One-pot biocatalytic synthesis of nylon monomers from cyclohexanol usingEscherichia coli-based concurrent cascade consortia

Abstract

We developed a multienzyme biocatalytic cascade with high atom efficiency and a self-sufficient redox network for the synthesis of nylon monomers without adding auxiliary enzymes to recycle cofactors.

One‐Step Biocatalytic Synthesis of Sustainable Surfactants by Selective Amide Bond Formation**

“…We have previously reported on using carboxylic acid reductase (CAR) for amide bond formation by intercepting the adenylate intermediate by substituting the NADPH cofactor for an amine nucleophile [17] . Others have shown that CARs are also capable of lactam formation [18] . Subsequently, it was found that using a truncated construct of CAR, consisting of a stand‐alone adenylation domain (CAR mm ‐A), was more effective in amide bond formation, and optimization of this process allowed for the selective mono‐acylation of symmetrical diamines [19] .…”

“…[17] Others have shown that CARs are also capable of lactam formation. [18] Subsequently, it was found that using a truncated construct of CAR, consisting of a stand-alone adenylation domain (CARmm-A), was more effective in amide bond formation, and optimization of this process allowed for the selective mono-acylation of symmetrical diamines. [19] A recent study showed that CARs are also capable of ester formation.…”

Recent advances in the sustainable production of α,ω-C6 bifunctional compounds enabled by chemo-/biocatalysts

“…HI-31 with ADH and CHMO in one E. coli cell that could also catalyze the transformation of CL to HHA. 60…”

“…Recently, another cascade reaction of CHOL to ACA was reported 60 and an aldehyde reductase (AHR) from Synechocystis species was used for the direct conversion of HHA to ACA without in situ capping of inhibitory carboxyl group in E. coli (Scheme 8(ii)). Unlike prim-ADH, the activity of AHR was not inhibited by the free carboxylic acid group of HHA.…”

“…Meantime, there are several reports on the biological synthesis of ACA. CHOL is a bulk chemical and can be bio-converted to ACA under gentle conditions in water in the presence of O 2 and amine donor molecules 23,60 (Scheme 8). The introduction of an aldehyde reductase (AHR) eliminated the inhibition of carboxylic acid moiety on the enzyme in transformation of HHA to adipate semialdehyde and improved the conversion efficiency and ACA yield (Table 2, entries 4 and 5).…”