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

Properties

• 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

Description

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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Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable