Related Experiment Video
Updated: Apr 9, 2026
High-throughput Synthesis of Carbohydrates and Functionalization of Polyanhydride Nanoparticles
Published on: July 6, 2012
Asymmetric synthesis of propargylic alcohols using bifunctional glucose dehydrogenases
Rohit Kumar1, Simran Bhatia1, Samantha J Tambrini1
1Department of Pharmaceutical Sciences, Eugene Applebaum College of Pharmacy and Health Sciences, Wayne State University, Detroit, MI, 48201, USA. guangde@wayne.edu.
Abstract:
Herein, two bifunctional glucose dehydrogenases (GDHs) are reported that can efficiently catalyze the ketone reduction of α-ketoalkynes while regenerating NADPH for the ketone reduction process. The GDH-catalysed reaction can accept multiple types of α-ketoalkynes, including one particularly bulky substrate that typical alcohol dehydrogenases (ADHs) cannot efficiently work on. Notably, the developed biocatalytic approach allows gram-scale synthesis and the access to both (R) and (S) enantiomers of the products.
More Related Videos
09:27Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues
Published on: February 17, 2017
08:46Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
Published on: July 26, 2018
Related Concept Videos
02:15Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
03:08Hydroboration-Oxidation of Alkenes
01:27Aldol Condensation with β-Diesters: Knoevenagel Condensation
02:47Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
02:23Alcohols from Carbonyl Compounds: Reduction
Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...
01:19Aldehydes and Ketones with Alcohols: Hemiacetal Formation