene exhibit two stable binding modes with a high barrier between them. The highly stable 2:1 complex that is formed at room temperature is a kinetic product that may be converted into the thermodynamic 1:1 complex upon prolonged heating in water (see scheme). The latter is a very stable rotaxane despite the fact that it lacks bulky end groups. These findings are significant for the design of molecular devices.

Red-fluorescent argininamide-type NPY Y1 receptor antagonists as pharmacological tools

Fluorescently labelled NPY Y1 receptor (Y1R) ligands were synthesized by connecting pyrylium and cyanine dyes with the argininamide-type Y1R antagonist core structure by linkers, covering a wide variety in length and chemical nature, attached to the guanidine group. The most promising fluorescent probes had Y1R affinities (radioligand binding) and antagonistic activities (calcium assay) in the one- to two-digit nanomolar range. These compounds turned out to be stable under assay conditions and to be appropriate for the detection of Y1Rs by confocal microscopy in live cells. To improve the signal-to-noise ratio by shifting the emission into the near infrared, a new benzothiazolium-type fluorescent cyanine dye (UR-DE99) was synthesized and attached to the parent antagonist via a carbamoyl linker yielding UR-MK131, a highly potent fluorescent Y1R probe, which was also successfully applied in flow cytometry.

FRICTIONLESS MOLECULAR ROTARY MOTORS

A rotaxane consisting of a cucurbituril and an uncharged guest molecule, having low or null affinity therebetween is provided as well as processes for providing the same. Various uses as energy converters (“frictionless” molecular motors), biochips and biosensors using the same are also provided.