Menadione - CAS 58-27-5
Catalog number: 58-27-5
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
Molecular Weight:
Menadione shows vitamin K activity, used as a nutritional supplement.
Publictions citing BOC Sciences Products
  • >> More
Vitamin K3
1.The aza-analogues of 1,4-naphthoquinones are potent substrates and inhibitors of plasmodial thioredoxin and glutathione reductases and of human erythrocyte glutathione reductase
Christophe Morin, Tatiana Besset, Jean-Claude Moutet. Org. Biomol. Chem., 2008, 6, 2731–2742
It is well known that reduction of quinones in aqueous electrolytes consumes two electrons and two protons to form the corresponding hydroquinones and that the reduction potential is pH-dependent.60 It has been established that the quinolinediones present a similar reduction behavior.61 For the quinoxalinediones, the reduction occurs in a two-step process since the reduction of the quinone moiety is followed at a more negative potential than the value observed for the reduction of the quinoxaline moiety. The reduction of 1,4-naphthoquinone, menadione, and different aza-analogues of naphthoquinone has been studied under physiological conditions in phosphate buffer at pH 7. The cyclic voltammetry data are summarized in Table 1. The reduction peak potential values follow the same trends as the half-wave potentials measured in organic electrolytes. As a matter of fact, the absence of an electron-donating methyl group in the 1,4-naphthoquinone makes it easier to reduce than the menadione. Moreover, the mono-substituted quinoline-5,8-diones 2 and 3, at the 6 or 7 positions by methyl groups, are easier to reduce than menadione itself; the absence of an electron-donating methyl group in the quinolinedione 1 makes it much easier to reduce but the presence of two methyl groups in the di-substituted quinoline-5,8-dione 4 affects the redox potential to more negative values. As expected, the quinoxalinedione 5 presents the more oxidant character, while its 2,3-dimethyl derivative 6 appears slightly more difficult to reduce. A similar trend was observed for the reduction of aza-anthraquinones in DMF, where the 1,4,5,6-tetraazaanthra-9,10-quinone appeared easier to reduce than its 2,3,6,7-tetramethyl derivative.59 Noteworthy is that recent studies on humanNAD(P)H:quinone oxidoreductase, identified as a twoelectron reductase upregulated in tumour cells, was shown to be inhibited by heterocyclic quinones with increased oxidant character and acting as excellent substrates of this flavoenzyme.
2.High performance enzyme fuel cells using a genetically expressed FAD-dependent glucose dehydrogenase α-subunit of Burkholderia cepacia immobilized in a carbon nanotube electrode for low glucose conditions
Deby Fapyane, Soo-Jin Lee, Seo-Hee Kang. Phys. Chem. Chem. Phys., 2013, 15, 9508--9512
In the anode, electrons from glucose oxidation are accepted by menadione, thus reducing menadione to menadiol form by two electrons during each reaction step. The reduced menadione oxidizes FADH2 back to FAD, thereby maintaining redox cycling during BFC operation. The menadione oxidation peak occurred at a potential around 0.2 to 0.25 V versus Ag/AgCl. Therefore, the oxidation peak of glucose by FAD was expected to occur in the range of the menadione redox potential; the oxidation of FADH2 back to FAD occurred in the range of the FAD redox potential ( 0.4 V vs. Ag/AgCl). However, based on the cyclic voltammogram (CV), the glucose oxidation peak was at 0.2 V (vs. Ag/AgCl), whereas the reverse oxidation (FADH2 to FAD) occurred at 0.26 V vs. Ag/AgCl (Fig. 2A). In the absence of menadione as a mediator, the enzyme was not able to transfer electrons to the electrode; thus, no peak was observed (Fig. 2Ab).
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Products

CAS 314728-85-3 Sunifiram

(CAS: 314728-85-3)

unifiram (DM-235) is a piperazine derived research chemical which has nootropic effects in animal studies with significantly higher potency than piracetam.

CAS 524708-03-0 APE1 Inhibitor III

APE1 Inhibitor III
(CAS: 524708-03-0)

APE1 Inhibitor III is a selective and competitive inhibitor of apurinic/apyrimidinic (AP) endonuclease 1 (APE1) with 2.0 micromolar activity against the purifie...

CAS 54048-10-1 Etonogestrel

(CAS: 54048-10-1)

A impurity of Desogestrel, which is a progestogen.

CAS 103177-37-3 Pranlukast

(CAS: 103177-37-3)

Pranlukast is a selective cysteinyl leukotriene receptor antagonist. Pranlukast has an anti-inflammatory effect on bronchial eosinophilic infiltration. Pranluka...

CAS 40957-83-3 Glycitein

(CAS: 40957-83-3)

Glycitein is a soybean (yellow cultivar) isoflavonoid. It may be used to study anti-oxidation processes at the level of gene transcription where it increases th...

CAS 19130-96-2 Deoxynojirimycin

(CAS: 19130-96-2)

Deoxynojirimycin inhibits mammalian glucosidase 1. As well, it inhibits intestinal and lysosmal alpha-glucosidases, beta-glucosidase from sweet almonds, pancrea...

(CAS: 876707-99-2)

CS-M1995 is a 4′-Azidocytidine analogue. It can inhibit Hepatitis C virus replication.

CAS 500-38-9 Nordihydroguaiaretic acid

Nordihydroguaiaretic acid
(CAS: 500-38-9)

NDGA (Nordihydroguaiaretic acid), also known as masoprocol,  is a naturally occurring antioxidant dicatechol originally derived from the creosote bush Larrea di...

CAS 452-35-7 Ethoxzolamide

(CAS: 452-35-7)

Ethoxzolamide is used in the treatment of glaucoma, and is also used as a diuretic, acting as a carbonic anhydrase inhibitor.

CAS 4547-24-4 Corosolic acid

Corosolic acid
(CAS: 4547-24-4)

Corosolic acid, that is isolated from the barks of Lagerstroemia speciosa, contains anti-angiogenic activity that can suppress FAK signaling induced by angiopoi...

CAS 172922-91-7 FICZ

(CAS: 172922-91-7)

High affinity aryl hydrocarbon receptor (AhR) agonist (Kd = 70 p M). Proposed to be an endogenous AhR ligand. Induces transient expression of cytochrome P450-1A...

CAS 3819-00-9 Piperacetazine

(CAS: 3819-00-9)

Piperacetazine is an antipsychotic drug, most notably used for schizophrenia

(CAS: 101183-99-7)

CK-2289 is an type III cyclic 3'5'-adenosine monophosphate phosphodiesterase inhibitor. It may be used in the treatment of congestive heart failure.

CAS 74-79-3 L-Arginine

(CAS: 74-79-3)

L-Arginine is the nitrogen donor for synthesis of nitric oxide, a potent vasodilator that is deficient during times of sickle cell crisis. It is an α-amino acid...

LY 181984
(CAS: 3955-50-8)

LY 181984 is an antitumor sulfonylurea.

CAS 599151-35-6 FQI 1

(CAS: 599151-35-6)

FQI 1 is a cell-permeable and reversible inhibitor of α-globin transcription factor CP2 (LSF; IC50 = 2.1 μM) and an antiproliferative. FQI 1 induces apoptosis i...

CAS 106392-48-7 ST271

(CAS: 106392-48-7)

A potent inhibitor of protein tyrosine kinase (PTK)

CAS 1035979-44-2 P005672 HCl

P005672 HCl
(CAS: 1035979-44-2)

P005672 HCl is a novel, tetracycline-substituted, narrow-spectrum antibiotic compound used for treatment of bacterial infections and neoplasms. It is developed ...

(CAS: 112959-07-6)

LY-113174 is a novel class of nonsteroidal aromatase inhibitor. It may prove useful in the treatment of estrogen-dependent diseases.

CAS 370-86-5 FCCP

(CAS: 370-86-5)

As A very potent uncoupler of oxidative phosphorylation in mitochondria, FCCP transports protons across cell membranes which disrupts ATP synthesis,

Chemical Structure

CAS 58-27-5 Menadione

Quick Inquiry

Verification code

Featured Items