D7783

Pyrroloquinoline quinone

≥95.0% (HPLC)

• Synonym(s): 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, Methoxatin, PQQ
• Empirical Formula (Hill Notation): C₁₄H₆N₂O₈
• CAS Number: 72909-34-3
• Molecular Weight: 330.21
• Beilstein: 3596812
• MDL number: MFCD00043125
• UNSPSC Code: 12352106
• PubChem Substance ID: 24894162
• NACRES: NA.79

Properties

• biological source: synthetic
• Assay: ≥95.0% (HPLC)
• form: powder
• technique(s): HPLC: suitable
• color: red to deep red
• storage temp.: 2-8°C
• SMILES string: OC(=O)c1cc(C(O)=O)c-2c(n1)C(=O)C(=O)c3cc([nH]c-23)C(O)=O
• InChI: 1S/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24)
• InChI key: MMXZSJMASHPLLR-UHFFFAOYSA-N

Description

General description

Pyrroloquinoline Quinone (PQQ), also referred as methoxatin, is a water soluble orthoquinone molecule with redox-cycling ability.

Novel o-quinone coenzyme found in bacterial dehydrogenases and oxidases.

Application

Pyrroloquinoline quinone has been used:

• as a component of nanocurcumin formulation (NCF), to study its therapeutic effect on ameliorate hypoxia-induced stress in hypertrophied cardiomyocytes
• as a standard in fluorescence analysis
• to test its efficiency in suppressing restrained oxidative stress and hepatic fibrogenesis in mouse models

Biochem/physiol Actions

Pyrroloquinoline Quinone (PQQ) plays a vital role in gluconic acid production and biosynthesis by microbes. It acts as an effective microbial growth stimulant and biological control determinant for plant pathogens. PQQ also acts as an anti-melanogenic agent and is used to treat disorders related to hyper pigmentation. It exhibits diverse role in metabolism and cell signaling pathways. PQQ is used as a potential therapeutic to treat liver fibrosis.

PQQ is present in nanomolar quantities in most foods and in most animal tissuse. It promotes growth, mitochondrial function, and development in vivo and stimulates cell proliferation and viability in culture. It is a potent antioxidant that scavenges superoxide and peroxinitrite. It is neuroprotectant against 6-hydroxydopamine-induced and hypoxia/ischemia-induced neurotoxicity. PQQ conjugates to α-synuclein in vitro, inhibiting the formation of amyloid fibrils.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves