125923-10-6

Basic information

• Product Name: 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione
• Synonyms: 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione;1H-Pyrrole-2,5-dione, 1-(2-aminoethyl)-;1-(2-aminoethyl)-2,5-dihydro-1H-pyrrole-2,5-dione
• CAS NO: 125923-10-6
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.13992
• EINECS: -0
• Mol File: 125923-10-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 278.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.305±0.06 g/cm3(Predicted)
• PKA: 8.39±0.10(Predicted)
• CAS DataBase Reference: 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione(125923-10-6)
• EPA Substance Registry System: 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione(125923-10-6)

Safety Data

• Hazardous Substances Data: 125923-10-6(Hazardous Substances Data)

Usage

General Description

1-(2-aminoethyl)-1H-pyrrole-2,5-dione, also known as 2-Aminoethylpyrrolidone, is an organic chemical compound with the molecular formula C6H8N2O2. It is a pyrrole derivative that contains a pyrrolidone group and an aminoethyl group. 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione is often used as a building block in the synthesis of pharmaceuticals and other organic compounds. It has been found to exhibit antimicrobial and antiviral properties, and it is also used in the production of UV absorbers and stabilizers for plastics and coatings. Additionally, it has potential applications in the field of materials science and as a reagent in chemical research.

Upstream product

• 215654-55-0 C₁₁H₁₈N₂O₅ 
• 541-59-3 maleiimide 
• 26690-80-2 2-(N-tert-butoxycarbonylamino)ethanol 
• 75-84-3 2,2-dimethyl-propanol-1 
• 146474-00-2 N-(2-aminoethyl)maleimide trifluoroacetate 
• 215654-55-0 (Z)-3-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-acrylic acid 
• 134272-63-2 N-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-carbamic acid tert-butyl ester 

Downstream Products

• 139554-72-6 1-(2-(D-biotinamido)ethyl)-1H-pyrrole-2,5-dione 
• 76-05-1 trifluoroacetic acid 
• 5132-30-9 1,1'-(ethane-1,2-diyl)bis(1H-pyrrole-2,5-dione) 

Relevant articles and documents

New maleimide spirobenzopyran derivatives as photochromic labels for macromolecules with sulfhydryl groups

Two new photochromic labels of spiro[chromene-2,2'-indole] series supplied with 5-positioned maleimide moieties suitable for labelling macromolecules with sulfhydryl groups were synthesized.

Multivalent design of apoptosis-inducing Bid-BH3 peptide-oligosaccharides boosts the intracellular activity at identical overall peptide concentrations

Multivalent peptide-oligosaccharide conjugates were prepared and used to investigate the multivalency effect concerning the activity of Bid-BH3 peptides in live cells. Dextran oligosaccharides were carboxyethylated selectively in the 2-position of the carbohydrate units and activated for the ligation of N-terminally cysteinylated peptides. Ligation through maleimide coupling was found to be superior to the native chemical ligation protocol. Monomeric Bid-BH3 peptides were virtually inactive, whereas pentameric peptide conjugates induced apoptosis up to 20-fold stronger at identical peptide concentrations. Comparison of lowly multivalent and highly multivalent peptide dextrans proved a multivalency effect in life cells which was specific for the BH3 peptide sequence. A potent blend of sugar and peptides: The intracellular activity of BH3 peptides is boosted upon their multivalent presentation on the oligosaccharide dextran. Induction of apoptosis by the pentavalent BH3 peptide dextran was visualized in cells of the human cell line Jurkat E6.1. by using a protein stain Annexin-V (purple; see figure). This flexible access to peptide dextrans should pave the way to further biological applications of these new materials. Copyright

The versatility of N-alkyl-methoxyamine bi-functional linkers for the preparation of glycoconjugates

The application of N-glycosyl-N-alkyl-methoxyamine bi-functional linkers for the synthesis of a variety of glycoconjugates is described. The linker contains a specific functional group, such as an amine, azide, thiol, or carboxylic acid, which can be used for conjugation methodologies that include amide ligation, sulfonylation, copper-mediated Huisgen cycloaddition or thiol-maleimide coupling. In this way, glycoconjugates equipped with biotin, a fluorescent reporter, or a protein were efficiently synthesised, thus demonstrating the versatility of this type of oxyamine linker for the construction of glycoconjugate probes.

Anisotropic dynamics and mechanics of macromolecular crystals containing lattice-patterned polymer networks

The mechanical and functional properties of many crystalline materials depend on cooperative changes in lattice arrangements in response to external perturbations. However, the flexibility and adaptiveness of crystalline materials are limited. Additionally, the bottom-up, molecular-level design of crystals with desired dynamic and mechanical properties at the macroscopic level remains a considerable challenge. To address these challenges, we had previously integrated mesoporous, cubic ferritin crystals with hydrogel networks, resulting in hybrid materials (polymer-integrated crystals or PIX) which could undergo dramatic structural changes while maintaining crystalline periodicity and display efficient self-healing. The dynamics and mechanics of these ferritin-PIX were devoid of directionality, which is an important attribute of many molecular and macroscopic materials/devices. In this study, we report that such directionality can be achieved through the use of ferritin crystals with anisotropic symmetries (rhombohedral or trigonal), which enable the templated formation of patterned hydrogel networks in crystallo. The resulting PIX expand and contract anisotropically without losing crystallinity, undergo prompt bending motions in response to stimuli, and self-heal efficiently, capturing some of the essential features of sophisticated biological devices like skeletal muscles.

An endoplasmic reticulum-targeted organic photothermal agent for enhanced cancer therapy

Developing selectively targeted photothermal agents to reduce side effects in photothermal therapy remains a great challenge. Inspired by the key role of endoplasmic reticulum in the protein synthesis and intracellular signal transduction, particularly for the immunogenic cell death induced by endoplasmic reticulum stress, we developed an endoplasmic reticulum-targeted organic photothermal agent (Ts-PT-RGD) for enhancing photothermal therapy of tumor. The photothermal agent was covalently attached with 4-methylbenzenesulfonamide and cyclic Arg-Gly-Asp (cRGD) peptide for realizing the targeting of endoplasmic reticulum and tumor cell. Owing to its amphiphilic properties, it readily self-assembles in water to form nanoparticles. The photothermal agent possesses excellent photophysical properties and biological compatibility. In vitro and in vivo experiments demonstrate that it can actively target endoplasmic reticulum and effectively ablate tumor with near-infrared laser.

TARGETED PEPTIDE CONJUGATES

The present invention relates to the preparation and use of therapeutic compounds for the treatment of diseases at specific subcellular target areas such as specific cellular organelles. In particular, the therapeutic compounds of the invention are specific for modifying enzyme activity within targeted organelles or structures of cells and tissues. Subcellular organelles and structures that may be specifically targeted by compounds of the present invention include lysosomes, autophagasomes, the endoplasmic reticulum, the Golgi complex, peroxisomes, the nucleus, membranes and the mitochondria.