Science of Synthesis

Moody, T. S.; Mix, S.; Brown, G.; Beecher, D., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 2, 432.

Acetophenone-type compounds dominate in the literature, indicating a high success rate for bioreduction of this compound class using carbonyl reductase enzymes. Their availability, minimal steric issues around the ketone function, and high solubility in a range of solvents makes them useful substrates for further study.

Mee eee ee-eeeeeee eeee eeeeeeeeee ee eeee-Meeeee eeeeeeeee eeee Meeeeeeeeeeeeeee ee. MM88 eee eeeeeeeee ee eeeeeee eeeeeeeeeeee eee eeeeeeeeee eeeeee eeeeee ee eeeeeeee eee eeeeee. Mee eeeeeeeee eeeeeeeeeee eeeeeee ee Meeeeee ‌8.8.8.8.8‌ (‌Meeeee 8‌) ee eeeeeeeee ee 888 e · M−8 eeeee eeeeee-8-ee eee eeeeeeee eeeeeeeee.[‌88‌]

Meeeeee eeee eee eeee eeeeeee eee ee Mee eee ee-eeeeeee eeeee Meeeeee eeeeeeeeeeee eee eeeeeee eeeeee. Me eeee-Meeeee eeeeeeeeeeeeeee eeeeeeee eeeeeeeee eee eeee eeeeeeeeee eeee ee eeeeeee ee eeeeeeee eeeeeeeeeeeee (eeeeeeeeee eeeeee-eeeeeeeeeee 8-eeeeeeeeeeeeeeeeeeee).[‌88‌]

Me eee eeee eeeee eeeeeee eeeeeeeee eeeeeeeee eeee eee eeeeeeeeeeeeeeeee ee e Meeeee eeeeeeee eeeeeeeee eeee Meeeeeeeeeeeeeeeee eeeeeeeeeee eee eee eeeeeeeeeeeee ee eeeeeeeeeeee ee eeeeee 8-eeeeeeeeeeeee eee ee eeeeeeee ee eee eeeeee eeeeeeee ee e eeeeee eeeee eeee eeee eeeee eee eeeee eeeeee (Mee88Mee) (‌Meeeee 88‌).[‌88‌] Meee eeeeee, eeeeee e eeeee eeeeeeeee-eeeeeee eeeeee, eee eeee eeeee eeee-Meeeee eeeeeeeeeeeeeeeee eee eeee eeeeeee eeee eeeeeeeeee eeeeeeeee eeeeeeeeee eeee eeeee eeeeeeee ee eee eeee-eeee eeeeee.

‌Meeeee 88‌ Meeeeeeeeeee ee Meeeeeeeeeee Meeee M. eeeeeeeeeee[‌88‌]

Meee ee Meeee eee ee-eeeeeee eeeeeee eee eeeeeeeeeeeeeeeee ee eee eeeeeeee eeeeeeeee eeee (M)-8-eeeeeeeeeeeee ee eee M-eeeeee ee eeee-eeeeeeee eeeeeeeeeee. Meee eeeeeeeeeeee ee eee eeeee ee eee eeeeeeeeeeee ee eeeeeee eeeeeeeeeeeee ee eee eeee eeee eeee.[‌88‌]

Meee eeeeeeeee ee Me eee ee-eeeeeee eeeeeeeeeeee eeee, eeeeeee eeeeee eeeeee, eeeeeeee eeeeeeeeee eee ee eeeeeeeeee eee eeeeeeeee ee eeeee eeeeee eeeeeee eeee eeee eeeeee M- ee M-eeeeeeeeeee, ee eeeee ee ‌Meeeee 88‌.[‌88‌] Meee eee eeeeeee eeeeeeeeeeeee eeeeeeee-eeeeeeeee eeeeee ee eeee eeee eeeeeee eeeeeeeee, 888 e · M−8 ee eeeeeeeee ee eeeeeeeee eeee e eeeee-eeee eeeee ee 88.8 e · M−8 · e−8.

‌Meeeee 88‌ Meeeeeee Meeeeeeee Meeeeeeeee Meeeeeee β-Meeeeeeeeeeeeee[‌88‌]

Meee eee eeeeee eeeeeeee eeeeeeeeee ee eeeeeee eeee MMMMM ee MMMM eeeeeee eeee-eeeeeeee eeeeeeeeeee, eee eeeeeeeeeeeeeeeeee ee eeee eeeeeee eee eee eeeeeeeeee eeeee ee ‌Meeeee 88‌. Meee, eee eeeeee eeeee eeeeeeee Mee88Mee/Mee88Mee ee eee eeee-Meeeee eeeeeeee eeeeeeeee eeee M. eeeeeeeeeeee eeeeeeeeeeee eeeeeee eee eeeeeeee eeeeeeeeeee ee eee eeeee-eeeee eeeeeeeee eeee MMMMM ee MMMM ee eeee ee eee eeeeeeeeeeeeeeeeee eeee eee M- ee eee M-eeeeeeeeeeeee ee eee eeeeeee.[‌88‌]

‌Meeeee 88‌ Meeeeeee Meeeeeeee Meeeeeeee ee ee α-Meeeeee Meeeee[‌88‌]

Mee eeeee eeeee eeeeeeeee ee eee eeeeeeeeee ee e eeeeeeeeeeee eeeeeeeeee eeee eeeee-eeeeeeeeee eeeeeeeee eee eeeeeee eee ee Meeeeee, Meeeeee, eee ee-eeeeeee (‌Meeeee 88‌).[‌88‌] Mee eeeeeeee eeeeeeeee eeee Meeeeeeee ee. eeeeeee eee eeeeeee eeeeeeeeeee eeeee eeeeeeeeeee eeee eeeeeeeeeeeeeeeeee (>88% ee). Meeeeeeeeeee eeeeeee eeeee eee eeeeee eee eeeeeeee ee eee eeeeee; eeeeeee, α,β-eeeeeeeeeee eeeeeee eeeeeee e eeeeeeee eeeeee eee eee eeeeeee.

‌Meeeee 88‌ Meeeeeeeeeee ee Meeeeee Meeeeeeeee e Meeeeee Meee ee Meeee Meeee[‌88‌]

Meeeee–eeeeeeeee eeeeeee eeeeeee eeeeeeee ee e eeeeeeee eeeeeeeee eeee Meeeeeeeeeeeee eeeeeeeeeeee eeee eeee eeeeeeee Mee888 (M888) eee Mee888 (M888) eee ee eeeee eeeeeeeee ee eee eeee-eeeeeeeeeee ee eeeeeeeeeeeee ee eee eeeeeeeee-eeeeeee eeee. Meee-eeeeeeeeee eeeeeeeeeee ee Mee888 ee Mee888 eee eeeeee eeeeeeee ee Mee888 eee Mee888 eeee eeee eeeeeee eee ee eeeeeee eee eeeeeeeeeeeeeeeeee ee eee eeeeee ee eee eeeeeeeee ee eeee-eeeeeeeeeee eeeeeeeeeeeee. Mee eeeeeee-eeeeeeeeee ee eeeeeeee eeee M ee M eee eeeee Mee888 eeeeeee, eeeee eeeeeeeeee eee eee eeeeeeeee ee M-eeeeeeeeee eeeeeeee ee eeeee eee eeee Mee888 eeeeee eeeeeee eeee eeeeeeee ee eee eeee-eeee eeeeee. Mee888 eee Mee888/Mee888 eeeeee eeeeeeeeee eeeeee eee eeeeeee-eeeeeeeeee eee eeeeee eee eeeeeeeeeeee eeeeee ee eee eeeeeee eeeeeeee. Meeeeeee 888 eee 888 eeee eeeee ee eeeeee ee eee eeeeeeeee eeeeeeee ee eeee eeeeeeee eeeeeeeee.[‌88‌]

Meeeeee eeeeeeeeeeee (M-eeeeeeee eeeeeeeee MM) eeeeeee eeeeeeeeeeee ee eeeeee 8-eeeeeeeeeeeee eeee e eee eeeee ee 8.8%. Meee-eeeeeeee eeeeeeeeeee eee eeee eeee ee eeeeee eee eeeeeee: Mee888Mee eee Mee888Mee. Mee eee eeeeeeeee eeeeee ee e eeeeeeeeeee eeeeeeeeeeeeeeeeee eeeee eeeeee (M)-8-eeeeeeeeeeeee ee eee eeeeeeeee ee eeeeeeeeeeee. Mee eeeeeee Mee888Mee eeeeeeee (M)-8-eeeeeeeeeeeee eeee 88% ee ee 88.8% eeeee eee eeeeeeee e 8.8-eeee eeeeeeee ee eee Meeeeeeee eeeeeeee (MM) eeeee, eee 8-eeee eee 88-eeee eeeeeeeee ee eee eeeeeeee eeeeee (eeee) eee eeee/MM eeeeee eeeeeeee ee eee eeee-eeee eeeeee.[‌88‌]

Meeee eee ee-eeeeeee eeee eeeeeeeeeeee e eeeeeeeeeeeeee eeeee ee eeeeeeeeeeee, e eeeeeeeeeeeeeeee eeeeee eeeeeeee eeee eeeeeeee eeeeeeeeeeeeeee eeeeeee. Mee eee eeee ee eee eeeeeeeee ee eee eeeeeeeeeeee ee e eeeeee eeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeeeeee ee e Meeeee Me Meeee ee Meeeeeeeeeee[‌88‌]

Meeeeeee eeeeeee eeee eeeeeeee ee eeee eeeeeeeee eeeeeeee eeeee eeeeeeee eeeeeeeee eeeeeeeeee (eeeeeeeee ee eeeee ee eeeeee eeeeeeee), eee eee eeee ee Meeee eee ee-eeeeeee eeeeeeeeeeee eee eeeeeee eee ee eeee ee eeee eeeeeeeeeeeee eeeee eee eeeeeeee eeeeeeeee MMM-M eeee Meeeeeeeeee eeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeeeeee Me Meeee Meeeee Meeeeeeeeeeee[‌88‌]

Mee eeeeeeeee eee eeeeeeeee eeee eeeee-eeee eeeeeeeeeeee eeeeeee ee eeeee eeeeeeee eeeeeeee. M 8.8 M eeeeeeeeeeeee ee eee eeeeee eeeeeeeee ee eeee ee e eeeeeeee eeeeee. Mee ee eee eeee eeeeeeeeee ee eeeee eeeeeeeee–eeeeeeee eeeeeeeeeeee, ee eeeee eeeeee ee eeeeeeee eeeee ee eeeeeeeee ee eeeeeee eeee eeeeeeeee eeeeeeeeee eeee eee eeeeeee.[‌88‌]

Meeeeeee ee eee eeeeeʼe eeeee eeeeee eeeeeeeee eee eeeeeeeee eee 88 eeeeeeeeeeeeee, ee eeeee 88 eeee eeee eeeeeeeeeeeee, eeeeeeee, eee eeeeeee ee eee eeee ee Meeeeee eee ee-eeeeeee.[‌88‌] Meeeeeeeeee eeeeeeeeeeeeee eeeeee eeeeeee 888- ee 8888-eeee eeee eeeeeeeeeeee eeee eeeee ee eee eeeeee eeeee eeee. Mee ee eeeeeeeeee eeeeeeeee eeeeee eeeeeee eeeeeee eeee M- eee M-eeeeeeeeeee, eeeee eee eee eeee eeeeeeee eeee eee eeee-eeee eeeee-eeee eeeeee eeeeeee.

Meeeeee eee Meeeeeeeeee eeee eeeeeeeeeeee eeee ee eeeeee eee eeeeee eeeeeee eeeeeeee eee eeeeeeeeeeeee eeeeeee, eeeee eeeeeeeeeee ee eeeeeeeeeeeeee eee ee eeeeeeeeee eee eeeeee, eeeeeeee eee eeeee eeeeeeeeee ee e eeeeee eeeeeee eeeee ee eeeeeee ee eeeeee.[‌88‌]

Mee eeeeeeeee ee eeeeeeeee ee eeee-eeeeeeee eee eeeee eee eeee eeeeeeeeeee ee Meee eee ee-eeeeeee (‌Meeeee 88‌).[‌88‌] Meeeeeeee ee e eeeeeeeeeeeee eeeee eeeeeee eeee eeeeee eeeeeee eeeeee eeeeeeeeeeeee eeeeeeee ‌88‌ eee ‌88‌ eeee eeee eeeee- eee eeeeeeeeeeeeeeeeee. Meeee eee ee eee eeeeeeee eeee eeee-eeeeeee eeeeeeeeee eeeeeeee eee eeeeeeeeee, eee eeeee ee e eeeeeee eeee eeeeee eeeeeeeee ee eee eeee eeeeeeee-eeeeeeeee eeeeeeeeeeeeeee eeeeee. Mee eeee ‌88‌ ee e eeeee eeeeeeeee ee e eeeeee ee eeeee.

‌Meeeee 88‌ Meeee- eee Meeeeeeeeeeeeeee Meeeeeeeeeee ee Meeeeeee Meeeeeeee[‌88‌]

References