XTT sodium salt
Sodium 2,3-bis(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide inner salt; Sodium 3,3′-[1-(phenylamino)carbonyl]-3,4-tetrazolium-bis(4-methoxy-6-nitro)benzenesulfonic acid
XTT sodium salt is an analytical reagent that is used to measure the activity of antioxidant enzymes, such as catalase. XTT sodium salt is also a potent antioxidant that has been shown to have biological properties against oxidative injury in experimental models. It inhibits the growth of Candida glabrata by reducing the mitochondrial membrane potential and inhibiting the synthesis of ATP in cells. XTT sodium salt also has antibacterial efficacy against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus, and Gram-negative bacteria, such as Escherichia coli. The compound is currently being tested for its effects on skin cancer and squamous carcinoma.
Tetrazolium sodium salt for use in colorimetric assays for cell viability and proliferation. Cleavage of XTT by dehydrogenase enzymes of metabolically active cells yields a highly colored, water soluble formazan product, an advantage over the use of MTT due to MTT requiring a formazan crystal solubilization step. Has been used to asses valvular injury for testing cryopreserved cardiac valves.
XTT is a cell-impermeable, negatively charged tetrazolium dye that produces a water-soluble formazan when reduced at the cell surface by cellular-derived NADH and an electron mediator. It is frequently used in colorimetric assays to measure cell proliferation, cytotoxicity, and apoptosis.
CAS Number | 111072-31-2 |
Product Name | XTT sodium salt |
IUPAC Name | sodium;4-methoxy-5-[3-(2-methoxy-4-nitro-5-sulfonatophenyl)-5-(phenylcarbamoyl)tetrazol-3-ium-2-yl]-2-nitrobenzenesulfonate |
Molecular Formula | C22H16N7NaO13S2 |
Molecular Weight | 673.5 g/mol |
InChI | InChI=1S/C22H17N7O13S2.Na/c1-41-17-8-15(28(31)32)19(43(35,36)37)10-13(17)26-24-21(22(30)23-12-6-4-3-5-7-12)25-27(26)14-11-20(44(38,39)40)16(29(33)34)9-18(14)42-2;/h3-11H,1-2H3,(H2-,23,30,35,36,37,38,39,40);/q;+1/p-1 |
InChI Key | JACYMBNQPPWQML-UHFFFAOYSA-M |
SMILES | COC1=CC(=C(C=C1N2N=C(N=[N+]2C3=CC(=C(C=C3OC)[N+](=O)[O-])S(=O)(=O)[O-])C(=O)NC4=CC=CC=C4)S(=O)(=O)[O-])[N+](=O)[O-].[Na+] |
Synonyms | 2,3-bis(2-methoxy-4-nitro-5-sulfophenyl)-5-[(phenylamino)carbonyl]-inner salt-2H-tetrazolium, monosodium salt |
Canonical SMILES | COC1=CC(=C(C=C1N2N=C(N=[N+]2C3=CC(=C(C=C3OC)[N+](=O)[O-])S(=O)(=O)[O-])C(=O)NC4=CC=CC=C4)S(=O)(=O)[O-])[N+](=O)[O-].[Na+] |