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6-Phosphogluconic acid

CAT: 0013-GTR19216987-03Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19216987-03Size:500 mg
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Description
6-Phosphogluconic acid is a potent and competitive inhibitor of phosphoglucose isomerase (PGI) .The activity of phosphoglucose isomerase was inhibited intensely and competitively by 6-Phosphogluconic acid, with an apparent Ki of 0.048 mM for glucose 6-phosphate and 0.042 mM for fructose 6-phosphate as the substrate. (In Vitro) :With glucose 6-phosphate as the substrate, at concentrations from 0.05 to 0.5 mM, the activity of the enzyme was inhibited completely in the presence of 0.5-2.0 mM 6-Phosphogluconic acid. With 0.05-0.2 mM fructose 6-phosphate as the substrate, it was inhibited greater than or equal to 85% at the same concentrations of the inhibitor. No significant changes were observed in the values of Km, Vmax, and Ki for phosphoglucose isomerase in the brain of 6-aminonicotinamide-treated rats.
CAS Number
921-62-0
Purity
>98% (HPLC)
Smiles
O[C@H] (COP (O) (O) =O) [C@@H] (O) [C@H] (O) [C@@H] (O) C (O) =O
Molecular Formula
C6H13O10P
Molecular Weight
276.134
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

6-Phosphogluconic Acid

6-phospho-D-gluconic acid is a gluconic acid phosphate having the phosphate group at the 6-position. It is an intermediate in the pentose phosphate pathway. It has a role as a fundamental metabolite. It is a conjugate acid of a 6-phospho-D-gluconate and a 6-phosphonatooxy-D-gluconate.

CAS Number921-62-0
PubChem CID91493
IUPAC Name(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-phosphonooxyhexanoic acid
Molecular FormulaC6H13O10P
Molecular Weight276.14
XLogP-4.5
Topological Polar Surface Area185
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count17
Formal Charge0
Complexity299
SMILES
C([C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O)OP(=O)(O)O
InChI
InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1
InChIKey
BIRSGZKFKXLSJQ-SQOUGZDYSA-N
Chemical Structure
2D Structure
2D structure of 6-Phosphogluconic Acid
CAS: 921-62-0
CID: 91493
Formula: C6H13O10P
MW: 276.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight276.14
XLogP3-4.5
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass276.02463360
Monoisotopic Mass276.02463360
Topological Polar Surface Area185 Ų
Heavy Atom Count17
Formal Charge0
Complexity299
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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