Biegasiewicz, Kyle F.;
Cooper, Simon J.;
Gao, Xin;
Oblinsky, Daniel G.;
Kim, Ji Hye;
Garfinkle, Samuel E.;
Joyce, Leo A.;
Sandoval, Braddock A.;
Scholes, Gregory D.;
Hyster, Todd K.
Photoexcitation of flavoenzymes enables a stereoselective radical cyclization
You can manage bookmarks using lists, please log in to your user account for this.
Media type:
E-Article
Title:
Photoexcitation of flavoenzymes enables a stereoselective radical cyclization
Contributor:
Biegasiewicz, Kyle F.;
Cooper, Simon J.;
Gao, Xin;
Oblinsky, Daniel G.;
Kim, Ji Hye;
Garfinkle, Samuel E.;
Joyce, Leo A.;
Sandoval, Braddock A.;
Scholes, Gregory D.;
Hyster, Todd K.
imprint:
American Association for the Advancement of Science (AAAS), 2019
Description:
<jats:title>Light teaches (co)enzymes new tricks</jats:title>
<jats:p>
Light is widely used in organic synthesis to excite electrons in a substrate or catalyst, opening up reactive pathways to a desired product. Biology uses light sparingly in this way, but coenzymes such as flavin can be driven to excited states by light. Biegasiewicz
<jats:italic>et al.</jats:italic>
investigated this reactivity and found a suite of flavoenzymes that catalyze asymmetric radical cyclization when exposed to light. “Ene”-reductases, when reduced and illuminated, converted starting materials containing an α-chloroamide and an alkene into five-, six-, seven-, or eight-membered lactams. Different enzymes furnished different stereochemistry in the products, likely because of changes in active-site pocket geometry.
</jats:p>
<jats:p>
<jats:italic>Science</jats:italic>
, this issue p.
<jats:related-article xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="doi" issue="6446" page="1166" related-article-type="in-this-issue" vol="364" xlink:href="10.1126/science.aaw1143">1166</jats:related-article>
</jats:p>