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79156

3-Deoxy-2-keto-6-phosphogluconic acid lithium salt

≥95% (TLC)

Synonym(s):

(4S,5R)-4,5-Dihydroxy-2-oxo-6-phosphonooxyhexanoic acid lithium salt, 2-Dehydro-3-deoxy-6-phospho-D-gluconate lithium salt, 2-Keto-3-deoxy-6-phosphogluconate lithium salt, 3-Deoxy-2-keto-D-gluconic acid 6-phosphate lithium salt, 3-Deoxy-D-erythro-hexulosonic acid 6-phosphate lithium salt, KDPG

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About This Item

Empirical Formula (Hill Notation):
C6H11O9P · xLi+
CAS Number:
27244-54-8
Molecular Weight:
258.12 (free acid basis)
UNSPSC Code:
12352201
NACRES:
NA.25
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Quality Level

100

assay

≥95% (TLC)

form

powder

optical activity

[α]/D 9.0±1.0°, 3 hr, c = 0.1 in H2O

color

white

storage temp.

−20°C

SMILES string

[P](=O)(OC[C@@H](O)[C@@H](O)CC(=O)C(=O)O)(O)O

InChI

1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/t3-,5+/m0/s1

InChI key

OVPRPPOVAXRCED-WVZVXSGGSA-N

Biochem/physiol Actions

2-dehydro-3-deoxy-phosphogluconate is a substrate for the enzyme 2-dehydro-3-deoxy-phosphogluconate aldolase which converts it into D-glyceraldehyde 3-phosphate plus pyruvate.
Metabolite in the pentose phosphate pathway, generating NADPH and pentoses; and in the in pentose and glucuronate interconversions; key intermediate in the Entner-Doudoroff pathway of some bacteria, substrate of 2-Keto-3-deoxy-6-phosphogluconate (KDPG) aldolase, catalyzing the reversible cleavage of KDPG to pyruvate and glyceraldehyde-3-phosphate. It was found to be the carbon catabolite repression signal of phenylacetic acid metabolism in P. putida KT2440. Expression from Pu was repressed mainly via PtsN in response to high levels of 2-dehydro-3-deoxygluconate-6-phosphate.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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