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(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate

CAS 1516551-46-4C15H17NO5Chemical Synthesis

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate (CAS: 1516551-46-4) is a specialised cyclooctyne derivative. This compound features an N-succinimidyl ester functional group, allowing for efficient conjugation with primary amines. It is primarily utilised in chemical biology and synthesis for strain-promoted copper-free azide-alkyne cycloaddition (CuAAC) reactions, enabling the formation of stable triazole linkages without the need for a catalyst.

IUPAC
N-[((1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-yl)methyloxycarbonyloxy]succinimide,BCN-NHS,BCN-succinimidyl ester
Synonyms
1516551-46-4C15H17NO5N-[((1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-yl)methyloxycarbonyloxy]succinimideBCN-NHSBCN-succinimidyl ester
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(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate (C15H17NO5) — chemical structure, CAS 1516551-46-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisAlkynes and Other ReagentsCrosslinkers
01 /Applications

Bioconjugation

Enables the labelling or modification of biomolecules containing primary amines by incorporating the cyclooctyne moiety for subsequent click chemistry reactions.

Chemical Synthesis

Serves as a versatile building block in organic synthesis, particularly for constructing complex molecules via copper-free cycloaddition reactions.

Materials Science

Can be used to functionalise surfaces or polymers with amine groups, introducing cyclooctyne handles for further modification or crosslinking.

Drug Discovery

Facilitates the development of novel therapeutics by enabling precise conjugation of drug candidates to targeting moieties or delivery systems.

02 /Properties
Empirical formulaC15H17NO5
Storage temperature−20°C
ApplicationSuccinimidyl ester/NHS functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into amine containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This strained cyclooctyne will react with azide functionalized compounds or biomolecules without the need for a copper catalyst to result in a stable triazole linkage.
Compositioncarbon content, 61.85%hydrogen content, 5.88%nitrogen content, 4.81%
03 /Identifiers & registry
CAS number
1516551-46-4
04 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

05 /Frequently asked questions

What is (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate used for?

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This compound is used for labelling or modifying amine-containing molecules and biomolecules through strain-promoted copper-free azide-alkyne cycloaddition (CuAAC) reactions.

What are the CAS number and formula for this product?

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The CAS number is 1516551-46-4 and the empirical formula is C15H17NO5.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product as a research-grade chemical. Purity is not specified beyond technical specifications, and it is not represented as USP, BP, or EP grade.

How should (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate be handled?

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According to the supplied data, this compound has a WGK rating of 3 in Germany, indicating it is hazardous to water. Handle with appropriate personal protective equipment and consult the Safety Data Sheet (SDS) for detailed safety precautions.

How is this chemical packed, shipped, and exported?

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This chemical is typically packed and shipped according to standard chemical handling protocols for research reagents. Tech Serve Solutions is a global supplier and exporter.

How can I request a quote or sample?

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Please contact our sales team directly via the website or email to request a quote or a sample of (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate.

Need (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate in a specific grade or volume?