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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:
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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8330
BCCD8905
BCCB1989
BCBR8576V
BCBQ2450V

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

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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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Xiang-Hua Xiong et al.
International journal of molecular sciences, 12(12), 8913-8923 (2012-01-25)
Pyrroloquinoline quinone (PQQ) was produced by fermentation of the Methylovorus sp. MP688 strain and purified by ion-exchange chromatography, crystallization and recrystallization. The yield of PQQ reached approximately 125 mg/L and highly pure PQQ was obtained. To determine the optimum dose
Peilian Wei et al.
Preparative biochemistry & biotechnology, 47(7), 709-719 (2017-04-28)
Methylobacillus sp. zju323 was adopted to improve the biosynthesis of pyrroloquinoline quinone (PQQ) by systematic optimization of the fermentation medium. The Plackett-Burman design was implemented to screen for the key medium components for the PQQ production. CoCl
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)
Vitamins
Clinical biochemistry of domestic animals, 695-730 (2008)
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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