Complexation of calcium ions by complexes of glucaric acid and boric acid

DIJKGRAAF, P; Verkuylen, Matty E.C.G.; Wiele, K. van der

doi:10.1016/0008-6215(87)80172-6

Cited by 17 publications

(11 citation statements)

References 14 publications

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“…In particular, sugar dicarboxylic acids (aldaric acids) are important chemicals used for the detergent, pharma and polymer industries, which are currently produced by the oxidation of saccharides with nitric acid . For instance, glucarate builders are used in consumers’ dishwashers and show a potential in functional materials and as a building block for new polymers, such as hyper‐branched polyesters ,. Glucarate derivatives have also been studied for therapeutic purposes.…”

Section: Introductionmentioning

confidence: 99%

Oxidation of d‐Glucose to Glucaric Acid Using Au/C Catalysts

et al. 2017

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The reactivity of Au and AuBi nanoparticles supported on activated carbon AC was investigated in the direct oxidation of glucose to glucaric acid. The catalysts were very active, regardless of the Au nanoparticles size, but the catalyst with the smallest average particle diameter was the least selective to glucaric acid because of the enhanced consecutive oxidative degradation of the intermediately formed gluconic acid. The reaction network included the fast oxidation of glucose to gluconic acid, which was the only primary product, and its consecutive oxidation into either glucaric acid or lighter mono and dicarboxylic acids. The best glucaric acid yield obtained with a AuBi/AC catalyst (Au/Bi 3:1) was 31 %, with 18 % residual gluconic acid. The control of reaction parameters was essential to achieving the best selectivity. Specifically, the glucose concentration turned out to be a critical parameter in relation to O2 pressure and to glucose/metal ratio.

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Section: Introductionmentioning

confidence: 99%

Oxidation of d‐Glucose to Glucaric Acid Using Au/C Catalysts

et al. 2017

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“…D-Glucaric acid was classified as a top 12 value-added chemical from biomass by the US Department of Energy in 2004 [1]. Found naturally in fruits and vegetables, this sugar acid has been studied for therapeutic uses including cholesterol reduction [2] and cancer chemotherapy [3] as well as commercial uses including in biodegradable detergent builders [4] and polymers [5]. Conventional performed in combination with an evolution-guided negative selection scheme to increase D-glucaric acid titers 22-fold in an alternate E. coli strain, reaching a final titer of 1.2 mg/L [9].…”

Section: Introductionmentioning

confidence: 99%

Porting the synthetic D‐glucaric acid pathway from Escherichia coli to Saccharomyces cerevisiae

Gupta

Hicks

Manchester

et al. 2016

Biotechnology Journal

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D-Glucaric acid can be produced as a value-added chemical from biomass through a de novo pathway in Escherichia coli. However, previous studies have identified pH-mediated toxicity at product concentrations of 5 g/L and have also found the eukaryotic myo-inositol oxygenase (MIOX) enzyme to be rate-limiting. We ported this pathway to Saccaromyces cerevisiae, which is naturally acid-tolerant and evaluate a codon-optimized MIOX homologue. We constructed two engineered yeast strains that were distinguished solely by their MIOX gene - either the previous version from Mus musculus or a homologue from Arabidopsis thaliana codon-optimized for expression in S. cerevisiae - in order to identify the rate-limiting steps for D-glucaric acid production both from a fermentative and non-fermentative carbon source. myo-Inositol availability was found to be rate-limiting from glucose in both strains and demonstrated to be dependent on growth rate, whereas the previously used M. musculus MIOX activity was found to be rate-limiting from glycerol. Maximum titers were 0.56 g/L from glucose in batch mode, 0.98 g/L from glucose in fed-batch mode, and 1.6 g/L from glucose supplemented with myo-inositol. Future work focusing on the MIOX enzyme, the interplay between growth and production modes, and promoting aerobic respiration should further improve this pathway.

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“…D-glucaric acid, a compound which occurs naturally in fruits, vegetables, and mammals, has been investigated for a wide variety of therapeutic and commercial uses, including cholesterol reduction (Walaszek et al, 1996), diabetes treatment (Bhattacharya et al, 2013), and cancer therapy (Gupta and Singh, 2004). D-glucaric acid has also been explored as a replacement for polyphosphates commonly found in detergents, which can be damaging to the environment (Dijkgraaf et al, 1987). Additional uses for D-glucaric acid and its derivatives were identified in the U.S. Department of Energy's "Top Value-Added Chemicals from Biomass" list published in 2004: glucarolactones could function as novel solvents and glucaramides could serve as monomers for biodegradable polymers (Werpy and Petersen, 2004).…”

Section: Introductionmentioning

confidence: 99%

Improving d-glucaric acid production from myo-inositol in E. coli by increasing MIOX stability and myo-inositol transport

Shiue

Prather

2014

Metabolic Engineering

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D-glucaric acid has been explored for a myriad of potential uses, including biopolymer production and cancer treatment. A biosynthetic route to produce D-glucaric acid from glucose has been constructed in Escherichia coli (Moon et al., 2009b), and analysis of the pathway revealed myo-inositol oxygenase (MIOX) to be the least active enzyme. To increase pathway productivity, we explored protein fusion tags for increased MIOX solubility and directed evolution for increased MIOX activity. An N-terminal SUMO fusion to MIOX resulted in a 75% increase in D-glucaric acid production from myo-inositol. While our directed evolution efforts did not yield an improved MIOX variant, our screen isolated a 941 bp DNA fragment whose expression led to increased myo-inositol transport and a 65% increase in D-glucaric acid production from myo-inositol. Overall, we report the production of up to 4.85 g/L of D-glucaric acid from 10.8 g/L myo-inositol in recombinant E. coli.

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Complexation of calcium ions by complexes of glucaric acid and boric acid

Cited by 17 publications

References 14 publications

Oxidation of d‐Glucose to Glucaric Acid Using Au/C Catalysts

Oxidation of d‐Glucose to Glucaric Acid Using Au/C Catalysts

Porting the synthetic D‐glucaric acid pathway from Escherichia coli to Saccharomyces cerevisiae

Improving d-glucaric acid production from myo-inositol in E. coli by increasing MIOX stability and myo-inositol transport

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