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Merck

X4626

XTT sodium salt

powder, BioReagent, suitable for cell culture

Synonym(s):

2,3-Bis(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide inner salt, 2,3-Bis(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide inner salt

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About This Item

Empirical Formula (Hill Notation):
C22H16N7NaO13S2
CAS Number:
111072-31-2
Molecular Weight:
673.52
NACRES:
NA.75
PubChem Substance ID:
24902150
UNSPSC Code:
12352207
MDL number:
MFCD00083517

Product Name

XTT sodium salt, powder, BioReagent, suitable for cell culture

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

SMILES string

[Na+].COc1cc(c(cc1-n2nc(n[n+]2-c3cc(c(cc3OC)[N+]([O-])=O)S([O-])(=O)=O)C(=O)Nc4ccccc4)S([O-])(=O)=O)[N+]([O-])=O

InChI key

JACYMBNQPPWQML-UHFFFAOYSA-M

product line

BioReagent

assay

≥90%

form

powder

storage condition

dry at room temperature

technique(s)

cell culture | mammalian: suitable
protein quantification: suitable

application(s)

detection

detection method

colorimetric

storage temp.

2-8°C

Quality Level

200

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Application

XTT has been used in conjunction with phenazine methosulfate (PMS) to screen human cancer cell lines. The tetrazolium dye has also been used to study fungal cell damage, in testing antimicrobial susceptibility of staphylococci, and in Candida biofilm research. Limitations to the XTT assay have been reported.
XTT sodium salt has been used to assess cell viability.

Biochem/physiol Actions

In living cells, XTT is metabolically reduced to produce a colorimetric, water-soluble formazan product.
XTT (sodium 3′-[1-[(phenylamino)-carbony]-3,4-tetrazolium]-bis(4-methoxy-6-nitro)benzene-sulfonic acid hydrate) is acted upon by dehydrogenases present in metabolically active cells. This produces water soluble formazan, which is a highly colored product. Thus, it offers an advantage in colorimetric proliferation assays, as opposed to MTT, as the product is already soluble and no formazan crystals are formed.

General description

XTT (sodium 3′-[1-[(phenylamino)-carbony]-3,4-tetrazolium]-bis(4-methoxy-6-nitro)benzene-sulfonic acid hydrate) is a tetrazolium salt, which forms water-soluble formazan on bioreduction.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

supp_hazards

EUH044

Storage Class

4.1A - Other explosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000393703
0000375596
0000343253
0000343254
0000375596

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Applied Microbiology and Biotechnology, 100(22), 9619-9627 (2016)
Amos C Hung et al.
Oncology letters, 22(5), 774-774 (2021-10-01)
Esophageal cancer is one of the most common malignancies and leading cause of cancer-associated mortality worldwide. However, the molecular mechanisms underlying esophageal cancer progression and the development of clinical tools for effective diagnosis remain unclear. Resistin, which was originally identified
Jesús Gandara-Loe et al.
ACS applied materials & interfaces, 11(2), 1924-1931 (2018-12-19)
Metal-organic frameworks (MOFs) have been evaluated as potential nanocarriers for intraocular incorporation of brimonidine tartrate to treat chronic glaucoma. Experimental results show that UiO-67 and MIL-100 (Fe) exhibit the highest loading capacity with values up to 50-60 wt %, whereas
Wander José da Silva et al.
Brazilian dental journal, 19(4), 364-369 (2009-01-31)
2, 3-bis (2-methoxy-4-nitro-5-sulfophenyl)-5-[(phenylamino) carbonyl]-2H-tetrazolium hydroxide (XTT) reduction assay has been used to study Candida biofilm formation. However, considering that the XTT reduction assay is dependent on cell activity, its use for evaluating mature biofilms may lead to inaccuracies since biofilm
N W Roehm et al.
Journal of immunological methods, 142(2), 257-265 (1991-09-13)
A new tetrazolium salt XTT, sodium 3'-[1-[(phenylamino)-carbonyl]-3,4-tetrazolium]-bis(4-methoxy-6- nitro)benzene-sulfonic acid hydrate, was evaluated for use in a colorimetric assay for cell viability and proliferation by normal activated T cells and several cytokine dependent cell lines. Cleavage of XTT by dehydrogenase enzymes
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