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Key Documents

80198

Sigma-Aldrich

Methoxatin disodium salt

≥97.0% (HPLC)

Synonym(s):

PQQ, Pyrrolo-quinoline-quinone disodium salt

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About This Item

Empirical Formula (Hill Notation):
C14H4N2Na2O8
CAS Number:
Molecular Weight:
374.17
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.79

biological source

fermentation/recombinant

Quality Level

Assay

≥97.0% (HPLC)

form

powder

color

red-brown to deep orange
red-brown to deep red-brown

storage temp.

2-8°C

SMILES string

OC(=O)c1cc(nc2C(=O)C(=O)c3cc([nH]c3-c12)C(=O)O[Na])C(=O)O[Na]

InChI

1S/C14H6N2O8.2Na/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);;/q;2*+1/p-2

InChI key

UFVBOGYDCJNLPM-UHFFFAOYSA-L

General description

Methoxatin/pyrroloquinoline quinone (PQQ) is mostly seen in plants, few bacteria and single cell eukaryotes, like yeast. It is mainly obtained from methylotrophic bacteria. PQQ may also present in the tissues of mammals.

Application


  • Safety assessment of a novel, dietary pyrroloquinoline quinone disodium salt (mnemoPQQ): This study investigates the safety profile of Methoxatin disodium salt, which has implications for its application in assay development for clinical and diagnostic purposes. Specifically, it addresses the compound′s use in dietary supplements and potential crossover into clinical assays where safety and toxicity are paramount (Shiojima et al., 2022).


Biochem/physiol Actions

In bacteria, pyrroloquinoline quinone (PQQ) is used as a redox cycling cofactor. It acts as a cofactor (prosthetic group) for enzyme-catalyzed redox reactions of glucose and methanol dehydrogenase(s). PQQ is used in liposomes to establish a simple homogeneous assay for the detection of membrane permeabilization by antimicrobial peptides and synthetic copolymers. In bovine plasma amine oxidase, methoxatin may acts as the cofactor.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chee-Hoe Ng et al.
Neurobiology of aging, 55, 33-37 (2017-04-14)
Despite intensive research, the etiology of Parkinson's disease (PD) remains poorly understood and the disease remains incurable. However, compelling evidence gathered over decades of research strongly support a role for mitochondrial dysfunction in PD pathogenesis. Related to this, PGC-1α, a
Lingbo Kong et al.
PloS one, 8(4), e61013-e61013 (2013-04-25)
The effects of pyrroloquinoline quinine (PQQ) on RANKL-induced osteoclast differentiation and on wear particle-induced osteolysis were examined in this study. PQQ inhibited RANKL-mediated osteoclast differentiation in bone marrow macrophages (BMMs) in a dose-dependent manner without any evidence of cytotoxicity. The
Mohamed Alburaki et al.
PloS one, 10(5), e0125790-e0125790 (2015-05-21)
Thirty-two honeybee (Apis mellifera) colonies were studied in order to detect and measure potential in vivo effects of neonicotinoid pesticides used in cornfields (Zea mays spp) on honeybee health. Honeybee colonies were randomly split on four different agricultural cornfield areas
Absorbance-based assay for membrane disruption by antimicrobial peptides and synthetic copolymers using pyrroloquinoline quinone-loaded liposomes
Zimmerman LB, et al.
Analytical biochemistry, 411(2), 194-199 (2011)
Pyrroloquinoline Quinone: Its Profile, Effects on the Liver and Implications for Health and Disease Prevention
Dietary Interventions in Liver Disease, 157-173 (2019)

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