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

Li, Qian; Zhang, Zhongwei; Zhao, Jing; Li, Aitao

doi:10.1039/d2gc00288d

Cited by 15 publications

(11 citation statements)

References 116 publications

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“…The global nylon-66 market size was estimated to be $16.29 billion in 2019 and is expected to rise by 6.5 % annually from 2019 to 2027. [4] The dominant industrial process today for HMD production, which was developed by DuPont, [5] involves energyintensive, multistage chemical reactions with butadiene as a starting material (Figure 1a). Although successfully applied on a large scale, this process still suffers from the use of highly toxic hydrogen cyanide, severe reaction conditions and unsatisfactory selectivity.…”

Section: Introductionmentioning

confidence: 99%

“…In addition, HMD can be used as a nylon‐66 monomer (made from HMD and adipic acid (AA) by polycondensation), [3] with nylon‐66 being one of the most important polyamides for the textile and plastic industries. The global nylon‐66 market size was estimated to be $16.29 billion in 2019 and is expected to rise by 6.5 % annually from 2019 to 2027 [4] …”

Section: Introductionmentioning

confidence: 99%

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Transforming Inert Cycloalkanes into α,ω‐Diamines by Designed Enzymatic Cascade Catalysis

et al. 2023

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Aliphatic α,ω-diamines (DAs) are important monomer precursors that are industrially produced by energy-intensive, multistage chemical reactions that are harmful to the environment. Therefore, the development of sustainable green DA synthetic routes is highly desired. Herein, we report an efficient one-pot in vivo biocatalytic cascade for the transformation of cycloalkanes into DAs with the aid of advanced techniques, including the RetroBioCat tool for biocatalytic route design, enzyme mining for finding appropriate enzymes and microbial consortia construction for efficient pathway assembly. As a result, DAs were successfully produced by the designed microbial consortia-based biocatalytic system. In particular, the highest biosynthesis productivity record of 1,6-hexanediamine was achieved when using either cyclohexanol or cyclohexane as a substrate. Thus, the developed biocatalytic process provides a promising alternative to the dominant industrial process for manufacturing DAs.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Transforming Inert Cycloalkanes into α,ω‐Diamines by Designed Enzymatic Cascade Catalysis

et al. 2023

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“…In addition, HMD can be used as a nylon-66 monomer (made from HMD and adipic acid by polycondensation) 4,5 , with nylon-66 being one of the most important polyamides for the textile and plastic industries. The global nylon-66 market size was estimated to be $16.29 billion in 2019 and is expected to rise by 6.5% annually from 2019 to 2027 6 .…”

Section: Introductionmentioning

confidence: 99%

Transforming inert cycloalkanes into α,ω-diamines through designed enzymatic cascade catalysis

Zhang

Fang

Wang

et al. 2022

Preprint

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Aliphatic alpha-omega-diamines (DAs) are important monomer precursors in polyamide plastic manufacturing. However, the dominant industrial process for DA synthesis involves energy-intensive, multistage chemical reactions that are harmful to the environment. For instance, 1,6-hexanediamine (HMD), one of most prominent monomers in nylon-66 synthesis, is mainly synthesized with currently high technological control by butadiene hydrocyanation, which suffers from the use of highly toxic hydrogen cyanide, unsatisfactory selectivity and a complex separation process. Thus, the development of sustainable green DA synthetic routes is highly desired. Herein, we report an efficient one-pot in vivo biocatalytic cascade for the transformation of cycloalkanes into DAs with the aid of advanced techniques, including the RetroBioCat tool for biocatalytic route design, enzyme mining for finding appropriate enzymes and microbial consortia construction for efficient pathway assembly. As a result, DAs are successfully produced by the developed microbial consortia-based biocatalytic system, especially HMD, and product concentrations as high as 16.5 mM and 7.6 mM are achieved when using cyclohexanol (CHOL) or cyclohexane (CH) as substrates, respectively. This also represents the highest HMD biosynthesis productivity to date. Other cycloalkanes also serve as substrates, indicating the generality of our approach.

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“…The multienzymatic cascades in industrial processes face undeniable challenges in terms of the stability of biocatalysts, compatibility of the reaction conditions and high substrate concentrations, among others. 1–4 To meet the industrial demand, different strategies can be adopted to tune and improve the enzymatic activities and the whole synthetic process. 4,5 The availability of a variety of biocatalysts provides access to build entirely de novo enzymatic pathways, both in vitro and in vivo , designed through a biocatalytic retrosynthetic approach.…”

mentioning

confidence: 99%

“…7 Therefore, developing new and sustainable routes by means of green and bio-based catalysis is highly desirable. 1–3…”

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A multienzyme biocatalytic cascade as a route towards the synthesis of α,ω-diamines from corresponding cycloalkanols

et al. 2023

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

Abstract: α, ω-C6 bifunctional compounds play fundamental roles in the synthesis of a variety of value-added products including polymers, adhesive, pharmaceuticals, perfumes and so on. So far, these bifunctional compounds are...

Cited by 15 publications

References 116 publications

Transforming Inert Cycloalkanes into α,ω‐Diamines by Designed Enzymatic Cascade Catalysis

Transforming Inert Cycloalkanes into α,ω‐Diamines by Designed Enzymatic Cascade Catalysis

Transforming inert cycloalkanes into α,ω-diamines through designed enzymatic cascade catalysis

A multienzyme biocatalytic cascade as a route towards the synthesis of α,ω-diamines from corresponding cycloalkanols

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