Chemoenzymatic peptide synthesis is the hydrolase-catalyzed stereoselective formation of peptide bonds. It is a clean and mild procedure, unlike conventional chemical synthesis, which involves complicated and laborious protection-deprotection procedures and harsh reaction conditions. The chemoenzymatic approach has been utilized for several decades because determining the optimal conditions for...

the enzymatic hydrolysis of meso-1,7-diacetoxy-2,6-dimethylheptane 5, prepared from 2,6-dimethylhepta-1,6-diene 6, gave the (2s,6r)-7-acetoxy-2,6-dimethyl-1-heptanol 1, which was transformed to the (2r,6r)-2,6,10-trimethyl-1-undecanol 7. in this manner, the c14 side chain of a-tocopherol was synthesized from 2,6-dimethylhepta-1,6-diene 6 in only 5 steps.

practical chemoenzymatic and chemical routes to uridine 5'-diphospho-N'acetylglucosamine (UDP-GlcNAc) on r !ruscale have been developed. The chemoenzymatic synthesis provided convenient access to glucosaminigpnosphate and N-acetylgluiosamine&phosphatc (GlcNAc-GP) in )lGmmol quantities. The condensation betweenblcNAc-6-P and UTi, was catalyzed by readily available crude enzyme extracts from drie...

We report the development of a tandem chemoenzymatic transformation that combines alkene metathesis with enzymatic epoxidation to provide aryl epoxides. The development of this one-pot reaction required substantial protein and reaction engineering to improve both selectivity and catalytic activity. Ultimately, this reaction converts a mixture of alkenes into a single epoxide product in high ena...

A chemoenzymatic method for the synthesis of haloethers is presented. combination enzymatic hypohalite with spontaneous oxidation alkenes and nucleophilic attack by various alcohols enabled a wide range haloethers. The reaction system has been characterised current imitations have worked out. In present, aqueous system, hydroxyhalide formation represents main undesired side reaction. Neverthele...

A highly diastereoselective Ugi reaction involving a chiral cyclic imine, two enantiomerically pure isocyanides and various carboxylic acids was employed for the synthesis of polyfunctionalized pyrrolidines. Both chiral substrates have been efficiently prepared by chemoenzymatic methodologies from readily available achiral substrates. This highly convergent approach can find an application in t...

Abstract Prunetin (4′,5-dihydroxy-7-methoxyisoflavone) was semisynthesized in 8 steps from readily available naringenin 26% total yield. The key reaction chemoenzymatic sequential deacetylation to 6′-acetoxy-2′,4″-dihydroxy-4′-methoxychalcone, the situ-formed precursor for thallium(III) nitrate-mediated oxidative rearrangement.

Chemoenzymatic reaction cascades can provide access to chiral compounds from low-cost starting materials in one pot. Here we describe one-pot asymmetric routes to tetrahydroisoquinoline alkaloids (THIAs) using the Pictet–Spenglerase norcoclaurine synthase (NCS) followed by a cyclisation, to give alkaloids with two new heterocyclic rings. These reactions operated with a high atom economy to gene...

A Ser105Ala mutant of the lipase B from Candida antarctica enables 'perhydrolase-only' reactions. At the example of the chemoenzymatic Baeyer-Villiger oxidation of cyclohexanone, we demonstrate that with this mutant selective oxidation can be achieved in deep eutectic solvent while essentially eliminating the undesired hydrolysis reaction of the product.