2,5-dioxopyrrolidin-1-yl 1-(bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10-trioxa-4-azatridecan-13-oate

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2,5-dioxopyrrolidin-1-yl 1-(bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10-trioxa-4-azatridecan-13-oate

2,5-dioxopyrrolidin-1-yl 1-(bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10-trioxa-4-azatridecan-13-oate | 2243565-12-8

Catalog Number R16-0025
Category BCN
Molecular Formula C22H30N2O8
Molecular Weight 450.48
Catalog Number Size Price Quantity
R16-0025 -- $--

Product Introduction

2,5-dioxopyrrolidin-1-yl 1-(bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10-trioxa-4-azatridecan-13-oate is a small molecule compound with biological activity. It has been widely studied as a linker in ADC development.

Chemical Information

Synonyms endo-BCN-PEG2-OSu; endo-BCN-PEG2-NHS ester
Purity 98%
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-(9-bicyclo[6.1.0]non-4-ynylmethoxycarbonylamino)ethoxy]ethoxy]propanoate
Canonical SMILES C1CC2C(C2COC(=O)NCCOCCOCCC(=O)ON3C(=O)CCC3=O)CCC#C1
InChI InChI=1S/C22H30N2O8/c25-19-7-8-20(26)24(19)32-21(27)9-11-29-13-14-30-12-10-23-22(28)31-15-18-16-5-3-1-2-4-6-17(16)18/h16-18H,3-15H2,(H,23,28)
InChI Key HVVMKCPRACMDSI-UHFFFAOYSA-N
Solubility DMSO, DCM, DMF
Appearance Soild powder
  • Product Specification
  • Application
Storage -20°C

2,5-dioxopyrrolidin-1-yl 1-(bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10-trioxa-4-azatridecan-13-oate, a complex chemical compound with diverse applications in bioorganic chemistry and pharmaceutical development. Here are four key applications:

Click Chemistry: Widely employed in click chemistry reactions, this compound showcases its exceptional value through its rapid, high-yielding reactions. Featuring a strained alkyne that readily engages in azide-alkyne cycloaddition reactions, it becomes an indispensable tool for labeling biomolecules and constructing intricate molecular architectures with precision and efficiency.

Drug Development: Serving as a crucial intermediate in pharmaceutical synthesis, this compound offers a versatile platform for generating bioactive molecules with diverse pharmacological properties. Its intricate structure provides researchers with the flexibility to tailor derivatives for potential therapeutic applications, driving the exploration of new drug candidates and the optimization of lead compounds with unparalleled precision.

Bioconjugation: The inherent versatility of the strained alkyne moiety within this compound opens up a realm of possibilities for bioconjugation applications. It seamlessly conjugates with a myriad of biomolecules, including proteins, peptides, and nucleic acids, enabling the creation of targeted delivery systems and diagnostic probes. This functionality fuels the development of innovative therapeutic and diagnostic tools with intricate precision and efficacy.

Materials Science: Embracing the realm of advanced materials, this compound plays a pivotal role in the design and fabrication of cutting-edge materials like hydrogels and polymers. By integrating it into polymer networks, scientists harness its unique capabilities to craft materials with bespoke mechanical and chemical properties. These tailor-made materials find practical applications in biomedical fields such as tissue engineering and drug delivery systems, showcasing the compound’s versatility and utility in diverse scientific domains.

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