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Menadione bisulfite sodium (Menadione sodium bisulfite) Sale

(Synonyms: 甲萘醌亚硫酸氢钠; Menadione sodium bisulfite; Vitamin K3 sodium bisulfite) 目录号 : GC33939

Menadione(Vitamin K3) bisulfite sodium, a fat-soluble compound, is an inhibitor of Cdc25 phosphatase and mitochondrial DNA polymerase γ (pol γ), used as a nutritional supplement.

Menadione bisulfite sodium (Menadione sodium bisulfite) Chemical Structure

Cas No.:130-37-0

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
¥491.00
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1g
¥446.00
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产品描述

Menadione(Vitamin K3) bisulfite sodium, a fat-soluble compound, is an inhibitor of Cdc25 phosphatase and mitochondrial DNA polymerase γ (pol γ), used as a nutritional supplement.

[1] Seung WookHam, et al. Bioorganic Chemistry. Volume 25, Issue 1, February 1997, Pages 33-36. [2] Moe Kawamura, et al. PLoS One. 2014 Feb 10;9(2):e88736.

Chemical Properties

Cas No. 130-37-0 SDF
别名 甲萘醌亚硫酸氢钠; Menadione sodium bisulfite; Vitamin K3 sodium bisulfite
Canonical SMILES O=S(C(CC(C1=C2C=CC=C1)=O)(C)C2=O)([O-])=O.[Na+]
分子式 C11H9NaO5S 分子量 276.24
溶解度 DMSO : ≥ 36 mg/mL (130.32 mM) 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.62 mL 18.1002 mL 36.2004 mL
5 mM 0.724 mL 3.62 mL 7.2401 mL
10 mM 0.362 mL 1.81 mL 3.62 mL
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Research Update

Menadione sodium bisulfite inhibits the toxic aggregation of amyloid-β(1-42)

Biochim Biophys Acta Gen Subj 2018 Oct;1862(10):2226-2235.PMID:30036601DOI:10.1016/j.bbagen.2018.07.019.

Protein misfolding and aggregation are associated with amyloidosis. The toxic aggregation of amyloid-β 1-42 (Aβ42) may disrupt cell membranes and lead to cell death and is thus regarded as a contributing factor in Alzheimer's disease (AD). 1,4-naphthoquinone (NQ) has been shown to exhibit strong anti-aggregation effects on amyloidogenic proteins such as insulin and α-synuclein; however, its high toxicity and poor solubility limit its clinical application. Menadione sodium bisulfite (MSB, also known as vitamin K3), is used clinically in China to treat hemorrhagic diseases caused by vitamin K deficiency and globally as a vitamin K supplement. We hypothesized that MSB could inhibit amyloid formation since its backbone structure is similar to NQ. To test our hypothesis, we first investigated the effects of MSB on Aβ42 amyloid formation in vitro. We found that MSB inhibited Aβ42 amyloid formation in a dose dependent manner, delayed the secondary structural conversion of Aβ42 from random coil to ordered β-sheet, and attenuated the ability of Aβ42 aggregates to disrupt membranes; moreover, the quinone backbone rather than lipophilicity is esstial for the inhibitory effects of MSB. Next, in cells expressing a pathogenic APP mutation (Osaka mutation) that results in the formation of intraneuronal Aβ oligomers, MSB inhibited the intracellular aggregation of Aβ. Moreover, MSB treatment significantly extended the life span of Caenorhabditis elegans CL2120, a strain that expresses human Aβ42. Together, these results suggest that MSB and its derivatives may be further explored as potential therapeutic agents for the prevention or treatment of AD.

Menadione sodium bisulfite alleviated chromium effects on wheat by regulating oxidative defense, chromium speciation, and ion homeostasis

Environ Sci Pollut Res Int 2021 Jul;28(27):36205-36225.PMID:33751380DOI:10.1007/s11356-021-13221-0.

Menadione sodium bisulfite (MSB) is a crucial growth regulator mediating plant defense response. MSB-mediated regulation of defense mechanisms in wheat under chromium (Cr) toxicity has not been reported in the literature. Therefore, the present study was undertaken to appraise the efficacy of exogenous MSB on circumventing Cr phytotoxic effects on wheat. We also compared the effects of water-soluble MSB with that of water-insoluble menadiol diacetate (MD). The levels used in the present investigation for MSB and MD were 100 and 200 mg L-1. Wheat plants grown in soil contaminated with 25 mg kg-1 Cr in the form of K2Cr2O7 showed a notable reduction in growth, chlorophyll molecules, relative water contents, grain yield, total soluble sugars, phenolics, flavonoids, ascorbic acid, activities of antioxidant enzymes (SOD, POD, CAT), and uptake of essential nutrients (K, P, and Ca). Cr toxicity caused a noticeable accretion in total free amino acids, proline, malondialdehyde, H2O2, O2•-, relative membrane permeability, methylglyoxal contents, activities of enzymes (lipoxygenase, glutathione-S-transferase, and ascorbate peroxidase), nitric oxide and H2S contents, glutathione and oxidized glutathione contents, total Cr contents, and Cr6+ and Cr3+ accumulation. MSB application significantly reduced lipid peroxidation, ROS overproduction, methylglyoxal levels, total Cr contents, and maintained higher Cr3+:Cr6+ ratio in aerial parts. Besides, Cr-mediated inhibition in essential nutrient uptake was significantly circumvented by exogenous MSB. Consequently, MSB enhanced wheat growth by lessening oxidative damage, total Cr contents in aerial parts, and strengthening antioxidant enzyme activities. MD was not effective in mediating defense responses in wheat under Cr toxicity.

Menadione sodium bisulfite neutralizes chromium phytotoxic effects in okra by regulating cytosolutes, lipid peroxidation, antioxidant system and metal uptake

Int J Phytoremediation 2021;23(7):736-746.PMID:33321045DOI:10.1080/15226514.2020.1854171.

Chromium (Cr) is a major abiotic stress for plant species that significantly impacted plant development and impeded agricultural production. Menadione sodium bisulfite (MSB) has recently manifested a remarkable role in modulating plant defense responses. In the present experiment, Cr caused a significant decrease in growth, relative water contents, and chlorophyll in okra cultivars (Shabnam 786 and Arka Anamika). Cr produced an increase in proline, total soluble proteins, total free amino acids, phenolics, flavonoids, ascorbic acid, hydrogen peroxide (H2O2), malondialdehyde (MDA), and Cr accumulation. Besides, activities of antioxidant enzymes were also higher in Cr-stressed plants. MSB application (50, 100, 150, and 200 µM) profoundly impacted growth and important physio-biochemical characteristics in okra under Cr stress. Better growth in MSB treated plants was associated with lower oxidative damage and better oxidative defense system reflected in the form of higher antioxidant enzyme activities alongside the concentrations of non-enzymatic antioxidant compounds. In this background, cv. Shabnam-786 exhibited greater Cr tolerance over Arka Anamika. The degree of oxidative damage measured in the form of H2O2 and MDA was greater in cv. Arka Anamika. Lower MSB levels (50 and 100 µM) circumvented inhibitory Cr effects in okra, while higher doses proved lethal for plant growth and development.

Menadione Sodium Bisulfite-Protected Tomato Leaves against Grey Mould via Antifungal Activity and Enhanced Plant Immunity

Plant Pathol J 2020 Aug 1;36(4):335-345.PMID:32788892DOI:10.5423/PPJ.OA.06.2020.0113.

Tomato grey mould has been one of the destructive fungal diseases during tomato production. Ten mM of Menadione sodium bisulfite (MSB) was applied to tomato plants for eco-friendly control of the grey mould. MSB-reduced tomato grey mould in the 3rd true leaves was prolonged at least 7 days prior to the fungal inoculation of two inoculum densities (2 × 104 and 2 × 105 conidia/ml) of Botrytis cinerea. Protection efficacy was significantly higher in the leaves inoculated with the lower disease pressure of conidial suspension compared to the higher one. MSB-pretreatment was not effective to arrest oxalic acid-triggered necrosis on tomato leaves. Plant cell death and hydrogen peroxide accumulation were restricted in necrotic lesions of the B. cinereainoculated leaves by the MSB-pretreatment. Decreased conidia number and germ-tube elongation of B. cinerea were found at 10 h, and mycelial growth was also impeded at 24 h on the MSB-pretreated leaves. MSBmediated disease suppressions were found in cotyledons and different positions (1st to 5th) of true leaves inoculated with the lower conidial suspension, but only 1st to 3rd true leaves showed decreases in lesion sizes by the higher inoculum density. Increasing MSB-pretreatment times more efficiently decreased the lesion size by the higher disease pressure. MSB led to inducible expressions of defence-related genes SlPR1a, SlPR1b, SlPIN2, SlACO1, SlChi3, and SlChi9 in tomato leaves prior to B. cinerea infection. These results suggest that MSB pretreatment can be a promising alternative to chemical fungicides for environment-friendly management of tomato grey mould.

Chitosan-Enclosed Menadione sodium bisulfite as an Environmentally Friendly Alternative to Enhance Biostimulant Properties against Drought

J Agric Food Chem 2023 Feb 9;71(7):3192-3200.PMID:36758115DOI:10.1021/acs.jafc.2c07927.

Biostimulants are an interesting strategy to increase crop tolerance to water deficits, and there is an extensive bibliography on them. However, most of them need to be treated continuously to increase protection throughout the growth cycle. In this context, we chose Menadione sodium bisulfite, whose protective effect against water deficit has been previously demonstrated but only for a short period of time. Nanoencapsulation seems to be an interesting way to improve the properties of biostimulants. Our results show that Menadione sodium bisulfite (MSB) encapsulated in chitosan/tripolyphosphate nanoparticles can increase the system's tolerance against an imposed water deficit and delay the need for retreatment by at least 1 week, accelerating plant recovery after rehydration. This highlights the positive properties of nanoencapsulation and shows how a simple encapsulation process can significantly improve the biostimulant protective properties, opening up new possibilities to be explored under field conditions to cope with water-deficit stress.