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80198

Sigma-Aldrich

Methoxatin disodium salt

≥97.0% (HPLC)

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Synonym(s):
PQQ, Pyrrolo-quinoline-quinone disodium salt
Empirical Formula (Hill Notation):
C14H4N2Na2O8
CAS Number:
122628-50-6
Molecular Weight:
374.17
MDL number:
MFCD00151711
UNSPSC Code:
12352005
PubChem Substance ID:
329768729
NACRES:
NA.79

biological source

fermentation/recombinant

Quality Level

100

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

Related Categories

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.

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)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

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    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  5. What solvents can be used to reconstitute Product 80198, Methoxatin?

    Product 80198, Methoxatin disodium salt is soluble in water up to 3 mg/ml. The following reference by Zimmerman, L.B. et al., Analytical Biochemistry, 411 (2), 194-199 (2011) has solubilized the product in 250 μM in HEPES buffer (20 mM, pH 7.0, 290 mOsmol/kg).

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Evidence for methoxatin (pyrroloquinolinequinone) as the cofactor in bovine plasma amine oxidase from resonance Raman spectroscopy
Moog RS, et al.
Proceedings of the National Academy of Sciences of the USA, 83(22), 8435-8439 (1986)
Xing-Qin Zhou et al.
Scientific reports, 8(1), 8894-8894 (2018-06-13)
Oxidative stress is known to be associated with various age-related diseases. D-galactose (D-gal) has been considered a senescent model which induces oxidative stress response resulting in memory dysfunction. Pyrroloquinoline quinone (PQQ) is a redox cofactor which is found in various
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
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