Biomimetic NAD+ Models for Tandem Cofactor Regeneration, Horse Liver Alcohol Dehydrogenase Recognition of 1,4-NADH Derivatives, and Chiral Synthesis

Lo, Hung-Yi; Fish, Richard H.

doi:10.1002/1521-3757(20020201)114:3<496::aid-ange496>3.0.co;2-z

Cited by 37 publications

(28 citation statements)

References 31 publications

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“…The thermal production of NAD(P)H has most often been performed using formate as a hydride donor [45][46][47]49,82]. Intensive mechanistic studies performed by Lo et al using different nicotinamide derivatives, altered in the 1-as well as the 3-position of the pyridine ring, point to a catalytic mechanism, as depicted in Figure 8 [83,84].…”

Section: Nad(p)h Formation Using the [(Bpy)rh(cp*)x] N+ Motivementioning

confidence: 99%

“…Since the pK a value of the metal bound water was determined as 8.2 [70], higher pH values of the solution led to the formation of the hydroxo ligand, which is a stronger σ donor than water, and replacement by formate thus becomes more difficult. The thermal production of NAD(P)H has most often been performed using formate as a hydride donor [45][46][47]49,82]. Intensive mechanistic studies performed by Lo et al using different nicotinamide derivatives, altered in the 1-as well as the 3-position of the pyridine ring, point to a catalytic mechanism, as depicted in Figure 8 [83,84].…”

Section: Nad(p)h Formation Using the [(Bpy)rh(cp*)x] N+ Motivementioning

confidence: 99%

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Product Selectivity in Homogeneous Artificial Photosynthesis Using [(bpy)Rh(Cp*)X]n+-Based Catalysts

Mengele¹,

Rau²

2017

Inorganics

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Due to the limited amount of fossil energy carriers, the storage of solar energy in chemical bonds using artificial photosynthesis has been under intensive investigation within the last decades. As the understanding of the underlying working principle of these complex systems continuously grows, more focus will be placed on a catalyst design for highly selective product formation. Recent reports have shown that multifunctional photocatalysts can operate with high chemoselectivity, forming different catalysis products under appropriate reaction conditions. Within this context [(bpy)Rh(Cp*)X] n+ -based catalysts are highly relevant examples for a detailed understanding of product selectivity in artificial photosynthesis since the identification of a number of possible reaction intermediates has already been achieved.

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Section: Nad(p)h Formation Using the [(Bpy)rh(cp*)x] N+ Motivementioning

confidence: 99%

Section: Nad(p)h Formation Using the [(Bpy)rh(cp*)x] N+ Motivementioning

confidence: 99%

Product Selectivity in Homogeneous Artificial Photosynthesis Using [(bpy)Rh(Cp*)X]n+-Based Catalysts

Mengele¹,

Rau²

2017

Inorganics

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“…In addition to recycling costly natural NAD(P) cofactors, another promising direction is replacing NAD(P) with more stable and low-cost artificial biomimetic NAD(P) analogs Lo and Fish, 2002;Ryan et al, 2008). Lowe and his coworkers have developed a range of NAD(P)H analogs based on the structure of a triazine dry template Ansell et al, 1997aAnsell et al, ,b, 1999Burton et al, 1996).…”

Section: Cost Analysis and Perspectivesmentioning

confidence: 99%

Production of biocommodities and bioelectricity by cell‐free synthetic enzymatic pathway biotransformations: Challenges and opportunities

Zhang

2010

Biotech & Bioengineering

165

137

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Cell-free synthetic (enzymatic) pathway biotransformation (SyPaB) is the assembly of a number of purified enzymes (usually more than 10) and coenzymes for the production of desired products through complicated biochemical reaction networks that a single enzyme cannot do. Cell-free SyPaB, as compared to microbial fermentation, has several distinctive advantages, such as high product yield, great engineering flexibility, high product titer, and fast reaction rate. Biocommodities (e.g., ethanol, hydrogen, and butanol) are low-value products where costs of feedstock carbohydrates often account for $30-70% of the prices of the products. Therefore, yield of biocommodities is the most important cost factor, and the lowest yields of profitable biofuels are estimated to be ca. 70% of the theoretical yields of sugar-to-biofuels based on sugar prices of ca. US$ 0.18 per kg. The opinion that SyPaB is too costly for producing low-value biocommodities are mainly attributed to the lack of stable standardized building blocks (e.g., enzymes or their complexes), costly labile coenzymes, and replenishment of enzymes and coenzymes. In this perspective, I propose design principles for SyPaB, present several SyPaB examples for generating hydrogen, alcohols, and electricity, and analyze the advantages and limitations of SyPaB. The economical analyses clearly suggest that developments in stable enzymes or their complexes as standardized parts, efficient coenzyme recycling, and use of low-cost and more stable biomimetic coenzyme analogs, would result in much lower production costs than do microbial fermentations because the stabilized enzymes have more than 3 orders of magnitude higher weight-based total turn-over numbers than microbial biocatalysts, although extra costs for enzyme purification and stabilization are spent.

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“…But this research area is in its infancy [89,90] because there has not been a sufficiently large market/product opportunity to support further R&D before the invention of SyPaB. Several redox enzymes have been engineered for better performance on biomimetic coenzymes [91][92][93]. For similar reasons, there is a lack of thermostable carbohydrate-metabolized enzymes for the SyPaB projects before the invention of SyPaB.…”

Section: Sypab Challenges and Opportunitiesmentioning

confidence: 99%

“…Clearly, it is highly operative to obtain numerous high-TTN non-membrane enzymes suitable for the SyPaB projects. With developments in (i) engineered oxidoreductases that can use biomimetic NAD factors [91][92][93] and (ii) stable enzymes as building blocks of SyPaB [63,65,66,73], we estimate that ultimate hydrogen production costs may decrease to ~$1.30 per kg of hydrogen (Figure 9a), where carbohydrate accounts for ~95% of its production costs, in part because hydrogen has very low product separation and purification costs and the other chemicals in the reaction can be recycled.…”

Section: Sypab Challenges and Opportunitiesmentioning

confidence: 99%

Renewable Hydrogen Carrier — Carbohydrate: Constructing the Carbon-Neutral Carbohydrate Economy

Zhang

Mielenz

2011

Energies

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Abstract:The hydrogen economy presents an appealing energy future but its implementation must solve numerous problems ranging from low-cost sustainable production, high-density storage, costly infrastructure, to eliminating safety concern. The use of renewable carbohydrate as a high-density hydrogen carrier and energy source for hydrogen production is possible due to emerging cell-free synthetic biology technology-cell-free synthetic pathway biotransformation (SyPaB

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Biomimetic NAD+ Models for Tandem Cofactor Regeneration, Horse Liver Alcohol Dehydrogenase Recognition of 1,4-NADH Derivatives, and Chiral Synthesis

Cited by 37 publications

References 31 publications

Product Selectivity in Homogeneous Artificial Photosynthesis Using [(bpy)Rh(Cp*)X]n+-Based Catalysts

Product Selectivity in Homogeneous Artificial Photosynthesis Using [(bpy)Rh(Cp*)X]n+-Based Catalysts

Production of biocommodities and bioelectricity by cell‐free synthetic enzymatic pathway biotransformations: Challenges and opportunities

Renewable Hydrogen Carrier — Carbohydrate: Constructing the Carbon-Neutral Carbohydrate Economy

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