Page last updated: 2024-12-06

fura-2

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Description

Fura-2 is a fluorescent calcium indicator dye that is widely used in biological research to measure intracellular calcium concentrations. It was first synthesized in 1980 by Roger Tsien, who later won the Nobel Prize in Chemistry for his work on fluorescent probes. Fura-2 is a derivative of the naturally occurring compound furamycin, which is produced by the bacterium Streptomyces. The molecule consists of a chelating ring that binds calcium ions, and a fluorophore that emits fluorescence upon excitation with ultraviolet light. When calcium binds to fura-2, the fluorescence intensity changes, allowing researchers to measure the concentration of calcium ions in cells. Fura-2 has a high affinity for calcium and a fast response time, making it an ideal tool for studying calcium dynamics in living cells. It is used in a wide range of research applications, including studies of muscle contraction, neuronal signaling, and cell death. Fura-2 has also been used in clinical applications, such as diagnosing calcium disorders and monitoring calcium levels during surgery.'

Fura-2: A fluorescent calcium chelating agent which is used to study intracellular calcium in tissues. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID57054
CHEMBL ID1206621
SCHEMBL ID28430
MeSH IDM0024836

Synonyms (19)

Synonym
fura-2
fura 2
96314-98-6
2-[6-[bis(carboxymethyl)amino]-5-[2-[2-[bis(carboxymethyl)amino]-5-methylphenoxy]ethoxy]-1-benzofuran-2-yl]-1,3-oxazole-5-carboxylic acid
5-oxazolecarboxylic acid, 2-(6-(bis(carboxymethyl)amino)-5-(2-(2-(bis(carboxymethyl)amino)-5-methylphenoxy)ethoxy)-2-benzofuranyl)-
tsn3dl106g ,
unii-tsn3dl106g
CHEMBL1206621
2-(6-(bis(carboxymethyl)amino)-5-(2-(2-(bis(carboxymethyl)amino)-5-methylphenoxy)ethoxy)-2-benzofuranyl)-5-oxazolecarboxylic acid
fura-2 [mi]
SCHEMBL28430
J-100167
DTXSID20242203
YFHXZQPUBCBNIP-UHFFFAOYSA-N
BCP09580
Q908761
fura-2;fura2
fura-2, pentasodium salt
fura-2 (sodium salt)

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The present study has examined the effect of a toxic concentration of acetaminophen on cytosolic free calcium in single mouse hepatocytes, using the dye fura-2 and video imaging fluorescence microscopy."( Level of cytosolic free calcium during acetaminophen toxicity in mouse hepatocytes.
Burcham, PC; Harman, AW; Madsen, BW; Mahar, SO, 1992
)
0.48
"We examined the mechanism by which capsaicin produces its toxic effects on cultures of rat sensory neurons."( Capsaicin-induced neurotoxicity in cultured dorsal root ganglion neurons: involvement of calcium-activated proteases.
Bleakman, D; Chard, PS; Miller, RJ; Savidge, JR, 1995
)
0.29
" We have previously demonstrated that 100 microM testosterone cypionate (TC) inhibits all beating activity of primary neonatal rat myocardial cell cultures within 1 hr of exposure and causes significant LDH release by 4 hr of exposure, indicating a direct toxic effect of TC."( Anabolic-androgenic steroid-induced toxicity in primary neonatal rat myocardial cell cultures.
Fugate, RD; Melchert, RB; Robertson, JW; Welder, AA, 1995
)
0.29
" These toxic effects did not occur in the dark or after preincubation with the antioxidant alpha-tocopherol."( Membrane toxicity of the protein kinase C inhibitor calphostin A by a free-radical mechanism.
Mathes, C; Thompson, SH; Wang, SS, 1993
)
0.29
" These toxic effects did not occur in the dark or after preincubation with the antioxidant alpha-tocopherol."( Membrane toxicity of the protein kinase C inhibitor calphostin A by a free-radical mechanism.
Mathes, C; Thompson, SH; Wang, SS, 1993
)
0.29
"Glutamate (Glu), the major excitatory neurotransmitter in the nervous system, is toxic to neurons when it accumulates at high concentrations in the extracellular space."( Rapid desensitization determines the pharmacology of glutamate neurotoxicity.
Moudy, AM; Rothman, SM; Yamada, KA, 1994
)
0.29
" These results suggest that GSH selectively inhibits mG-specific toxic effects on the guinea pig OHC, possibly by enzymatic detoxification."( Specific glutathione-SH inhibition of toxic effects of metabolized gentamicin on isolated guinea pig hair cells.
Keiner, S; Zenner, HP; Zimmermann, U, 1994
)
0.29
"Membrane-permeating, fluorescent Ca2+ indicators have been used to investigate the role of increased intracellular Ca2+ (Ca2+i) levels in excitotoxic neuronal injury, but their ability to chelate Ca2+i and their own toxic effects in some cells could obscure this relationship."( Calcium indicators and excitotoxicity in cultured cortical neurons.
Ahern, KV; Chan, J; Greenberg, DA; Lustig, HS, 1993
)
0.29
" However, both the method of intracellular loading--which for many fluorophores involves endogenous esterase-mediated removal of hydrophobic groups such as acetoxymethyl esters (AM)--and fluorescence excitation of fluorophores in the cell, can produce toxic metabolites and reactive species."( Fluorophore toxicity in mouse eggs and zygotes.
Baltz, JM; Phillips, KP; Zhou, WL, 1998
)
0.3
" When PTH(1 - 34) at a lower concentration (1 nM) was added to the culture medium and its toxic effects examined using a propidium iodide intercalation method, significant toxicity was seen 3 days after exposure and increased with time."( Adverse effects of an active fragment of parathyroid hormone on rat hippocampal organotypic cultures.
Ezawa, I; Hirasawa, T; Kudo, Y; Miyakawa, H; Mizushima, A; Morita, M; Nakamura, T, 2000
)
0.31
"Increased intracellular free Zn(2+) ([Zn(2+)](i)) is toxic to neurons."( Astrocytes are more resistant than neurons to the cytotoxic effects of increased [Zn(2+)](i).
Dineley, KE; Kress, GJ; Reynolds, IJ; Scanlon, JM; Stout, AK, 2000
)
0.31

Compound-Compound Interactions

ExcerptReferenceRelevance
" Here we used the excised patch configuration, focusing the photomultiplier on the tip of the recording pipette where the fluorescent dye was present (FLEP, fluorescence combined with excised patch)."( Fluorescence combined with excised patch: measuring calcium currents in plant cation channels.
Carpaneto, A; Gradogna, A; Gutla, PV; Scholz-Starke, J, 2009
)
0.35

Bioavailability

ExcerptReferenceRelevance
" The reported findings provide a new basis on which to assess the possibility that CPP enhance calcium absorption and bioavailability in animals."( Casein phosphopeptides influence calcium uptake by cultured human intestinal HT-29 tumor cells.
Ferraretto, A; Fiorilli, A; Gravaghi, C; Signorile, A; Tettamanti, G, 2001
)
0.31

Dosage Studied

ExcerptRelevanceReference
" The results differed as follows from those in earlier studies in which phosphoinositide turnover of the entire population of cerebellar cells was monitored: (1) the mGluR responses were not blocked by pertussis toxin or D,L-2-amino-3-phosphonopropionic acid; (2) glutamate was a potent agonist, whereas L-aspartate was ineffective; and (3) the dose-response relationship showed an all-or-none tendency."( Pharmacological and immunocytochemical characterization of metabotropic glutamate receptors in cultured Purkinje cells.
Mikoshiba, K; Yuzaki, M, 1992
)
0.28
" Comparison of the dose-response curve for oxytocin in Ca(2+)-free solution and that in the medium with 1 microM Ca2+ showed that the inhibition by Ca2+ is non-competitive."( Ca(2+)-dependent inhibition of Ca(2+)-independent contraction in uterine smooth muscle.
Gokita, T; Ishine, T; Matsuo, K; Miyauchi, Y; Uchida, MK, 1992
)
0.28
" These results demonstrate the specificity and dose-response characteristics of PAF antagonists in cultured human endothelial cells and suggest that a PAF antagonist could be a valuable therapeutic agent in certain human diseases where PAF activation of endothelial cells may have a critical role."( Antagonism of platelet-activating factor-induced increase in cytosolic free calcium concentration in human endothelial cells.
Hirafuji, M; Shinoda, H, 1992
)
0.28
" Pretreatment of the cells with an inhibitor of the 5-lipoxygenase pathway, U-70344A, shifted the dose-response curve to the right; pretreatment with indomethacin, an inhibitor of the cyclooxygenase pathway, had no effect."( Arachidonic acid and lipoxygenase metabolites uncouple neonatal rat cardiac myocyte pairs.
Burt, JM; Massey, KD; Minnich, BN, 1992
)
0.28
" Millimolar concentration of ATP, which is present physiologically, will shift the dose-response relation of IP3 toward the higher IP3 concentration and enhance the maximal effect of IP3."( Effects of adenine nucleotides on inositol 1,4,5-trisphosphate-induced calcium release in vascular smooth muscle cells.
Iino, M, 1991
)
0.28
" In the presence of 10 microM KA, the dose-response curve of QU became biphasic, whereas with 50 microM KA, a reduction of the response was seen around 1-100 microM QU."( Interactions of glutamate receptor agonists coupled to changes in intracellular Ca2+ in rat cerebellar granule cells in primary culture.
Akerman, KE; Holopainen, I; Louve, M, 1991
)
0.28
" The dose-response curves of NMDA and, to a lesser extent, of kainate were shifted to the left, and that of quisqualate became biphasic in the Mg-free medium."( Coupling of glutamatergic receptors to changes in intracellular Ca2+ in rat cerebellar granule cells in primary culture.
Akerman, KE; Enkvist, MO; Holopainen, I; Louve, M, 1990
)
0.28
" A dose-response curve to both carbamoylcholine and cholecystokinin is reported, demonstrating the ability of the cells to respond to hormonal stimulation with a transient Ca++ peak."( Fluorimetric study of intracellular Ca++ homeostasis in isolated rat pancreatic acini.
Maggi, V; Morelli, N; Palasciano, G; Palmieri, VO; Tomanelli, M; Velardi, A, 1990
)
0.28
" PGF2 alpha also increased inositol phosphate formation, with a time course and dose-response consistent with its ability to increase [Ca2+]i."( Mobilization of extracellular Ca2+ by prostaglandin F2 alpha can be modulated by fluoride in 3T3-L1 fibroblasts.
Crooke, ST; Nakada, MT; Stadel, JM, 1990
)
0.28
" Dose-response analysis of peak and plateau phases of intracellular Ca2+ shows different agonist potencies for both phases, carbachol being more potent for the plateau phase."( Muscarinic-receptor-mediated changes in intracellular Ca2+ and inositol 1,4,5-trisphosphate mass in a human neuroblastoma cell line, SH-SY5Y.
Lambert, DG; Nahorski, SR, 1990
)
0.28
" The response delay for Ang II was consistently briefer than that for the same concentration of AVP, showing a 2-3 log unit separation in the dose-response relations."( Cytosolic calcium and aldosterone response patterns of rat adrenal glomerulosa cells stimulated by vasopressin: comparison with angiotensin II.
Enyedi, P; Quinn, SJ; Tillotson, DL; Williams, GH, 1990
)
0.28
" Comparison of the dose-response curve for calcium mobilization and amylase release stimulated by CCK-8 or CCK-JMV-180 indicates that very low concentrations of each peptide stimulate amylase release without causing detectable calcium mobilization."( Receptor occupation, calcium mobilization, and amylase release in pancreatic acini: effect of CCK-JMV-180.
Beaven, MA; Gardner, JD; Jensen, RT; Martinez, J; Sato, S; Stark, HA, 1989
)
0.28
" Consistent with this hypothesis were (i) a 60-70% decrease in SQ 26,655-stimulated platelet GTPase activity, (ii) a shift to the right of the dose-response curve for U46619-stimulated release of calcium [EC50, 275 +/- 51 nM (control)] vs."( Regulation of thromboxane receptor activation in human platelets.
FitzGerald, GA; Murray, R, 1989
)
0.28
" At the higher dosage used bovine GH appeared to stimulate the accumulation of creatine kinase."( The postnatal development of sarcoplasmic reticulum Ca2+ transport activity in skeletal muscle of the rat is critically dependent on thyroid hormone.
Simonides, WS; van Hardeveld, C, 1989
)
0.28
" The dose-response curves for 45Ca uptake and release were identical to those of the hormonally evoked [Ca2+]i increase."( Agonist-sensitive calcium pool in the pancreatic acinar cell. I. Permeability properties.
Fimmel, CJ; Muallem, S; Pandol, SJ; Schoeffield, MS, 1988
)
0.27
" Agonist dose-response studies revealed an increased maximal response, but the dose that gave half maximal response was unchanged."( Increased calcium response to ADP in blood platelets from women during ovulation compared with menstruation: cytoplasmic calcium measured with the fura-2 technique.
Pedersen, OS; Reichelt, KL, 1988
)
0.47
" Peak Ins(1,4,5)P3 elevation in response to carbachol and bradykinin were lowered by an amount approximating this reduction over the entire dose-response curves."( Quantitative comparisons of muscarinic and bradykinin receptor-mediated Ins (1,4,5)P3 accumulation and Ca2+ signalling in human neuroblastoma cells.
Nahorski, SR; Willars, GB, 1995
)
0.29
" The dose-response curve for cell-recruitment coincides with that of the apparent [Ca2+]i increase in a suspension of acinar cells."( Dose-dependent recruitment of pancreatic acinar cells during receptor-mediated calcium mobilization.
De Pont, JJ; Van Emst-De Vries, SE; Van Os, CH; Willems, PH, 1993
)
0.29
" Interpolating from the dose-response curve taken before desensitization, this is equivalent to an average 23% reduction in the number of muscarinic receptors."( Measurement of changes in functional muscarinic acetylcholine receptor density in single neuroblastoma cells using calcium release kinetics.
Thompson, SH; Wang, SS, 1994
)
0.29
" Dose-response curves of the calcium response were determined by measuring the fluorescence of neutrophils loaded with fura-2 and stimulated with various concentrations of the chemotactic tripeptide formylmethionylleucylphenylalanine."( Increased sensitivity to agonist stimulation of the Ca2+ response in neutrophils of manic-depressive patients: effect of lithium therapy.
Berger, M; Bohus, M; Förstner, U; Gebicke-Härter, P; Hecht, H; van Calker, D; Wark, HJ, 1993
)
0.49
" CCK-8 caused a half-maximal increase in [3H]IP3 at 2 nM, and the dose-response curve was monophasic, whereas with gastrin the curve was biphasic, with an EC50 of the initial component (20% maximal) at 38 nM and the second component at 10 microM."( Gastrin and CCK activate phospholipase C and stimulate pepsinogen release by interacting with two distinct receptors.
Jensen, RT; Qian, JM; Rowley, WH, 1993
)
0.29
" The mathematical description of the microperfusion of Ins(1,4,5)P3 and the subsequent Ca2+ release consists of a monoexponential decay (cytosolic Ins(1,4,5)P3 concentration) and a Hill equation (Ins(1,4,5)P3 dose-response curve)."( Highly cooperative Ca2+ elevations in response to Ins(1,4,5)P3 microperfusion through a patch-clamp pipette.
Demaurex, N; Foti, M; Jacquet, J; Krause, KH; Lew, DP; Mayr, G; Schrenzel, J; Van Delden, C, 1995
)
0.29
" The dose-response curve for ATP was biphasic with a first increase in the 1-30 microM concentration range and a further increase at concentrations higher than 100 microM."( Low affinity purinergic receptor modulates the response of rat submandibular glands to carbachol and substance P.
Alzola, E; Amsallem, H; Chaib, N; Dehaye, JP; Elyamani, A; Marino, A; Métioui, M; Moran, A, 1996
)
0.29
" Dose-response curves on the production of inositol-1,4,5-trisphosphate and Ca2+ by ATP and UTP were consistently similar."( Expression cloning and signal transduction pathway of P2U receptor in mammary tumor cells.
Enomoto, K; Furuya, K; Maeno, T; Moore, RC; Oka, T; Yamagishi, S,
)
0.13
" A dose-response curve for 1,9-dideoxyforskolin gave an estimated IC50 of 54 microM."( Forskolin's structural analogue 1,9-dideoxyforskolin has Ca2+ channel blocker-like action in rat cerebellar granule cells.
Becherer, U; Feltz, A; Rodeau, JL; Zerr, P, 1996
)
0.29
" In addition, the slope factor (steepness) of the dose-response relation was lowered 4-fold."( Norepinephrine-mediated calcium signaling is altered in vascular smooth muscle of diabetic rat.
Bielefeld, DR; Cohen, RM; Ferguson, DG; Lorenz, JN; Pun, RY; Tam, ES, 1997
)
0.3
" The process of determining dose-response relationships is simplified since an entire dose-response curve can be constructed from a distinct set of cells."( Flow injection microscopy for the study of intracellular calcium mobilization by muscarinic agonists.
Connors, WL; Ruzicka, J, 1999
)
0.3
" We conclude that direct effects of propofol on the heart are unlikely to be of significance at the clinical dosage usually given."( The concentration-dependent effects of propofol on rat ventricular myocytes.
Boyett, MR; Davies, LA; Hamilton, DL; Harrison, SM; Hopkins, PM, 2000
)
0.31
" MT, like PMA, evoked a leftward shift of the dose-response curve for the STZ-induced [Ca(2)+](i) rise, indicating PKC-dependent sensitization of neutrophils for stimulation by STZ."( Nutritional lipid emulsions modulate cellular signaling and activation of human neutrophils.
Naber, T; van Emst-De Vries, S; Wanten, G; Willems, P, 2001
)
0.31
" The primary result of this study was a statistically significantly blunted second messenger response to agonist stimulation in the depressed group compared to the control group at the 50 and 100 nM and 1 microM dosage levels."( Blunted adenosine A2a receptor function in platelets in patients with major depression.
Berk, M; Ferreira, D; Jersky, B; Plein, H, 2001
)
0.31
" The release of proMMP-3 into the medium exhibited a dose-response with the level of fluid shear stress."( Rabbit tendon cells produce MMP-3 in response to fluid flow without significant calcium transients.
Archambault, JM; Banes, AJ; Elfervig-Wall, MK; Herzog, W; Tsuzaki, M, 2002
)
0.31
" Oxytocin binding was suppressed by progesterone at every dosage tested."( Direct inhibitory effect of progesterone on oxytocin-induced secretion of prostaglandin F(2alpha) from bovine endometrial tissue.
Bogacki, M; Kotwica, J; Rekawiecki, R; Silvia, WJ, 2002
)
0.31
" In this report, we show that ATP elicits Ca(2+) responses producing a monophasic dose-response curve with an EC(50) value of 24."( GABAB receptor-mediated presynaptic potentiation of ATP ionotropic receptors in rat midbrain synaptosomes.
Gómez-Villafuertes, R; Gualix, J; Miras-Portugal, MT; Pintor, J, 2003
)
0.32
" The Ins(1,4,5)P3 analogues were microinjected into single cells together with fura 2, and dose-response curves for the activation of Ca2+ inflow and Ca2+ release from intracellular stores obtained for each analogue."( Inositol trisphosphate analogues selective for types I and II inositol trisphosphate receptors exert differential effects on vasopressin-stimulated Ca2+ inflow and Ca2+ release from intracellular stores in rat hepatocytes.
Barritt, GJ; Gregory, RB; Hughes, R; Potter, BV; Riley, AM; Wilcox, RA, 2004
)
0.32
" It has advantages to cuvette techniques because cells have intact dendritic tree and synaptic function and it is a convenient method to obtain reliable dose-response curves for NMDA channel modulators on differentiated neural cells."( Measurements with fluorescent probes in primary neural cultures; improved multiwell techniques.
Ring, A; Tanso, R,
)
0.13
" After AMPA stimulation, dose-response inhibition curves showed an IC(50) of 3 microM for CNQX and 25 microM for trimetazidine."( Trimetazidine modulates AMPA/kainate receptors in rat vestibular ganglion neurons.
Chabbert, C; Dayanithi, G; Desmadryl, G; Sans, A; Travo, C, 2007
)
0.34
"To assess how magnetic fields (MFs), with or without concurrent radio frequency (RF), influence chondrocytes and knee joint repair, we applied an MF strength via magnetic resonance imaging (MRI) slightly greater than the frequently used dosage in the clinics and examined the effects of these treatments in vitro on human chondrocytes and in vivo in pigs."( Deleterious effects of MRI on chondrocytes.
Chen, MH; Chiang, H; Herbert Wu, CH; Hsieh, CH; Jiang, CC; Lee, HS; Lee, MC; Tsai-Wu, JJ, 2008
)
0.35
" Steep dose-response curves of the percentage of responding cells and cell viability show that NAHis04 inhibits in the micromolar range in an apparently cooperative manner."( Polyhistidine peptide inhibitor of the Abeta calcium channel potently blocks the Abeta-induced calcium response in cells. Theoretical modeling suggests a cooperative binding process.
Arispe, N; Diaz, J; Durell, SR; Guy, HR; Shafrir, Y, 2010
)
0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (4,240)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990408 (9.62)18.7374
1990's2389 (56.34)18.2507
2000's1101 (25.97)29.6817
2010's322 (7.59)24.3611
2020's20 (0.47)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.58

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index45.58 (24.57)
Research Supply Index8.38 (2.92)
Research Growth Index5.00 (4.65)
Search Engine Demand Index76.07 (26.88)
Search Engine Supply Index1.99 (0.95)

This Compound (45.58)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials12 (0.28%)5.53%
Reviews34 (0.78%)6.00%
Case Studies1 (0.02%)4.05%
Observational0 (0.00%)0.25%
Other4,315 (98.92%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]