CAS 2641-81-8

6-Phosphoglucono-δ-lactone

Description:

6-Phosphoglucono-δ-lactone, with the CAS number 2641-81-8, is a cyclic ester derived from 6-phosphogluconic acid. It is characterized by its lactone structure, which is formed through the intramolecular reaction of the hydroxyl and carboxylic acid groups in the molecule. This compound is a key intermediate in the pentose phosphate pathway, a crucial metabolic pathway that generates NADPH and pentoses. It is typically a white to off-white solid that is soluble in water, reflecting its polar nature due to the presence of phosphate and hydroxyl groups. The compound plays a significant role in cellular metabolism, particularly in the biosynthesis of nucleotides and nucleic acids. Its reactivity is influenced by the presence of the phosphate group, which can participate in various biochemical reactions. Additionally, 6-phosphoglucono-δ-lactone can be hydrolyzed to 6-phosphogluconate, further emphasizing its importance in metabolic processes.

Formula: C₆H₁₁O₉P

InChI: InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1

InChI key: InChIKey=IJOJIVNDFQSGAB-SQOUGZDYSA-N

SMILES: C(OP(=O)(O)O)[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(=O)O1

Synonyms:

• (3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl)methyl dihydrogen phosphate
• (3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl)methyldihydrogen-phosphat
• 6-Phospho-<span class="text-smallcaps">D</span>-glucono-1,5-lactone
• 6-Phosphoglucono-δ-lactone
• <span class="text-smallcaps">D</span>-Gluconic acid, δ-lactone, 6-(dihydrogen phosphate)
• Dihydrogène phosphate de (3,4,5-trihydroxy-6-oxotétrahydro-2H-pyran-2-yl)méthyle
• Gluconic acid, δ-lactone, 6-(dihydrogen phosphate), <span class="text-smallcaps">D</span>-
• δ-6-Phosphogluconolactone
• δ-Gluconolactone 6-phosphate
• 6-Phospho-D-glucono-1,5-lactone
• (3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl)methyl dihydrogen phosphate (non-preferred name)
• D-Gluconic acid, δ-lactone, 6-(dihydrogen phosphate)

6-Phosphoglucono-?-lactone

CAS: 2641-81-8

6-Phosphoglucono-?-lactone

Purity: 98%

Ref: 54-OR1076452

6-Phosphoglucono-δ-lactone

Controlled Product

CAS: 2641-81-8

Stability Temperature Sensitive
Applications 6-Phosphoglucono-δ-lactone is a substrate for lactonase from Mycoplasma synoviae 53 (MS53_0025) and Mycoplasma agalactiae PG2 (MAG_6390).
References Korczynska, M., et. al.: Biochem. 53, 4727 (2014)

Formula: C₆H₁₁O₉P·xNH₃

Color and Shape: Neat

Molecular weight: 258.12 + x(17.03)

Ref: TR-P353740

6-Phospho-D-glucono-1,5-lactone

CAS: 2641-81-8

6-Phospho-D-glucono-1,5-lactone is a metabolite of D-gluconic acid that is formed by the action of a phosphoglucoisomerase. 6PGL has been shown to inhibit the growth of colorectal adenocarcinoma cells and to be effective against infectious diseases such as malaria. It is also involved in energy metabolism and cell division in plants. 6PGL may also have anticancer effects, as it inhibits prostate cancer cells and induces apoptosis through activation of epidermal growth factor receptor (EGFR) and inhibition of EGFR tyrosine kinase activity. It has been shown to act on redox potential, enzyme activities, and oxidative injury in liver cells.

Formula: C₆H₁₁O₉P

Purity: Min. 95%

Molecular weight: 258.12 g/mol

Ref: 3D-MP146204

6-Phospho-L-Glucono-δ-Lactone

Controlled Product

CAS: 2641-81-8, 6852-63-7

Formula: C₆H₁₁O₉P

Color and Shape: Neat

Molecular weight: 258.12

Ref: TR-P365005

6-Phosphoglucono-δ-lactone-13C6

Controlled Product

CAS: 2641-81-8

Formula: C₆H₁₁O₉P

Color and Shape: Neat

Molecular weight: 264.076

Ref: TR-P353742