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744867 Aldrich

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

for Copper-free Click Chemistry

Synonym: N-[((1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-yl)methyloxycarbonyloxy]succinimide, BCN-NHS, BCN-succinimidyl ester

  • CAS Number 1516551-46-4

  • Empirical Formula (Hill Notation) C15H17NO5

  • Molecular Weight 291.30

  •  PubChem Substance ID 329765714

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper-Free Click Chemistry, Crosslinkers,
InChI Key   SKTDJYHCSCYLQU-ZSBIGDGJSA-N
composition   carbon content, 61.85%
  hydrogen content, 5.88%
  nitrogen content, 4.81%
storage temp.   −20°C

Description

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Application

Succinimidyl 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.

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Cross-Coupling Guide

The Future of Bioimaging
Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Copper-Free Click Chemistry

Click chemistry involves the rapid generation of compounds by joining small units together via heteroatom links (C-X-C). The main objective of click chemistry is to develop a set of powerful, selecti...
Keywords: 1,3-Dipolar cycloaddition, Catalysis, Chemical biology, Click chemistry, Combinatorial synthesis, Cycloadditions, Drug discovery, Materials Science, Medicinal chemistry, Pharmaceutical, Positron Emission Tomography

Peer-Reviewed Papers
15

References

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