1380006-72-3

Usage

Uses

Used in Organic Synthesis:
(1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-nitrophenyl)carbonate is used as a synthetic intermediate for the preparation of various organic compounds. Its unique molecular structure and the presence of the nitro group make it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Medicinal Chemistry:
(1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-nitrophenyl)carbonate is used as a potential lead compound in the development of new drugs. Its complex molecular structure and the presence of the nitro group may contribute to its biological activity, making it a promising candidate for further research and development in the field of medicinal chemistry.
Used in Research and Testing:
(1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-nitrophenyl)carbonate is used as a research compound to study its properties, reactivity, and potential applications. Further investigation through research and testing is necessary to fully understand its potential uses and to develop safe and effective methods for handling and utilizing this chemical.

Upstream product

• 1263291-41-3 (1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethanol 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 79549-89-6 C₁₂H₁₈O₂ 
• 1312010-01-7 C₁₀H₁₆O 
• 5259-72-3 cyclo-octa-1,5-diene 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 

Relevant academic research and scientific papers

Bio-Orthogonal T Cell Targeting Strategy for Robustly Enhancing Cytotoxicity against Tumor Cells

T cells can kill tumor cells by cell surface immunological recognition, but low affinity for tumor-associated antigens could lead to T cell off-target effects. Herein, a universal T cell targeting strategy based on bio-orthogonal chemistry and glycol-meta

Solid-Phase Enrichment and Analysis of Azide-Labeled Natural Products: Fishing Downstream of Biochemical Pathways

Many methods have been devised over the decades to trace precursors of specific molecules in cellular environments as, for example, in biosynthesis studies. The advent of click chemistry has facilitated the powerful combination of tracing and at the same time sieving the highly complex metabolome for compounds derived from simple or complex starting materials, especially when the click reaction takes place on a solid support. While the principle of solid-phase click reactions has already been successfully applied for selective protein and peptide enrichment, the successful enrichment of much smaller primary and secondary metabolites, showing great structural diversity and undergoing many different biosynthetic steps, has seen only little development. For bacterial secondary metabolism, a far broader tolerance for "clickable" precursors was observed than in ribosomal proteinogenesis, thus making this method a surprisingly valuable tool for the tracking and discovery of compounds within the cellular biochemical network. The implementation of this method has led to the identification of several new compounds from the bacterial genera Photorhabdus and Xenorhabdus, clearly proving its power.

Synthesis and evaluation of fluorescent Pam3Cys peptide conjugates

Chirally pure R- and S-epimers of TLR2 ligand Pam3CysSK4were prepared and separately conjugated to an OVA model epitope, in which lysine was replaced by azidonorleucine. The azide function in the conjugate permitted labelling with di

Expanding the scope of strained-alkyne chemistry: A protection-deprotection strategy via the formation of a dicobalt-hexacarbonyl complex

A protection-deprotection strategy for strained alkynes used for bioorthogonal chemistry is reported. A strained alkyne can be protected with dicobalt-octacarbonyl and we demonstrate for the first time that a strained alkyne can be re-formed and isolated

A Covalent Approach for Site-Specific RNA Labeling in Mammalian Cells

Advances in RNA research and RNA nanotechnology depend on the ability to manipulate and probe RNA with high precision through chemical approaches, both in vitro and in mammalian cells. However, covalent RNA labeling methods with scope and versatility comp

Synthesis of a toolbox of clickable rhodamine B derivatives

Abstract An efficient method for the large-scale preparation of rhodamine B clickable derivatives has been developed. Starting from inexpensive rhodamine B as the starting material it was possible to functionalize the carboxylic functionality of rhodamine B with an azide, a strained-alkyne, a substituted triphenylphosphine, a thiol, and a maleimide. Through the synthetic strategy it was possible to obtain stable and pure clickable rhodamine compounds that can be readily used not only for chemoselectively probing biomolecules, but also for materials science.

BICYCLO[6.1.0]NON-4-YNE COMPOUNDS SUITABLE FOR USE AS LINKERS IN BIOLOGICAL APPLICATIONS

The present invention relates to compounds that can be used link substrates to molecules, typically for biological applications such as imaging and the like. The compounds contain a cyclooctyne which is joined, via a linking group, to a moiety such as a s