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 Segment: 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. [1]

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[2], 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[3]. Expression from Pu was repressed mainly via PtsN in response to high levels of 2-dehydro-3-deoxygluconate-6-phosphate[4].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable