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Merck
CN

SML3992

Rhod-5N potassium salt

≥95% (HPLC)

Synonym(s):

9-[4-[bis(Carboxymethyl)amino]-3-[2-[2-[bis(carboxymethyl)amino]-5-nitrophenoxy]ethoxy]phenyl]-3,6-bis(dimethylamino)-xanthylium, potassium salt, Rhod 5N potassium salt, Rhod5N potassium salt, Rhodamine-5N potassium salt

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Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

, faint red to black

solubility

H2O: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=C(O)CN(C1=C(C=C(C=C1)C2=C3C=CC(N(C)C)=CC3=[O+]C4=C2C=CC(N(C)C)=C4)OCCOC5=CC([N+]([O-])=O)=CC=C5N(CC(O)=O)CC([O-])=O)CC(O)=O.[K]

Biochem/physiol Actions

Low-affinity fluorescent Ca2+ probe for measuring relatively high [Ca2+].
Rhod-5N is a low-affinity fluorescent Ca2+ probe (Kd = 320 μM) that is preferred over high-affinity probes, such as Rhod-2 (Kd = 570 nM), for measuring [Ca2+] when very little buffering can be tolerated or in subcellular compartments where relatively high Ca2+ levels are expected, such as mitochondria (MT) and endoplasmic reticulum (ER). Ex/Em = 551/576 nm.

Disclaimer

Hygroscopic

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000400951
0000365481
0000365481
0000400951

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Gavriel David et al.
Cell calcium, 33(3), 197-206 (2003-02-26)
Peak values reported for mitochondrial matrix [Ca(2+)] following stimulation have ranged from micromolar to near-millimolar in various cells. Measurements using fluorescent indicators have traditionally used high-affinity dyes such as rhod-2, whose fluorescence would be expected to saturate if matrix [Ca(2+)]
Stephen Hollingworth et al.
Biophysical journal, 97(7), 1864-1872 (2009-10-07)
The low-affinity fluorescent Ca(2+) indicators OGB-5N, Fluo-5N, fura-5N, Rhod-5N, and Mag-fluo-4 were evaluated for their ability to accurately track the kinetics of the spatially averaged free Ca(2+) transient (Delta[Ca(2+)]) in skeletal muscle. Frog single fibers were injected with one of
Mathieu Soibinet et al.
Journal of fluorescence, 18(6), 1077-1082 (2008-05-20)
The photophysical and complexing properties of Rhod-5N (commercially available) in MOPS buffer are reported. This fluorescent molecular sensor consists of a BAPTA chelating moiety bound to a rhodamine fluorophore. Its fluorescence quantum yield is low and a drastic enhancement of
Sergio de la Fuente et al.
Cell calcium, 51(1), 65-71 (2011-12-03)
Available methods to measure mitochondrial [Ca(2+)] ([Ca(2+)](M)) include both targeted proteins and fluorescent dyes. Targeted proteins usually report much higher [Ca(2+)](M) values than fluorescent dyes, up to two orders of magnitude. However, we show here that the low-Ca(2+)-affinity dye rhod-5N
R Madelaine Paredes et al.
Methods (San Diego, Calif.), 46(3), 143-151 (2008-10-22)
Our understanding of the underlying mechanisms of Ca2+ signaling as well as our appreciation for its ubiquitous role in cellular processes has been rapidly advanced, in large part, due to the development of fluorescent Ca2+ indicators. In this chapter, we
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