A calcium indicator for mitochondria
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Rhod-2 AM

Item No. 19355

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-[4-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]-3-[2-[2-[bis[2-[(acetyloxy)methoxy]-2-oxoethyl]amino]phenoxy]ethoxy]phenyl]-3,6-bis(dimethylamino)-xanthylium, monobromide
CAS Number
145037-81-6
Synonyms
  • Rhod-2 Acetoxymethyl ester
Molecular Formula
C52H59N4O19 • Br
Formula Weight
1124.0
Purity
≥93%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
215, 255, 549 nm
SMILES
O=C(CN(C1=C(OCCOC2=C(N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)C=CC(C)=C2)C=C(C3=C4C=CC(N(C)C)=CC4=[O+]C5=CC(N(C)C)=CC=C35)C=C1)CC(OCOC(C)=O)=O)OCOC(C)=O.[Br-]
InChi Code
InChI=1S/C52H59N4O19.BrH/c1-32-10-16-42(55(24-48(61)71-28-67-33(2)57)25-49(62)72-29-68-34(3)58)46(20-32)65-18-19-66-47-21-37(11-17-43(47)56(26-50(63)73-30-69-35(4)59)27-51(64)74-31-70-36(5)60)52-40-14-12-38(53(6)7)22-44(40)75-45-23-39(54(8)9)13-15-41
InChi Key
RWXWZOWDWYQKBK-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Rhod-2 AM is an acetoxymethyl (AM) ester of the red fluorescent calcium indicator rhod-2. The AM group facilitates cellular uptake and is removed by cytoplasmic esterases, resulting in intracellular accumulation of rhod-2.1,2,3 Rhod-2 AM selectively accumulates within mitochondria and, as a result, is commonly used to monitor calcium changes within this organelle.4,5,6 Excitation and emission maxima are 557 and 581 nm, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Minta, A., Kao, J.P., and Tsien, R.Y. Fluorescent indicators for cytosolic calcium based on rhodamine and fluorescein chromophores. The Journal of Biological Chemisty 264(14), 8171-8178 (1989).

    2. Jean-Quartier, C., Bondarenko, A.I., Alam, M.R., et al. Studying mitochondrial Ca2+ uptake - a revisit. Mol. Cell. Endocrinol. 353(1-2), 114-127 (2012).

    3. Paredes, R.M., Etzler, J.C., Watts, L.T., et al. Chemical calcium indicators. Methods 46(3), 143-151 (2008).

    4. Wang, S., Chen, J., and Valderrábano, M. Nutrient restriction preserves calcium cycling and mitochondrial function in cardiac myocytes during ischemia and reperfusion. Cell Calcium 51(6), 445-451 (2012).

    5. Bodnár, D., Geyer, N., Ruzsnavszky, O., et al. Hypermuscular mice with mutation in the myostatin gene display altered calcium signalling. J. Physiol. 592(6), 1353-1365 (2014).

    6. Elamin, E., Masclee, A., Troost, F., et al. Cytotoxicity and metabolic stress induced by acetaldehyde in human intestinal LS174T goblet-like cells. Am. J. Physiol. Gastrointest. Liver Physiol. 307(3), G286-G294 (2014).