906564-59-8

Basic information

• Product Name: hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• Synonyms: hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS NO: 906564-59-8
• Molecular Weight: 209.202
• Mol File: 906564-59-8.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester(906564-59-8)
• EPA Substance Registry System: hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester(906564-59-8)

Safety Data

• Hazardous Substances Data: 906564-59-8(Hazardous Substances Data)

Usage

Description

Hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester is a chemical compound that contains a hex-5-ynoic acid group and a 2,5-dioxo-pyrrolidin-1-yl ester group. It is an amine reactive reagent used for derivatizing peptides, antibodies, and amine-coated surfaces.

Uses

Used in Chemical Synthesis:
Hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester is used as a reagent in chemical synthesis for the modification of peptides, antibodies, and amine-coated surfaces. The propargyl group in the compound can react with azide-bearing compounds or biomolecules via copper-catalyzed azide-alkyne click chemistry, yielding a stable triazole linkage.
Used in Bioconjugation:
Hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester is used as a bioconjugation agent for the attachment of biomolecules to various surfaces or other molecules. The NHS ester group in the compound can react with primary amines, forming stable amide bonds, allowing for the covalent attachment of biomolecules.
Used in Drug Delivery Systems:
Hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester can be used in drug delivery systems for the targeted delivery of therapeutic agents. hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester can be used to modify drug molecules or drug delivery carriers, enabling specific targeting and controlled release of therapeutic agents.
Used in Analytical Chemistry:
Hex-5-ynoic acid 2,5-dioxo-pyrrolidin-1-yl ester can be used as a derivatization agent in analytical chemistry for the detection and analysis of various compounds. The reactivity of the compound with amines allows for the formation of stable derivatives, improving the detection and analysis of target compounds.

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 55183-45-4 hex-5-in-carboxyl chloride 
• 53293-00-8 hex-5-ynoic acid 

Downstream Products

• 155193-71-8 5-Hexynoic acid benzylamide 
• 1394821-89-6 tert-butyl 4-(2-(7-phenyloct-7-en-5-ynamido)ethyl)-1H-imidazole-1-carboxylate 
• 1307893-28-2 N-(N'-hex-5-ynoyl-L-α-aspartyl)-L-phenylalanine 1-methyl ester 
• 1307893-32-8 6-oxohexanoyl aspartame 
• 1246999-35-8 methyl 2-(2-(2,2-dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-yloxy)-4-hydroxyphenylazo)-5-(3-hex-5-ynamidopropyl)benzoate 

Relevant articles and documents

Modular Toolkit of Multifunctional Block Copoly(2-oxazoline)s for the Synthesis of Nanoparticles

Post-polymerization modification provides an elegant way to introduce chemical functionalities onto macromolecules to produce tailor-made materials with superior properties. This concept was adapted to well-defined block copolymers of the poly(2-oxazoline) family and demonstrated the large potential of these macromolecules as universal toolkit for numerous applications. Triblock copolymers with separated water-soluble, alkyne- and alkene-containing segments were synthesized and orthogonally modified with various low-molecular weight functional molecules by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and thiol-ene (TE) click reactions, respectively. Representative toolkit polymers were used for the synthesis of gold, iron oxide and silica nanoparticles.

PHOTOPROXIMITY PROFILING OF PROTEIN-PROTEIN INTERACTIONS IN CELLS

Photoactive probes and probe systems for detecting biological interactions are described. The photoactive probes include probes that combine both photocleavable and photoreactive moieties. The photoactive probe systems can include a first probe comprising a photocatalytic group and a second probe comprising a group that can act as a substrate for the reaction catalyzed by the photocatalytic group. The probes and probe systems can also include groups that can specifically bind to a binding partner on a biological entity of interest and a detectable group or a precursor thereof. The probes and probe systems can detect spatiotemporal interactions of proteins or cells. In some embodiments, the interactions can be detected in live cells. Also described are methods of detecting the biological interactions.

Regulating miRNA-21 Biogenesis by Bifunctional Small Molecules

We report a new strategy to regulate microRNAs (miRNAs) biogenesis by using bifunctional small molecules that consist of a pre-miRNA binding unit connected by a linker to a Dicer inhibiting unit. In this effort, fluorescence polarization-based screening was used to identify neomycin as a pre-miR-21 binding ligand. Although neomycin cannot inhibit miR-21 maturation, linking it to the RNase inhibitor 1 forms the bifunctional conjugate 7A, which inhibits the production of miR-21. We expect that this strategy will be applicable to design other molecules for miRNA regulation.