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Merck
CN

344905

FURA 2/AM

Cell-permeable ester form of FURA 2.

Synonym(s):

FURA 2/AM, 1-[2-(5-Carboxyoxazol-2-yl)-6-aminobenzofuran-5-oxy]-2-(2ʹ-amino-5ʹ-methylphenoxy)-ethane-N,N,NʹNʹ-tetraacetic Acid Pentaacetoxymethyl Ester

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About This Item

Empirical Formula (Hill Notation):
C44H47N3O24
CAS Number:
Molecular Weight:
1001.85
UNSPSC Code:
12171500
NACRES:
NA.47
MDL number:
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Quality Level

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

yellow

fluorescence

λex 335 nm (high), λex 362 nm (low), λem 505 nm (high), λem 512 nm (low)

shipped in

ambient

storage temp.

−20°C

SMILES string

N(CC(=O)OCOC(=O)C)(CC(=O)OCOC(=O)C)c1c(cc(cc1)C)OCCOc2c3c([o]c(c3)c4ncc([o]4)C(=O)OCOC(=O)C)ccc2N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C

InChI

1S/C44H47N3O24/c1-25-7-8-32(46(16-38(53)65-20-60-26(2)48)17-39(54)66-21-61-27(3)49)35(13-25)58-11-12-59-42-31-14-36(43-45-15-37(71-43)44(57)69-24-64-30(6)52)70-34(31)10-9-33(42)47(18-40(55)67-22-62-28(4)50)19-41(56)68-23-63-29(5)51/h7-10,13-15H,11-12,16-24H2,1-6H3

InChI key

UTBYGIDPBQOHNT-UHFFFAOYSA-N

General description

Cell permeant ester form of FURA 2 (Cat. No. 344900). The active dye is rapidly released in the cell by cytoplasmic esterases. Fluorescent calcium chelator (Kd = 224 nM) that offers 30 times greater fluorescence intensity than QUIN 2 (Cat. No. 551826). Can be used as a probe in many cellular systems, including cardiac myocytes, vascular smooth muscle cells, and medullary collecting tubules. Spectral properties in the presence of low calcium concentrations (excitation max.: 362 nm, emission max.: 512 nm) differ from those during high calcium conditions (excitation max.: 335 nm, emission max.: 505 nm). Note: 1 set = 10 x 100 µg.
Cell-permeable ester form of FURA 2. Note: 1 set = 10 x 100 µg.
PLURONIC® F-127, PROTEIN GRADE Detergent (Cat. No. 540025, available separately) is a mild, low-toxicity detergent that can aid in the solubilization of FURA 2/AM.

Biochem/physiol Actions

Primary Target
Ratiometric calcium indicator
Product does not compete with ATP.
Reversible: no
Cell permeable: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C) under an inert gas. Stock solutions are stable for up to 1 month at -20°C.
Further dilute with aqueous buffers just prior to use.

Other Notes

Davis, M.J., et al. 1992. Am. J. Physiol. 263, H1292.
Rao, G.H., et al. 1992. Biochem. Med. Metab. Biol.47, 226.
Schwartz, Y., et al. 1992. Endocrinology131, 772.
Ward, C.A., and Moffat, M.P. 1992. J. Mol. Cell. Cardiol.24, 937.
Janconi, M.E., et al. 1990. J. Cell Biol.110, 1555.
Tsien, R.Y. 1980. Biochemistry19, 2396.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Pluronic is a registered trademark of BASF

Disclaimer

Toxicity: Standard Handling (A)


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
344905-1MG04055977214895
344905-1SET04055977214901