Strain-promoted cycloadditions of cyclic nitrones with cyclooctynes for labeling human cancer cells.

Abstract

Strain-promoted cycloadditions of cyclic nitrones with cyclooctynes proceed with rate constants up to 3.38 ± 0.31 M(-1) s(-1) in CD(3)CN, or 59 times faster than the analogous reaction of azides. This highly specific modular labeling strategy can be applied for direct labeling of proteins and for live cell imaging of cancer cells.

• Authors: Craig S McKay, Jessie A Blake, Jenny Cheng, Dana C Danielson, John Paul Pezacki
• Journal: Chemical communications (Cambridge, England) (Chem Commun (Camb)) Vol. 47 Issue 36 Pg. 10040-2 (Sep 28 2011) ISSN: 1364-548X [Electronic] England
• PMID: 21829852 (Publication Type: Journal Article)

Chemical References

• Alkynes
• Azides
• Nitrogen Oxides
• nitrones
• ErbB Receptors

Topics

• Alkynes (chemistry)
• Azides (chemistry)
• Catalysis
• Cell Line, Tumor
• Cyclization
• ErbB Receptors (chemistry)
• Humans
• Kinetics
• Neoplasms (metabolism, pathology)
• Nitrogen Oxides (chemistry)