Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): a photoactivatable linchpin for efficient SPAAC crosslinking.

Authors :: Sutton DA
Yu SH
Steet R
Popik VV
Source :: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2016 Jan 11; Vol. 52 (3), pp. 553-6. Date of Electronic Publication: 2015 Nov 05.
Publication Year :: 2016
Abstract: The first fully conjugated bis-cyclopropenone (photo-DIBOD), a derivative of dibenzo[a,e][8]annulene, has been synthesized. 350-420 nm irradiation of this robust compound results in the efficient formation of dibenzo [a,e] cyclooctadiyne, an unstable, but useful SPAAC cross-linking reagent. Since photo-DIBO doesn't react with organic azides, this method allows for the spatiotemporal control of the ligation of two azide-tagged substrates.

Subjects :: Blotting, Western
Electrophoresis, Polyacrylamide Gel
Molecular Structure
Rhodamines chemistry
Cross-Linking Reagents chemistry
Cyclopropanes chemistry
Diynes chemistry
Light
Polycyclic Compounds chemistry

Full Text Access

Tools