Rhod 2-AM

Chemodex
Product Code: CDX-A0072
Supplier: Chemodex
CodeSizePrice
CDX-A0072-M0011 mg£194.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
Short Term: -20°C . Long Term: -20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
9-[4-[bis[2-[(Acetyloxy)methoxy]-2-oxoet; Rhod-2 AM
Appearance:
Red-purple solid.
CAS:
145037-81-6
EClass:
32160000
Form (Short):
solid
Handling Advice:
Keep cool and dry.Protect from light and moisture.
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
InChiKey:
RWXWZOWDWYQKBK-UHFFFAOYSA-M
Long Description:
Chemical. CAS: 145037-81-6. Formula: C52H59BrN4O19. MW: 1123.96. Synthetic. 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 fluorogenic 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: lambdaex 550nm, lambdaem 578nm in methanol; lambdaex 549nm, lambdaem 578nm in DMSO; lambdaex 550nm, lambdaem 570nm in Chloroform:Methanol (90:10).
MDL:
MFCD00082575
Molecular Formula:
C52H59BrN4O19
Molecular Weight:
1123.96
Package Type:
Vial
Product 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 fluorogenic 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: lambdaex 550nm, lambdaem 578nm in methanol; lambdaex 549nm, lambdaem 578nm in DMSO; lambdaex 550nm, lambdaem 570nm in Chloroform:Methanol (90:10).
Purity:
>80% (HPLC)
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-]
Solubility Chemicals:
Soluble in DMSO, DMF, methanol or chloroform.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Fluorescent Reagents
UNSPSC Number:
41105331
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

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)