481-85-6
Chemical Structure
Menadiol
Synonym(s): Dihydrovitamin K3
- CAS No.: 481-85-6
- Formula:C11H10O2
- Molecular Weight:174.20
IUPAC Name: 2-methylnaphthalene-1,4-diol
InChIKey: ZJTLZYDQJHKRMQ-UHFFFAOYSA-N
SMILES: CC1=C(C2=CC=CC=C2C(=C1)O)O
Biological Activity: Menadiol (Dihydrovitamin K3) is a menadione analog that acts as an electron donor. Menadiol transfers electrons to the heme bL of E. coli nitrate reductase A and, via heme bH, to the catalytic NarGH dimer. Menadiol drives ATP-dependent NAD⁺ reduction (reverse electron transport) in submitochondrial particles. Menadiol selectively inhibits the growth of lymphoid tumor cells. Menadiol enhances the growth-inhibitory effects of Mechlorethamine, Vincristine (HY-N0488A), and Dexamethasone (HY-14648) on tumor cells, converting a drug-resistant phenotype to a sensitive phenotype. Menadiol is used in research related to lymphoid tumors[1][2][3].
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Menadiol | 97.0% | Menadiol (Dihydrovitamin K3) is a menadione analog that acts as an electron donor. Menadiol transfers electrons to the heme bL of E. coli nitrate reductase A and, via heme bH, to the catalytic NarGH dimer. Menadiol drives ATP-dependent NAD⁺ reduction (reverse electron transport) in submitochondrial particles. Menadiol selectively inhibits the growth of lymphoid tumor cells. Menadiol enhances the growth-inhibitory effects of Mechlorethamine, Vincristine (HY-N0488A), and Dexamethasone (HY-14648) on tumor cells, converting a drug-resistant phenotype to a sensitive phenotype. Menadiol is used in research related to lymphoid tumors. | ||||||||||||||||||||
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Menadiol (Standard) | ≥98% | Menadiol (Standard) (Dihydrovitamin K3 (Standard)) is the analytical standard of Menadiol (HY-W128525). This product is intended for research and analytical applications. Menadiol (Dihydrovitamin K3) is a menadione analog that acts as an electron donor. Menadiol transfers electrons to the heme bL of E. coli nitrate reductase A and, via heme bH, to the catalytic NarGH dimer. Menadiol drives ATP-dependent NAD⁺ reduction (reverse electron transport) in submitochondrial particles. Menadiol selectively inhibits the growth of lymphoid tumor cells. Menadiol enhances the growth-inhibitory effects of Mechlorethamine, Vincristine (HY-N0488A), and Dexamethasone (HY-14648) on tumor cells, converting a drug-resistant phenotype to a sensitive phenotype. Menadiol is used in research related to lymphoid tumors. | ||||||||||||||||||||
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References
- [1]. Zhao Z, et al. Effects of site-directed mutations on heme reduction in Escherichia coli nitrate reductase A by menaquinol: a stopped-flow study. Biochemistry. 2003 Dec 09;42(48):14225-33. [Content Brief]
- [2]. Taggart WV, et al. Menadiol as an electron donor for reversed oxidative phosphorylation in submitochondrial particles. Biochim Biophys Acta. 1972 Jun 23;267(3):439-43. [Content Brief]
- [3]. Su YZ, et al. Selective enhancement by menadiol of in vitro drug activity in human lymphatic neoplasms. Cancer treatment reports. 1987 Jun;71(6):619-25.