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12271

Sigma-Aldrich

2-Keto-3-deoxy-D-gluconic acid lithium salt

≥95% (TLC)

Synonym(s):

3-Deoxy-D-erythro-2-hexulosonic acid lithium salt, KDG, Lithium 2-keto-3-deoxy-D-gluconate

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About This Item

Empirical Formula (Hill Notation):
C6H10O6 · xLi+
CAS Number:
17510-99-5
Molecular Weight:
178.14 (free acid basis)
UNSPSC Code:
12352204
NACRES:
NA.32

Assay

≥95% (TLC)

form

powder or crystals

storage temp.

−20°C

InChI

1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5+/m0/s1

InChI key

WPAMZTWLKIDIOP-WVZVXSGGSA-N

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Biochem/physiol Actions

Metabolite in the pentose phosphate pathway, which generates NADPH and pentoses; KDG is an intermediate in the metabolism of glucose and gluconic acid in some pseudomonas strains, of uronic acids in E. coli, and also an important metabolite in the degradation of polygalacturonates in Erwinia chrysanthemi.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Caution

Hygroscopic.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A new pathway of uronic acid metabolism.
A ASHWELL et al.
Biochimica et biophysica acta, 30(1), 186-187 (1958-10-01)
Uronic acid metabolism in bacteria. IV. Purification and properties of 2-keto-3-deoxy-D-gluconokinase in Escherichia coli.
M A CYNKIN et al.
The Journal of biological chemistry, 235, 1576-1579 (1960-06-01)
Glucose and gluconic acid oxidation of Pseudomonas saccharophila.
N ENTNER et al.
The Journal of biological chemistry, 196(2), 853-862 (1952-05-01)
Carbohydrate metabolism by Pseudomonas fluorescens. III. Purification and properties of a 6-phosphogluconate dehydrase.
R KOVACHEVICH et al.
The Journal of biological chemistry, 213(2), 745-756 (1955-04-01)
Viatcheslav Zaitsev et al.
Biochemistry, 57(26), 3797-3806 (2018-05-31)
The thermoacidophilic archaea Picrophilus torridus and Sulfolobus solfataricus catabolize glucose via a nonphosphorylative Entner-Doudoroff pathway and a branched Entner-Doudoroff pathway, respectively. Key enzymes for these Entner-Doudoroff pathways are the aldolases, 2-keto-3-deoxygluconate aldolase (KDG-aldolase) and 2-keto-3-deoxy-6-phosphogluconate aldolase [KD(P)G-aldolase]. KDG-aldolase from P.
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