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53271

Sigma-Aldrich

Mito Red

suitable for fluorescence, ≥70% (HPLC)

Synonym(s):

3,6-Bis(diethylamino)-9-[2-(4-methylcoumarin-7-yloxycarbonyl)phenyl]xanthylium chloride, Rhodamine B 4-methylumbelliferyl ester chloride

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About This Item

Empirical Formula (Hill Notation):
C38H37ClN2O5
CAS Number:
1021902-10-2
Molecular Weight:
637.16
MDL number:
MFCD05664720
UNSPSC Code:
41116100
PubChem Substance ID:
329757927
NACRES:
NA.32

Assay

≥70% (HPLC)

form

solid

fluorescence

λex 569 nm; λem 594 nm in DMSO

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

[Cl-].CCN(CC)c1ccc2c(-c3ccccc3C(=O)Oc4ccc5C(C)=CC(=O)Oc5c4)c6ccc(cc6[o+]c2c1)N(CC)CC

InChI

1S/C38H37N2O5.ClH/c1-6-39(7-2)25-14-17-31-33(21-25)44-34-22-26(40(8-3)9-4)15-18-32(34)37(31)29-12-10-11-13-30(29)38(42)43-27-16-19-28-24(5)20-36(41)45-35(28)23-27;/h10-23H,6-9H2,1-5H3;1H/q+1;/p-1

InChI key

XCVSDCPWJRHMSZ-UHFFFAOYSA-M

General description

Mito Red is a cell membrane permeable rhodamine based dye. It localizes mitochondria, and emits red fluorescence. The interaction of Mito Red with mitochondria depends of the membrane potential of the mitochondria. Mitochondria can be stained with 20-200 nM of Mito Red.

Application

MitoRed (Mito Red), a vital dye and mitochondrial stain, is used to indicate the status of mitochondria under various physiological and physical conditions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Mamoru Kobayashi et al.
Human cell, 21(1), 7-11 (2008-01-15)
We investigated the mitochondrial behavior, localization and heteroplasmy in reconstituted oocytes derived from germinal vesicle (GV) transfers. The karyoplast containing the GV nucleus and the ooplast (enucleated oocyte) were prepared from GV oocytes derived from B6D2F1 mice. Mitochondria in the
Wei-Lien Yen et al.
The Journal of cell biology, 188(1), 101-114 (2010-01-13)
Macroautophagy is a catabolic pathway used for the turnover of long-lived proteins and organelles in eukaryotic cells. The morphological hallmark of this process is the formation of double-membrane autophagosomes that sequester cytoplasm. Autophagosome formation is the most complex part of
Taeko Horinouchi et al.
Bioorganic & medicinal chemistry letters, 21(7), 2000-2002 (2011-03-08)
We report a novel green-fluorescent NO donor, NBDNO, bearing a 2,6-dimethylnitrobenzene moiety for photocontrollable NO release and a triphenylphosphonium moiety for targeting to mitochondria. Photorelease of NO from NBDNO was confirmed by means of ESR analysis in aqueous solution. Intracellular
Fanny Joanny et al.
Antimicrobial agents and chemotherapy, 56(11), 5982-5985 (2012-08-02)
Many successful antimicrobial drugs originate from synthetic dyes. This paper reports the in vitro activity of 14 fluorescent dyes against Plasmodium falciparum. Five of these dyes (Hoechst 33342, MitoRed, DiOC(6), SYTO 9, and rhodamine B) show activity at a low
Yumiko Nagano et al.
Digestive diseases and sciences, 50 Suppl 1, S76-S83 (2005-09-27)
Nonsteroidal antiinflammatory drugs (NSAIDs) cause complications such as gastrointestinal injury. NSAIDs were recently reported to cause mitochondrial injury: to dissipate the mitochondrial transmembrane potential (MTP), and to induce mitochondrial permeability transition pore (PTP), which liberates cytochrome c. This enzyme generates
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