526-98-7 Archives - Page 5 of 8 - Alcohols-buliding-blocks

Liu, Liming’s team published research in Journal of Bacteriology in 193 | CAS: 526-98-7

Journal of Bacteriology published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Formula: C6H10O7.

Liu, Liming published the artcileComplete genome sequence of the industrial strain Ketogulonicigenium vulgare WSH-001, Formula: C6H10O7, the publication is Journal of Bacteriology (2011), 193(21), 6108-6109, database is CAplus and MEDLINE.

Ketogulonicigenium vulgare is an industrial organism commonly used in the vitamin C industry. This report presents the finished, annotated, and compared 3.28-Mbp high-quality genome sequence of Ketogulonicigenium vulgare WSH-001, a 2-keto-L-gulonic acid-producing industrial strain. The complete genome sequence is deposited in GenBank/EMBL/DDBJ with accession numbers CP002018 (chromosome), CP002019 (plasmid pKVU_100), and CP002020 (plasmid pKVU_200).

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Ye’s team published research in Weishengwu Xuebao in 54 | CAS: 526-98-7

Weishengwu Xuebao published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Computed Properties of 526-98-7.

Li, Ye published the artcile2-KGA metabolism coupling respiratory chain in Ketogulonigenium vulgare-A review, Computed Properties of 526-98-7, the publication is Weishengwu Xuebao (2014), 54(10), 1101-1108, database is CAplus and MEDLINE.

A review. 2-Keto-L-gulonate (2-KGA) is the key intermediate of vitamin C, which can be biosynthesized by Ketogulonigenium vulgare. There are five reactions related to 2-KGA metabolism, including: (1) Oxidation of D-sorbitol to L-sorbose; (2) Oxidation of L-sorbose to L-sorbosone; (3) Oxidation of L-sorbosone (Pyranose form) to 2-KGA; (4) Oxidation of L-sorbosone (Furanose form) to vitamin C, and (5) Reduction of 2-KGA to L-idonate. L-sorbose/L-sorbosone dehydrogenase (SSDH) is responsible for the reaction of 1 through 3, L-sorbose dehydrogenase (SDH) is responsible for the reaction of 2 and 3, L-sorbosone dehydrogenase (SNDH) is responsible for the reaction of 3 and 4, aldehyde dehydrogenase (ALDH) is responsible for the reaction of 3, 2-KGA reductase (2-KGR) is responsible for the reaction of 5. Enzymes of SDH, SSDH and ALDH belong to Quinoprotein Type I that uses PQQ as the only prosthetic group. SNDH belongs to Quinoprotein Type II that is quinohemoprotein assembling heme c and PQQ. They are all soluble in the periplasm and coupled with the respiratory chain. The substrate respiration to generate ATP directly on the outside cellular membrane means this strain can use the substrate quickly in the natural environment for the necessary bioenergy required.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Xiang’s team published research in ACS Sustainable Chemistry & Engineering in 8 | CAS: 526-98-7

ACS Sustainable Chemistry & Engineering published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Quality Control of 526-98-7.

Li, Xiang published the artcileBlack Liquor Valorization by Using Marine Protist Thraustochytrium striatum and the Preliminary Metabolic Mechanism Study, Quality Control of 526-98-7, the publication is ACS Sustainable Chemistry & Engineering (2020), 8(4), 1786-1796, database is CAplus.

Black liquor that contains various phenolic compounds from lignin solubilization has been the main byproduct of alk. pretreatment of lignocellulosic biomass in the biorefinery. In this study, black liquor from alk. pretreatment of corn stover was used as a sole carbon source for the cultivation of a marine protist, Thraustochytrium striatum. It was found that this strain can grow on black liquor and accumulate valuable products (e.g., fatty acids and carotenoids) simultaneously. Under optimal conditions (pH = 7 and NH₄Cl = 2 g/L), the cell mass concentration reached 5.2 g/L with total aromatics decreased from 8.18 to 3.09 g/L within 7 day incubation. Fed-batch cultivation was adopted to increase the contents of total fatty acids and carotenoids to 13% and 0.24 mg/g dry cell mass, resp. Although various compounds such as sugars and organic acids were detected in black liquor and consumed during microbial fermentation as carbon sources, lignin-derived compounds were identified as the major substrates for T. striatum fermentation Of total aromatics consumed, monomers including p-coumaric acid, ferulic acid, vanillin, and syringaldehyde were observed to be consumed and converted while polymeric fragments were also depolymerized and degraded. Under optimal conditions, around 50% of the total aromatics was consumed. The dynamic changes of compounds in black liquor indicated that diverse metabolic processes were involved in black liquor degradation and utilization by T. striatum. A strong adaptation of T. striatum to a wide range of pH (3-9) was also observed during black liquor fermentation A novel pathway for biotransformation of black liquor lignin into value-added bioproducts with marine protist, Thraustochytrium striatum.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Lin’s team published research in Zhongguo Niangzao in 31 | CAS: 526-98-7

Zhongguo Niangzao published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Category: alcohols-buliding-blocks.

Li, Lin published the artcileEnhancement of 2-keto-L-gulonic acid production using three-stage ventilation control strategy, Category: alcohols-buliding-blocks, the publication is Zhongguo Niangzao (2012), 31(4), 144-147, database is CAplus.

The aim of this study was to improve 2-keto-L-gulonic acid (2-KLG) production by Ketogulonicigenium vulgare and Bacillus megaterium. A three-stage ventilation control strategy was developed: the flask content was kept at 95 mL/750 mL during the first 10 h, and maintained at 95 mL/750 mL for the following 15 h, and then decreased to 70 mL/750 mL till the end of fermentation With this strategy, K. vulgare growth rate, B. megaterium growth rate and 2-KLG production were increased by 14.7%, 10.5% and 10.9%, resp., compared with those of the control.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Lin’s team published research in Zhongguo Niangzao in 31 | CAS: 526-98-7

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wan, Hui’s team published research in Weishengwu Xuebao in 56 | CAS: 526-98-7

Wan, Hui published the artcileEffect of high 2-KLG concentration on expression of pivotal genes involved in 2-KLG synthesis in Gluconobacter oxydans WSH-003, Application In Synthesis of 526-98-7, the publication is Weishengwu Xuebao (2016), 56(10), 1656-1663, database is CAplus and MEDLINE.

To analyze the effect of high 2-keto-L-gulonic acid (2-KLG) on important dehydrogenase, cofactor and transport proteins involved in 2-KLG synthesis. First, the growth of Gluconobacter oxydans under high 2-KLG was observed The real-time PCR was used to detect the expression of key sorbitol dehydrogenase gene sldAB, pyrroloquinoline quinone (PQQ) biosynthesis gene cluster pqqABCDE, and five genes encoding hypothetic PQQ transport proteins. According to results of the growth of G. oxydans under different 2-KLG concentration, 40, 80 and 120 g/L 2-KLG were decided to stimulate strains. Real-time PCR showed that PQQ synthesis genes pqqABCDE were not affected by high 2-KLG, but sorbitol dehydrogenase genes sldAB and part of genes encoding PQQ transport proteins were down-regulated under high 2-KLG stress. The expression of sorbitol dehydrogenase genes was restrained by high 2-KLG, PQQ transport was probably inhibited, but PQQ synthesis was not affected.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chen, Si’s team published research in Journal of Industrial Microbiology & Biotechnology in 43 | CAS: 526-98-7

Journal of Industrial Microbiology & Biotechnology published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Recommanded Product: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid.

Chen, Si published the artcileComparative analysis of L-sorbose dehydrogenase by docking strategy for 2-keto-L-gulonic acid production in Ketogulonicigenium vulgare and Bacillus endophyticus consortium, Recommanded Product: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, the publication is Journal of Industrial Microbiology & Biotechnology (2016), 43(11), 1507-1516, database is CAplus and MEDLINE.

Improving the yield of 2-keto-L-gulonic acid (2-KGA), the direct precursor of vitamin C, draws more and more attention in industrial production In this study, we try to increase the 2-KGA productivity by computer-aided selection of genes encoding L-sorbose dehydrogenases (SDH) of Ketogulonicigenium vulgare. First, six SDHs were modeled by docking strategy to predict the binding mode with co-factor PQQ. The binding energy between SSDA1-H/SSDA1-L and PQQ was the highest, followed by SSDA3/SSDA2. The binding energy between SSDA1-P/SSDB and PQQ was the lowest. Then, these genes were overexpressed, resp., in an industrial strain K. vulgare HKv604. Overexpression of ssda1-l and ssda1-h enhanced the 2-KGA production by 7.89 and 12.56 % in mono-cultured K. vulgare, and by 13.21 and 16.86 % when K. vulgare was co-cultured with Bacillus endophyticus. When the engineered K. vulgare SyBE_Kv000116013 (overexpression of ssda1-p) or SyBE_Kv000116016 (overexpression of ssdb) was co-cultured with B. endophyticus, the 2-KGA production decreased significantly. The docking results were in accordance with the exptl. data, which indicated that computer-aided modeling is an efficient strategy for screening more efficient enzymes.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chen, Si’s team published research in Shengwu Gongcheng Xuebao in 32 | CAS: 526-98-7

Shengwu Gongcheng Xuebao published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Synthetic Route of 526-98-7.

Chen, Si published the artcileFitness analysis between the L-sorbosone dehydrogenase modules and Ketogulonigenium vulgare chassis, Synthetic Route of 526-98-7, the publication is Shengwu Gongcheng Xuebao (2016), 32(9), 1224-1232, database is CAplus and MEDLINE.

Ketogulonigenium vulgare is an acid-producing strain in the process of two-step vitamin C fermentation L-sorbosone dehydrogenase (SNDH) is one of the key enzymes during the biosynthesis of 2-keto-L-gulonic acid (2-KGA), the precursor of vitamin C. However, the catalytic mechanism of SNDH is unclear. According to the whole genome sequencing of K. vulgare, two genes encoding sorbosone dehydrogenases, one derived from the chromosome (named as sndhg) and one from plasmid (named as sndhp), were introduced into an industrial strain K. vulgare. The overexpression of gene sndhg had hardly effect on 2-KGA production, and the overexpression of gene sndhp produced an obvious byproduct in the fermentation broth. Combinational expression of sndhg/sndhp with pqqA (obtaining sndhg-pqqA and sndhp-pqqA modules) in K. vulgare resulted in the similar fermentation phenotype to two previous strains. After serial sub-cultivation of co-cultured Bacillus endophyticus with each engineered K. vulgare for 50 d, the conversion rate of 2-KGA increased by 15.4%, 179%, 0.65% and 125% compared with that of the parental K. vulgare with B. endophyticus. This study shows that adaptive evolution of microbial consortium is an effective strategy to increase the fitness between functional modules and chassis, thus quickly getting better strains for production of 2-KGA.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gao, Lili’s team published research in Metabolic Engineering in 24 | CAS: 526-98-7

Metabolic Engineering published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Recommanded Product: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid.

Gao, Lili published the artcileStepwise metabolic engineering of Gluconobacter oxydans WSH-003 for the direct production of 2-keto-L-gulonic acid from D-sorbitol, Recommanded Product: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, the publication is Metabolic Engineering (2014), 30-37, database is CAplus and MEDLINE.

2-Keto-L-gulonic acid (2-KLG), the direct precursor of vitamin C, is currently produced by a two-step fermentation route from D-sorbitol. However, this route involves three bacteria, making the mix-culture system complicated and redundant. Thus, replacement of the conventional two-step fermentation process with a one-step process could be revolutionary in vitamin C industry. In this study, different combinations of five L-sorbose dehydrogenases (SDH) and two L-sorbosone dehydrogenases (SNDH) from Ketogulonicigenium vulgare WSH-001 were introduced into Gluconobacter oxydans WSH-003, an industrial strain used for the conversion of D-sorbitol to L-sorbose. The optimum combination produced 4.9 g/L of 2-KLG. In addition, 10 different linker peptides were used for the fusion expression of SDH and SNDH in G. oxydans. The best recombinant strain (G. oxydans/pGUC-k0203-GS-k0095) produced 32.4 g/L of 2-KLG after 168 h. Furthermore, biosynthesis of pyrroloquinoline quinine (PQQ), a cofactor of those dehydrogenases, was enhanced to improve 2-KLG production With the stepwise metabolic engineering of G. oxydans, the final 2-KLG production was improved to 39.2 g/L, which was 8.0-fold higher than that obtained using independent expression of the dehydrogenases. These results bring us closer to the final one-step industrial-scale production of vitamin C.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pappenberger, Gunter’s team published research in Advances in Biochemical Engineering/Biotechnology in 143 | CAS: 526-98-7

Advances in Biochemical Engineering/Biotechnology published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Category: alcohols-buliding-blocks.

Pappenberger, Gunter published the artcileIndustrial Production of l -Ascorbic Acid (Vitamin C) and d -Isoascorbic Acid, Category: alcohols-buliding-blocks, the publication is Advances in Biochemical Engineering/Biotechnology (2014), 143-188, database is CAplus and MEDLINE.

A review. L -ascorbic acid (vitamin C) was first isolated in 1928 and subsequently identified as the long-sought antiscorbutic factor. Industrially produced l -ascorbic acid is widely used in the feed, food, and pharmaceutical sector as nutritional supplement and preservative, making use of its antioxidative properties. Until recently, the Reichstein-Grüssner process, designed in 1933, was the main industrial route. Here, d -sorbitol is converted to l -ascorbic acid via 2-keto- l -gulonic acid (2KGA) as key intermediate, using a bio-oxidation with Gluconobacter oxydans and several chem. steps. Today, industrial production processes use addnl. bio-oxidation steps with Ketogulonicigenium vulgare as biocatalyst to convert d -sorbitol to the intermediate 2KGA without chem. steps. The enzymes involved are characterized by a broad substrate range, but remarkable regiospecificity. This puzzling specificity pattern can be understood from the preferences of these enzymes for certain of the many isomeric structures which the carbohydrate substrates adopt in aqueous solution Recently, novel enzymes were identified that generate l -ascorbic acid directly via oxidation of l -sorbosone, an intermediate of the bio-oxidation of d -sorbitol to 2KGA. This opens the possibility for a direct route from d -sorbitol to l -ascorbic acid, obviating the need for chem. rearrangement of 2KGA. Similar concepts for industrial processes apply for the production of d -isoascorbic acid, the C5 epimer of l -ascorbic acid. d -isoascorbic acid has the same conformation at C5 as d -glucose and can be derived more directly than l -ascorbic acid from this common carbohydrate feed stock.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts