80198

Sigma-Aldrich

Methoxatin disodium salt

≥97.0% (HPLC)

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

Quality Level

biological source

fermentation/recombinant

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.

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

  1. How do I get lot-specific information or a Certificate of Analysis?

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

  2. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  3. 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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    Ask a Scientist here.

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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...
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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...
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)
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)
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...

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