Rhod-2 AM

Specifications

Purity

≥80% (HPLC)

Appearance

Red-purple solid

Properties

Solvents

DMSO, DMF, methanol, chloroform

Long Term Storage

-20°C

Use / Stability

Stable for at least 2 years after receipt when stored at -20°C.

Handling Advice

Protect from light and moisture.

Short Term Storage

-20°C

Shipping

AMBIENT

Transportation

Not dangerous goods

Description

Long-wavelength cell-permeant Ca2+ indicator. Rhod-2/AM is an acetoxymethyl ester derivative of Rhod 2 that can be easily loaded into cells via incubation and used for quantifying intracellular Ca2+ concentration allowing non-invasive measurement of calcium ions in live cells. This fluoregenic probe for intracellular Ca2+ operates in the visible spectrum. Rhod-2/AM itself does not bind Ca2+, but it is readily hydrolyzed to Rhod-2 by endogenous esterases once the dye enters cells. Rhod-2 is a valuable alternative to Fluo-3 to investigate changes in intracellular free Ca2+ concentrations, especially in cells and tissues that have high levels of autofluorescence. Rhod-2 has the longest fluorescent emission signal of the commonly used calcium indicators. It contains a rhodamine-like fluorophore, whose excitation and emission maxima make it suitable for use with argon and krypton laser. Its signal intensity is the strongest of all the calcium probes. Spectral Data: ?ex 550nm, ?em 578nm in methanol, λex 549nm, λem 578nm in DMSO, λex 550nm, λem 570nm in Chloroform, Methanol (90:10)

InChi

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(45)52,/h10-17,20-23H,18-19,24-31H2,1-9H3,1H/q+1,/p-1

References

(1) A. Minta, et al., J. Biol. Chem. 264, 8171 (1989) , (2) T.M. Quinton, et al., BBRC 184, 893 (1992) , (3) M. Okada, et al., Brain Res. 583, 227 (1992) , (4) Y. Tamura, et al., Brain Res. 592, 317 (1992) , (5) N. Melamed, et al., J. Neurosci. 13, 632 (1993) , (6) C. Du, et al., Biophys. J. 80, 549 (2001) , (7) Y.N. Tallini, et al., PNAS 103, 4753 (2006) , (8) P.R. Territo, et al., Appl. Spectrosc. 61, 138 (2007) , (9) B.R. Choi, Methods Mol. Biol. 937, 217 (2013)

InChi Key

RWXWZOWDWYQKBK-UHFFFAOYSA-M

Smiles

O=C(OCOC(C)=O)CN(CC(OCOC(C)=O)=O)C1=C(C=C(C=C1)C2=C3C=C/C(C=C3OC4=CC(N(C)C)=CC=C24)=[N+](C)/C)OCCOC5=C(C=CC(C)=C5)N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O.[Br-]