5-Keto-D-gluconic acid

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5-Keto-D-gluconic acid is a crystalline ketoacid derivative of D-gluconic acid produced mainly by Gluconobacter oxydans through microbial fermentation. It is widely used as a precursor for tartaric acid synthesis and plays a key role in microbial metabolism and industrial applications.

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5-Keto-D-gluconic acid

5-Keto-D-gluconic acid (CAS No: 5287-64-9) is a ketoacid derivative of D-gluconic acid characterized by the presence of a ketone functional group at the 5-position of the gluconic acid molecule. It is a hexonic acid with the molecular formula C6H10O7. This compound commonly appears as a crystalline solid, showing good solubility in water.

Biotechnologically, 5-Keto-D-gluconic acid is predominantly produced by microbial fermentation, particularly using strains of Gluconobacter oxydans, which catalyze the oxidation of glucose to this ketoacid. This bioproduction route is advantageous due to its higher yields and purity compared to chemical synthesis methods.

Industrially, 5-Keto-D-gluconic acid serves as a valuable intermediate in the chemical and food industries. It is widely utilized as a precursor in the synthesis of tartaric acid, an important additive in the food and pharmaceutical sectors. The compound is also linked to pathways in Escherichia coli metabolism and can be used in biotechnological applications involving oxidation-reduction processes and enzyme studies.

The production and optimization of 5-Keto-D-gluconic acid through recombinant strains and controlled fermentation processes have been focal points in enhancing this compound’s yield and industrial viability.

Key properties and uses:

PropertyDetails
CAS Number5287-64-9
Chemical Name5-Keto-D-gluconic acid
Molecular FormulaC6H10O7
AppearanceCrystalline solid
SolubilitySoluble in water
Production MethodMicrobial fermentation (e.g., Gluconobacter oxydans)
Industrial ApplicationsPrecursor for tartaric acid, food additive, chemical synthesis intermediate
Biological RelevanceMetabolite in Escherichia coli
StorageStore in cool, dry conditions

5-Keto-D-gluconic acid’s role as a biotechnologically produced intermediate makes it significant for sustainable industrial processes and applied research in microbial metabolism and chemical manufacturing.lup.lub.lu+4

    1. https://lup.lub.lu.se/student-papers/search/publication/9119379
    2. https://www.sciencedirect.com/science/article/pii/S2405844024125583
    3. https://www.sigmaaldrich.com/IN/en/product/sigma/k4125
    4. https://pubchem.ncbi.nlm.nih.gov/compound/5-Ketogluconic-acid
    5. https://www.sciencedirect.com/science/article/abs/pii/S1389172315004430
    6. https://www.nature.com/articles/167905b0
    7. https://www.dcfinechemicals.com/en/products/carbohydrates/5-keto-d-gluconic-acid-potassium-salt-detail/
    8. https://www.thermofisher.com/order/catalog/product/J66916.03

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 KG, 10 KG, 100 KG

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