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Key Documents

K4125

Sigma-Aldrich

5-Keto-D-gluconic acid potassium salt

≥98.0% (TLC)

Synonym(s):

D-Xylo-5-hexulofuranosonic acid potassium salt

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About This Item

Empirical Formula (Hill Notation):
C6H9KO7
CAS Number:
Molecular Weight:
232.23
Beilstein:
3919618
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98.0% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤10.0% water (Karl Fischer)

color

white

solubility

water: ~50 g/L

storage temp.

2-8°C

SMILES string

[K+].OCC(=O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O

InChI

1S/C6H10O7.K/c7-1-2(8)3(9)4(10)5(11)6(12)13;/h3-5,7,9-11H,1H2,(H,12,13);/q;+1/p-1/t3-,4+,5-;/m1./s1

InChI key

GSFHMOMWXNDPMM-YMDUGQBDSA-M

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Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kazunobu Matsushita et al.
Applied and environmental microbiology, 69(4), 1959-1966 (2003-04-05)
Acetic acid bacteria, especially Gluconobacter species, have been known to catalyze the extensive oxidation of sugar alcohols (polyols) such as D-mannitol, glycerol, D-sorbitol, and so on. Gluconobacter species also oxidize sugars and sugar acids and uniquely accumulate two different keto-D-gluconates
T Salusjärvi et al.
Applied microbiology and biotechnology, 65(3), 306-314 (2004-04-03)
A 5-ketogluconate (5-KGA)-forming membrane quinoprotein, gluconate dehydrogenase, was isolated from Gluconobacter suboxydans strain IFO 12528 and partially sequenced. Partial sequences of five internal tryptic peptides were elucidated by mass spectrometry and used to isolate the two adjacent genes encoding the
U Herrmann et al.
Applied microbiology and biotechnology, 64(1), 86-90 (2003-10-18)
For the conversion of glucose to 5-keto-D-gluconate (5-KGA), a precursor of the industrially important L-(+)-tartaric acid, Gluconobacter strains were genetically engineered. In order to increase 5-KGA formation, a plasmid-encoded copy of the gene encoding the gluconate:NADP-5 oxidoreductase (gno) was overexpressed
Marcel Merfort et al.
Biotechnology journal, 1(5), 556-563 (2006-08-08)
Gluconobacter oxydans DSM 2343 (ATCC 621H)catalyzes the oxidation of glucose to gluconic acid and subsequently to 5-keto-D-gluconic acid (5-KGA), a precursor of the industrially important L-(+)-tartaric acid. To further increase 5-KGA production in G. oxydans, the mutant strain MF1 was
Marcel Merfort et al.
Applied microbiology and biotechnology, 73(2), 443-451 (2006-07-06)
Gluconobacter oxydans DSM 2343 is known to catalyze the oxidation of glucose to gluconic acid, and subsequently, to 2-keto-D-gluconic acid (2-KGA) and 5-keto-D-gluconic acid (5-KGA), by membrane-bound and soluble dehydrogenases. In G. oxydans MF1, in which the membrane-bound gluconate-2-dehydrogenase complex

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