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87917

Sigma-Aldrich

Tetramethylrhodamine ethyl ester perchlorate

suitable for fluorescence, ≥90% (HPCE)

Synonym(s):

TMRE, TMRE perchlorate

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About This Item

Empirical Formula (Hill Notation):
C26H27ClN2O7
CAS Number:
115532-52-0
Molecular Weight:
514.95
MDL number:
MFCD00467973
UNSPSC Code:
12352116
PubChem Substance ID:
329769616
NACRES:
NA.32

Quality Level

100

assay

≥90% (HPCE)

form

solid

solubility

DMSO: soluble
alcohols: soluble

fluorescence

λex 540 nm; λem 595 nm in DMSO

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

[O-]Cl(=O)(=O)=O.CCOC(=O)c1ccccc1-c2c3ccc(cc3[o+]c4cc(ccc24)N(C)C)N(C)C

InChI

1S/C26H27N2O3.ClHO4/c1-6-30-26(29)20-10-8-7-9-19(20)25-21-13-11-17(27(2)3)15-23(21)31-24-16-18(28(4)5)12-14-22(24)25;2-1(3,4)5/h7-16H,6H2,1-5H3;(H,2,3,4,5)/q+1;/p-1

InChI key

NBAOBNBFGNQAEJ-UHFFFAOYSA-M

General description

Tetramethylrhodamine ethyl ester perchlorate (TMRE), also known as TMRE perchlorate, is a potential mitochondrial dye. TMRE staining process is reversible, and it doesn’t affect cell proliferation and viability.

The sorted cells containing TMRE perchlorate don’t interfere with the subsequent functional assays and hence are a preferred choice for the enrichment of functionally active, unbiased cell populations.

Application

Tetramethylrhodamine ethyl ester perchlorate (TMRE) is used to study the effects of high glucose in inducing mitochondrial morphology and metabolic changes.

TMRE perchlorate is also used to study Fullerene C 60 penetration into Leukemic Cells and the subsequent photoinduced Cytotoxic Effects.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Potential-sensitive probe for measuring membrane potential changes in mitochondria

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 62(4), 265-275 (2014-01-08)
High-speed fluorescence-activated cell sorting is relevant for a plethora of applications, such as PCR-based techniques, microarrays, cloning, and propagation of selected cell populations. We suggest a simple cell-sorting technique to eliminate early and late apoptotic and necrotic cells, with good
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Investigative ophthalmology & visual science, 52(12), 8657-8664 (2011-10-08)
Mitochondrial dysfunction is known to play a role in retinal vascular cell loss, a prominent lesion of diabetic retinopathy. High glucose (HG) has been reported to induce mitochondrial fragmentation and dysfunction in retinal endothelial cells, contributing to apoptosis. In this
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Journal of biochemical and molecular toxicology, 33(8), e22337-e22337 (2019-04-09)
Elevated levels of saturated fatty acids show a strong cytotoxic effect in liver cells. Sirtuin 3 (SIRT3), a mitochondrially localized member of NAD+ -dependent deacetylase has been shown to protect hepatocytes against the oxidative stress. The role of SIRT3 on
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Molecular pharmaceutics, 16(8), 3386-3398 (2019-06-27)
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