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2.5- Diketo-D-gluconate

Microbial oxidation of D-glucose gives calcium 2,5-diketo-D-gluconate (145) whose hydrazones (146) are converted to the betaines 148 by acid-catalyzed decarboxylation and cyclodehydralion (Scheme 6). ° Derivatives of these stable crystalline compounds have also been prepared by (i) methylation (Me2SO4) of 4-hydroxypyridazines (143) and (ii) thermal elimination of methyl iodide from 5-methoxy-l-methylpyridazinium iodides (144). 2 Irradiation of the mesomeric betaines (148) in ethanol (Hg arc lamp)... [Pg.26]

Synthesis by Way of D-t/ireo-2,5-Hexodiulosonic Acid ( 2,5-Diketo-D-gluconic Acid )... [Pg.137]

El- glucose dehydrogenase E2- gluconic acid dehydrogenase E3- 2-keto-D-gluconic acid dehydrogenase E4- 2,5-diketo-D-gluconic acid reductase... [Pg.585]

Fig. 8.30 Microbial routes to 2-keto-L-gulonate (a) via L-sorbose (b) via 2,5-diketo-L-gulonate unwanted side reaction non-microbial steps are indicated by hatched arrows. Compounds 2,5DKG, 2,5-diketo-D-gluconate d-GcI, D-glucitol IDA, L-idonate 2KDG, 2-keto-D-gluconate L-Srb, L-sorbose L-Srn, L-sorbosone. Enzymatic activities ... Fig. 8.30 Microbial routes to 2-keto-L-gulonate (a) via L-sorbose (b) via 2,5-diketo-L-gulonate unwanted side reaction non-microbial steps are indicated by hatched arrows. Compounds 2,5DKG, 2,5-diketo-D-gluconate d-GcI, D-glucitol IDA, L-idonate 2KDG, 2-keto-D-gluconate L-Srb, L-sorbose L-Srn, L-sorbosone. Enzymatic activities ...
Recently, several syntheses of pyridazines from monosaccharides have been described. Calcium 2,5-diketo-D-gluconate reacts with monosubstituted hydrazines to give the corresponding pyridazinium derivatives of the zwit-terionic type 95. ° The reaction proceeds by hydrazone formation, dehydration, decarboxylation, and cyclization. In a similar manner, other... [Pg.389]

The biotechnology company Genentech Inc. made use of these new techniques. The 2,5-diketo-D-gluconate reductase was purified from... [Pg.185]

Diketo-D-gluconic acid Obt. by cultivation of Gluconobacter sp. or Erwinia citreus on glucose, galactose in v. high efficiency. Intermed. in coml. synth. of ascorbic acid. [a]o -54.1 (c, 1 in H2O). Hamersak, Z. et al., Carbohydr. Res., 1997, 302, 245-249 (synth, bibl)... [Pg.428]

Banta S, Swanson BA, Wu S, Jamagin A, Anderson S (2002) Optimizing an artificial metabolic pathway engineering the cofactor specificity of Corynebacterium 2,5-diketo-D-gluconic acid reductase for use in vitamin C biosynthesis. Biochemistry 41 6226-6236 Bremus C, Herrmann U, Biinger-Meyer S, Sahm H (2006) The use of microorganisms in L-ascorbic acid production. J Biotechnol 124 196-205... [Pg.257]

Fig. 13.1 Substance oxidation respiratory chains of acetic acid bacteria. Many kinds of membrane-bound dehydrogenases oxidize the cognate substrates with coupling to reduction of ubiquinone UQ). The reduced ubiquinone (UQH2) is then directly reoxidized by the terminal ubuquinol oxidase (Cyt. bo ). The colors of Enz 1, Enz 2, and Enz 3 are related to those in Fig. 13.7. DEC, putative 2,5-diketo-D-gluconate decarboxylase other abbreviations are referred to the text... Fig. 13.1 Substance oxidation respiratory chains of acetic acid bacteria. Many kinds of membrane-bound dehydrogenases oxidize the cognate substrates with coupling to reduction of ubiquinone UQ). The reduced ubiquinone (UQH2) is then directly reoxidized by the terminal ubuquinol oxidase (Cyt. bo ). The colors of Enz 1, Enz 2, and Enz 3 are related to those in Fig. 13.7. DEC, putative 2,5-diketo-D-gluconate decarboxylase other abbreviations are referred to the text...
Kataoka N, Matsutani M, Yakushi T, Matsushita K (2015) Efficient production of 2,5-diketo-D-gluconate via heterologous expression of 2-ketogluconate kehydrogenase in Gluconohacter japonicus. Appl Environ Microbiol 81(10) 3552-3560... [Pg.294]

See other pages where 2.5- Diketo-D-gluconate is mentioned: [Pg.309]    [Pg.15]    [Pg.78]    [Pg.79]    [Pg.137]    [Pg.586]    [Pg.609]    [Pg.1352]    [Pg.366]    [Pg.15]    [Pg.194]    [Pg.28]    [Pg.116]    [Pg.185]    [Pg.186]    [Pg.1042]    [Pg.241]    [Pg.241]    [Pg.244]    [Pg.251]    [Pg.39]    [Pg.8]    [Pg.10]    [Pg.16]    [Pg.20]    [Pg.21]    [Pg.24]    [Pg.26]    [Pg.31]    [Pg.33]    [Pg.34]    [Pg.34]    [Pg.41]    [Pg.42]    [Pg.176]    [Pg.281]    [Pg.289]   
See also in sourсe #XX -- [ Pg.185 , Pg.186 ]



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2,5-diketo-D-gluconic acid

Glucon

Gluconate

Gluconic

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