Enantiomerically enriched α-vinyl amino acids via lipase-mediated “reverse transesterification”

A new dehydrogenase from Clostridium acetobutylicum for asymmetric synthesis: dynamic reductive kinetic resolution entry into the Taxotère side chain

“…8,9 Of late, that focus has been especially on alcohol dehydrogenases (ADHs), both for asymmetric carbonyl reduction 10 and for installation of a center alpha- to a carbonyl, via dynamic reductive kinetic resolution (DYRKR), using a hyperthermophilic archael dehydrogenase. 11 …”

The In Situ Enzymatic Screening (ISES) Approach to Reaction Discovery and Catalyst Identification

“…In this case, ISES screens were used to probe new metal/ligand N-protecting group combinations for an intramolecular allylic amination reaction leading to the natural product, L -vinylglycine (Berkowitz et al, 2000; Berkowitz et al, 1996b; Berkowitz et al, 1994; Berkowitz and Smith, 1996) (See Figure 1), a mechanism-based inhibitor for PLP enzymes (Berkowitz et al, 1996a; Karukurichi et al, 2007). …”

One-step and non-catalytic intramolecular redox reactions of conjugated all E-dienals to non-conjugated Z-enoic acids in subcritical water

“…In addition, simple (Z)-alk-3-enoic acids bearing one non-conjugated double bond are important in vivo, some of which are pheromones of certain coleopterous insects or intermediates used in their syntheses [3][4][5]. Moreover, a brominated (Z)-alk-3-enoic acid derivative exhibits cytotoxicity against cultured cells [6]; 3-unsaturated amino acids are known to function as specific enzyme inhibitors and pyridoxal phosphate dependent enzymes [7,8]; and an ester derivative is a potent odorant in Japanese Green Tea [9]. Furthermore, (Z)-alk-3-enoic acid derivatives are the possible precursors of γ-lactones with alkyl chains exhibiting pheromone characteristics [10].…”