1305:
420:
293:
1127:
606:
43:
52:
910:
1271:
34:
898:
1416:, making it particularly useful in tracking water movement through the xylem. Fluorescein can be introduced to a plant's veins through the roots or a cut stem. The dye is able to be taken up into the plant the same way as water and moves from the roots to the top of the plant due to a transpirational pull. The fluorescein that has been taken up into the plant can be visualized under a
674:
1003:
885:) following topical use in an eye drop. Reported rates of adverse reactions vary from 1% to 6%. The higher rates may reflect study populations that include a higher percentage of persons with prior adverse reactions. The risk of an adverse reaction is 25 times higher if the person has had a prior adverse reaction. The risk can be reduced with prior (
880:
Intravenous use has the most reported adverse reactions, including sudden death, but this may reflect greater use rather than greater risk. Both oral and topical uses have been reported to cause anaphylaxis, including one case of anaphylaxis with cardiac arrest
942:
over the range of 5 to 9. Also, the fluorescence lifetimes of the protonated and deprotonated forms of fluorescein are approximately 3 and 4 ns, which allows for pH determination from nonintensity based measurements. The lifetimes can be recovered using
1719:"The diagnosis and management of anaphylaxis. Joint Task Force on Practice Parameters, American Academy of Allergy, Asthma and Immunology, American College of Allergy, Asthma and Immunology, and the Joint Council of Allergy, Asthma and Immunology"
751:
filling the tube in order to increase the visibility of the air bubble contained within. More concentrated solutions of fluorescein can even appear red (because under these conditions nearly all incident emission is re-absorbed by the solution).
614:
1400:
that is created by the dye makes problem areas more visible and easily identified. A similar concept can be applied to plants because the dye can make problems in plant vasculature more visible. In
586:
1788:
El Harrar, N; Idali, B; Moutaouakkil, S; El
Belhadji, M; Zaghloul, K; Amraoui, A; Benaguida, M (1996). "Anaphylactic shock caused by application of fluorescein on the ocular conjunctiva".
797:
contact lens fitting to evaluate the tear layer under the lens. It is available as sterile single-use sachets containing lint-free paper applicators soaked in fluorescein sodium solution.
1381:
1850:
Hitosugi M, Omura K, Yokoyama T, Kawato H, Motozawa Y, Nagai T, Tokudome S (2004). "An autopsy case of fatal anaphylactic shock following fluorescein angiography: a case report".
889:) use of antihistamines and prompt emergency management of any ensuing anaphylaxis. A simple prick test may help to identify persons at greatest risk of adverse reaction.
1301:
Diluted fluorescein dye has been used to localise multiple muscular ventricular septal defects during open heart surgery and confirm the presence of any residual defects.
2419:
Cardali, Salvatore
Massimiliano; Ricciardo, Giuseppe; Garufi, Giada; Raffa, Giovanni; Messineo, Francesco; Scalia, Gianluca; Conti, Alfredo; Germanò, Antonino (2022).
1220:) may also be attached to fluorescein, allowing biologists to target the fluorophore to specific proteins or structures within cells. This application is common in
1768:
561:
1035:
2189:
Martínek, Marek; Ludvíková, Lucie; Šranková, Mária; Navrátil, Rafael; Muchová, Lucie; Huzlík, Jiří; Vítek, Libor; Klán, Petr; Šebej, Peter (2022-11-03).
687:
1565:
1039:
2405:
190:
1963:
Kwan AS, Barry C, McAllister IL, Constable I (2006). "Fluorescein angiography and adverse drug reactions revisited: the Lions Eye experience".
469:
2262:
1749:
2662:
2342:
1352:
As fluorescein solution changes its color depending on concentration, it has been used as a tracer in evaporation experiments.
944:
735:
The color of its aqueous solutions is green by reflection and orange by transmission (its spectral properties are dependent on
2657:
1345:
in environmental testing simulations to aid in locating and analyzing any water leaks, and in
Australia and New Zealand as a
1050:
1042:, is another common amine-reactive derivative, yielding amide adducts that are more stable than the aforementioned thioureas.
756:
1412:, which is the main water transportation pathway in plants. This is because fluorescein is xylem-mobile and unable to cross
820:
812:
2540:"Phloem as Capacitor: Radial Transfer of Water into Xylem of Tree Stems Occurs via Symplastic Transport in Ray Parenchyma"
964:
1582:
725:
dyes family. It is available as a dark orange/red powder slightly soluble in water and alcohol. It is widely used as a
682:
2525:
1815:
Fineschi V, Monasterolo G, Rosi R, Turillazzi E (1999). "Fatal anaphylactic shock during a fluorescein angiography".
1252:
434:
1765:
1476:
144:
Resorcinolphthalein, C.I. 45350, solvent yellow 94, D&C yellow no. 7, angiofluor, Japan yellow 201, soap yellow
694:
1313:
443:
InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H
1928:
Gómez-Ulla F, Gutiérrez C, Seoane I (1991). "Severe anaphylactic reaction to orally administered fluorescein".
453:
InChI=1/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H
1251:
makes use of synthetic fluorescein-labeled oligonucleotides. Fluorescein-labelled probes can be imaged using
882:
773:
Fluorescein sodium, the sodium salt of fluorescein, is used extensively as a diagnostic tool in the field of
2597:"Fluorescein Transport Assay to Assess Bulk Flow of Molecules Through the Hypocotyl in Arabidopsis thaliana"
1304:
2716:
2701:
1032:
groups of many biologically relevant compounds including intracellular proteins to form a thiourea linkage.
642:
377:
288:
2287:
Sun, W. C.; Gee, K. R.; Klaubert, D. H.; Haugland, R. P. (1997). "Synthesis of
Fluorinated Fluoresceins".
344:
398:
230:
2671:
2653:
1363:
in 1962. In 1966, environmentalists forced a change to a vegetable-based dye to protect local wildlife.
2649:
2314:
Burgess, Kevin; Ueno, Yuichiro; Jiao, Guan-Sheng (2004). "Preparation of 5- and 6-Carboxyfluorescein".
2038:"Frequency of adverse systemic reactions after fluorescein angiography. Results of a prospective study"
1175:
1014:
925:
790:
605:
1366:
Fluorescein dye solutions, typically 15% active, are commonly used as an aid to leak detection during
19:
This article is about the dye and fluorescent tracer. For the use of fluorescein as a medication, see
2696:
2150:"Management of anaphylactic shock during intravenous fluorescein angiography at an outpatient clinic"
1648:
1240:
1179:
1066:
839:
768:
300:
20:
2190:
1058:
1054:
415:
338:
2420:
1417:
1279:
1228:
1209:
1120:
652:
2711:
2691:
2686:
2259:
2036:
Kwiterovich KA, Maguire MG, Murphy RP, Schachat AP, Bressler NM, Bressler SB, Fine SL (1991).
1718:
2399:
1236:
628:
598:
132:
2006:
Jennings BJ, Mathews DE (1994). "Adverse reactions during retinal fluorescein angiography".
1396:
to study water flow and observe areas of contamination or obstruction in these systems. The
1099:
Approximately 250 tons/y were produced in the year 2000. The method involves the fusion of
1614:
1360:
1287:
1283:
1260:
1116:
386:
250:
166:
8:
2343:"Fluorescein: A Rapid, Sensitive, Nonlethal Method for Detecting Skin Ulceration in Fish"
1444:
1371:
1282:
in research and to diagnose and categorize vascular disorders including retinal disease,
1232:
1183:
1167:
1070:
935:
794:
748:
156:
1618:
419:
292:
210:
2721:
2623:
2596:
2572:
2445:
2381:
2373:
2226:
2191:"Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules"
2125:
2108:
1988:
1875:
1695:
1676:
1377:
1100:
1046:
874:
722:
2166:
2149:
2054:
2037:
1941:
1828:
1737:
1602:
921:
and peak emission at 520 nm. Values for the deprotonated form in basic solution.
917:
The fluorescence of this molecule is very intense; peak excitation occurs at 495
2628:
2577:
2559:
2493:
2485:
2481:
2450:
2421:"Fluorescein-guided surgery for intradural spinal tumors: A single-center experience"
2365:
2230:
2218:
2210:
2171:
2130:
2089:
2059:
2015:
1980:
1976:
1945:
1910:
1906:
1893:
Kinsella FP, Mooney DJ (1988). "Anaphylaxis following oral fluorescein angiography".
1867:
1832:
1797:
1741:
1700:
1630:
1626:
1578:
1346:
1195:
2377:
1992:
1879:
1488:, family of derivatives of xanthene used as dyes, indicators and fluorescent tracers
2706:
2618:
2608:
2567:
2551:
2538:
Salih, Anya; Tjoelker, Mark G.; Renard, Justine; Pfautsch, Sebastian (2015-03-01).
2477:
2440:
2432:
2357:
2323:
2296:
2202:
2161:
2120:
2049:
1972:
1937:
1902:
1859:
1824:
1733:
1690:
1656:
1622:
1570:
1367:
1248:
1108:
987:
951:. Upon exhaustive irradiation with visible light fluorescein decomposes to release
855:
782:
710:
572:
544:
492:
69:
366:
2266:
2109:"Antihistamines as prophylaxis against side reactions to intravenous fluorescein"
1772:
1681:
1405:
1244:
1077:
960:
2539:
1491:
1404:, fluorescein, and other fluorescent dyes, have been used to monitor and study
1213:
1205:
1201:
1021:
972:
870:
665:
2468:
Mathew, Thomas (2014). "Use of
Fluorescein Dye to Identify Residual Defects".
2436:
2245:
656:
2680:
2563:
2489:
2214:
1634:
1574:
1563:
Gessner, Thomas; Mayer, Udo (2000). "Triarylmethane and
Diarylmethane Dyes".
1517:
1468:
1447:(FAM), synthetic equivalents of fluorescein used in oligonucleotide synthesis
1413:
1356:
1334:
1221:
1126:
1112:
952:
786:
774:
533:
281:
2613:
1863:
2632:
2581:
2497:
2454:
2369:
2222:
2175:
2080:
Matsuura M, Ando F, Fukumoto K, Kyogane I, Torii Y, Matsuura M (1996). "".
1984:
1871:
1836:
1766:
The diagnosis and management of anaphylaxis: an updated practice parameter.
1704:
1653:
World Health
Organization model list of essential medicines: 21st list 2019
1497:
1397:
1359:, where fluorescein was the first substance used to dye the river green on
1171:
980:
939:
740:
567:
2555:
2327:
2134:
2093:
2063:
2019:
1949:
1914:
1801:
1745:
1069:, several phosphoramidite reagents containing protected fluorescein, e.g.
1511:
1462:
1456:
1393:
1338:
1330:
1326:
1295:
1264:
1163:
1151:
1139:
1084:
956:
948:
902:
886:
866:
862:
858:
729:
726:
2361:
1661:
1270:
270:
2666:
2206:
1534:
1267:, and the two are used together for labelling two genes in one sample.
1256:
1143:
1104:
968:
909:
520:
301:
241:
42:
2300:
1787:
1503:
1485:
1450:
1374:
1155:
1147:
918:
851:
801:
778:
51:
1380:
and other subsea infrastructure. Leaks can be detected by divers or
664:
Except where otherwise noted, data are given for materials in their
1607:
Spectrochimica Acta Part A: Molecular and
Biomolecular Spectroscopy
1529:
1523:
1309:
1239:. The use of fluorescein amidite, shown below right, allows one to
1217:
1159:
1088:
847:
744:
718:
327:
261:
108:
78:
1083:
The extent to which fluorescein dilaurate is broken down to yield
189:
2188:
1814:
1438:
827:
815:
Yellow no. 7). The disodium salt form of fluorescein is known as
353:
2035:
33:
1401:
843:
221:
1465:, tetrachloro-tetraiodo-fluorescein used as stain in histology
1312:
spacecraft releases dye into the water, to aid location after
117:
1500:, natural stain derived from hearthwood and used in histology
1435:, group of dibromo, or tetrabromo, derivatives of fluorescein
1432:
1409:
1291:
1174:
maximum of 512 nm (in water). The major derivatives are
1029:
934:
of 6.4, and its ionization equilibrium leads to pH-dependent
897:
805:
201:
179:
16:
Synthetic organic compound used as dye and fluorescent tracer
2340:
1962:
1601:
Sjöback, Robert; Nygren, Jan; Kubista, Mikael (1995-06-01).
403:
2537:
2418:
2079:
1849:
1392:
Fluorescein has often been used to track water movement in
1342:
1204:
derivative of fluorescein is often used to label and track
1002:
913:
Fluorescence excitation and emission spectra of fluorescein
800:
The thyroxine ester of fluorescein is used to quantify the
634:
538:
314 to 316 °C (597 to 601 °F; 587 to 589 K)
318:
111:
87:
81:
2650:
Absorption and
Emission Spectra of Fluorescein in Ethanol
1927:
1647:
1010:
Many derivatives of fluorescein are known. Examples are:
714:
93:
2271:
Berichte der
Deutschen chemischen Gesellschaft zu Berlin
1665:. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
1526:, aromatic heterocyclic structure present in fluorescein
1294:. It is also being used increasingly during surgery for
1274:
Fluorescein drops being instilled for an eye examination
781:, where topical fluorescein is used in the diagnosis of
1603:"Absorption and fluorescence properties of fluorescein"
1290:, inflammatory intraocular conditions, and intraocular
991:
757:
World Health Organization's List of Essential Medicines
736:
2286:
2243:
Brush, C. K. "Fluorescein Labelled Phosphoramidites".
2106:
1216:). Additional biologically active molecules (such as
1076:, are used for the preparation of fluorescein-labeled
120:
114:
102:
96:
84:
72:
2672:
Absorption spectra and fluorescence emission spectra
1600:
1006:
Fluorescein isothiocyanate and 6-FAM phosphoramidite
105:
75:
2594:
1247:for the same purpose. Yet another technique termed
838:Oral and intravenous use of fluorescein can cause
743:, for example, in which fluorescein is added as a
721:tricyclic structural motif, formally belonging to
2528:. Greenchicagoriver.com. Retrieved on 2014-08-28.
2678:
365:
2313:
2005:
1333:to help in understanding of water flow of both
811:Fluorescein is also known as a color additive (
165:
2147:
2075:
2073:
2031:
2029:
1892:
1726:The Journal of Allergy and Clinical Immunology
1566:Ullmann's Encyclopedia of Industrial Chemistry
1441:, fluorescent dye and complexometric indicator
1783:
1781:
1520:, the chromophore structure in methylene blue
1494:, blue thiazine dye also used as a medication
1453:, or mercurochrome, organomercuric antiseptic
1355:One of its more recognizable uses was in the
1325:Fluorescein is used as a rather conservative
2461:
2404:: CS1 maint: multiple names: authors list (
2141:
1956:
1596:
1594:
1562:
477:c1ccc2c(c1)C(=O)OC23c4ccc(cc4Oc5c3ccc(c5)O)O
2107:Ellis PP, Schoenberger M, Rendi MA (1980).
2100:
2070:
2026:
1999:
1921:
1886:
1843:
1808:
1278:Intravenous or oral fluorescein is used in
1087:can be detected as a measure of pancreatic
90:
1778:
826:Fluorescein is a precursor to the red dye
418:
291:
249:
2622:
2612:
2571:
2444:
2165:
2148:Yang CS, Sung CS, Lee FL, Hsu WM (2007).
2124:
2053:
1694:
1660:
1591:
1263:. The latter is a common alternative to
1020:, often abbreviated as FITC, features an
648:
385:
1303:
1269:
1001:
908:
896:
2595:Duran-Nebreda S, Bassel G (July 2017).
2526:The Story Behind Dyeing the River Green
739:of the solution), as can be noticed in
414:
343:
269:
2679:
2467:
2260:"Uber ein neue Klasse von Farbstoffen"
1641:
1227:Fluorescein can also be conjugated to
1162:to detect latent blood stains, and in
1111:in 1871. In some cases, acids such as
945:time-correlated single photon counting
282:
2658:OGI School of Science and Engineering
2341:Noga E. J., Udomkusonsri, P. (2002).
1655:. Geneva: World Health Organization.
1558:
1556:
1554:
1552:
1429:Chemical derivatives of fluorescein:
1051:carboxyfluorescein succinimidyl ester
446:Key: GNBHRKFJIUUOQI-UHFFFAOYSA-N
229:
209:
2195:Organic & Biomolecular Chemistry
1471:, a product line of fluorescent dyes
1107:, similar to the route described by
1028:) substituent. FITC reacts with the
571:
456:Key: GNBHRKFJIUUOQI-UHFFFAOYAZ
356:
326:
13:
1549:
1125:
136:3′,6′-dihydroxyspiroxanthen]-3-one
14:
2733:
2663:Fluorescein Ionization Equilibria
2643:
2513:Tracing Technique in Geohydrology
1775:National Guideline Clearinghouse.
1320:
2510:
2482:10.1016/j.athoracsur.2013.10.059
2289:The Journal of Organic Chemistry
1977:10.1111/j.1442-9071.2006.01136.x
1755:from the original on 2015-07-24.
1510:Precursor aromatic heterocyclic
1479:, a biochemistry laboratory test
1477:Fluorescein diacetate hydrolysis
1387:
1061:(TFP) are other useful reagents.
672:
604:
504:
68:
50:
41:
32:
2588:
2531:
2519:
2504:
2412:
2334:
2307:
2280:
2252:
2237:
2182:
1384:carrying an ultraviolet light.
1341:. The dye can also be added to
1119:are employed to accelerate the
963:, effectively acting as a photo
668:(at 25 °C , 100 kPa).
2249:. Priority date July 19, 1991.
1759:
1711:
1669:
1200:In cellular biology, the
1189:
997:
510:
498:
1:
2167:10.1016/S1726-4901(08)70017-0
2055:10.1016/s0161-6420(91)32165-1
1942:10.1016/s0002-9394(14)76222-1
1829:10.1016/S0379-0738(98)00205-9
1738:10.1016/S0091-6749(18)30566-9
1542:
2277: : 555-558; see p. 558.
1965:Clin. Experiment. Ophthalmol
1907:10.1016/0002-9394(88)90716-7
1627:10.1016/0584-8539(95)01421-P
1094:
892:
7:
1423:
1212:applications (for example,
1170:maximum at 494 nm and
1133:
1038:modified fluorescein, i.e.
791:herpetic corneal infections
10:
2738:
2269:(On a new class of dyes),
2082:Nippon Ganka Gakkai Zasshi
1732:(6 Pt 2): S465–528. 1998.
1193:
1176:fluorescein isothiocyanate
1015:fluorescein isothiocyanate
990:(equal absorption for all
766:
18:
2437:10.1016/j.bas.2022.100908
1649:World Health Organization
1180:oligonucleotide synthesis
1067:oligonucleotide synthesis
833:
769:Fluorescein (medical use)
662:
585:
580:
554:
485:
465:
430:
149:
141:
131:
58:
49:
40:
31:
21:Fluorescein (medical use)
1575:10.1002/14356007.a27_179
1231:and incorporated into a
1229:nucleoside triphosphates
1059:tetrafluorophenyl esters
1055:Pentafluorophenyl esters
873:and sudden death due to
643:Precautionary statements
2614:10.21769/bioprotoc.2791
2113:Trans Am Ophthalmol Soc
1864:10.1258/rsmmsl.44.3.264
1569:. Weinheim: Wiley-VCH.
1280:fluorescein angiography
1210:fluorescence microscopy
1121:Friedel-Crafts reaction
762:
732:for many applications.
2258:Baeyer, Adolf (1871)
1459:, tetraiodofluorescein
1418:fluorescent microscope
1317:
1275:
1130:
1007:
914:
906:
867:anaphylactoid reaction
793:. It is also used in
2556:10.1104/pp.114.254581
2515:. Rotterdam: Balkema.
2328:10.1055/s-2004-829194
2246:U.S. patent 5,583,236
1689:(12): 997–998. 1959.
1307:
1273:
1237:in situ hybridisation
1184:6-FAM phosphoramidite
1166:. Fluorescein has an
1129:
1071:6-FAM phosphoramidite
1005:
912:
900:
1288:diabetic retinopathy
1284:macular degeneration
1261:immunohistochemistry
1117:methanesulfonic acid
947:or phase-modulation
2717:Triarylmethane dyes
2702:Maritime signalling
2362:10.1354/vp.39-6-726
1619:1995AcSpA..51L...7S
1445:Fluorescein amidite
1408:, particularly the
1368:hydrostatic testing
986:Fluorescein has an
795:rigid gas permeable
545:Solubility in water
528: g·mol
28:
2265:2016-06-29 at the
2207:10.1039/D2OB01823C
1771:2007-08-05 at the
1318:
1298:and spine tumors.
1276:
1235:enzymatically for
1131:
1101:phthalic anhydride
1047:carboxyfluorescein
1036:succinimidyl ester
1008:
994:) at 460 nm.
979:to give oxidized,
924:Fluorescein has a
915:
907:
901:Fluorescein under
875:anaphylactic shock
695:Infobox references
26:
2356:(6): 726–731(6).
2322:(15): 2591–2593.
2301:10.1021/jo9706178
2295:(19): 6469–6475.
1930:Am. J. Ophthalmol
1895:Am. J. Ophthalmol
1817:Forensic Sci. Int
1406:plant vasculature
1361:St. Patrick's Day
1347:methylated spirit
1255:, or targeted by
1249:molecular beacons
1196:Fluoro-jade stain
1142:commonly used in
1138:Fluorescein is a
971:rings react with
967:. The remaining
840:adverse reactions
804:concentration in
783:corneal abrasions
703:Chemical compound
701:
700:
629:Hazard statements
399:CompTox Dashboard
191:Interactive image
2729:
2697:Laser gain media
2637:
2636:
2626:
2616:
2592:
2586:
2585:
2575:
2544:Plant Physiology
2535:
2529:
2523:
2517:
2516:
2508:
2502:
2501:
2465:
2459:
2458:
2448:
2416:
2410:
2409:
2403:
2395:
2393:
2392:
2386:
2380:. Archived from
2347:
2338:
2332:
2331:
2311:
2305:
2304:
2284:
2278:
2256:
2250:
2248:
2241:
2235:
2234:
2186:
2180:
2179:
2169:
2154:J Chin Med Assoc
2145:
2139:
2138:
2128:
2104:
2098:
2097:
2077:
2068:
2067:
2057:
2033:
2024:
2023:
2008:J Am Optom Assoc
2003:
1997:
1996:
1960:
1954:
1953:
1925:
1919:
1918:
1890:
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1847:
1841:
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1812:
1806:
1805:
1785:
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1763:
1757:
1756:
1754:
1723:
1715:
1709:
1708:
1698:
1673:
1667:
1666:
1664:
1645:
1639:
1638:
1598:
1589:
1588:
1560:
1414:plasma membranes
1329:in hydrological
1245:oligonucleotides
1109:Adolf von Baeyer
1078:oligonucleotides
988:isosbestic point
830:by bromination.
711:organic compound
685:
679:
676:
675:
658:
654:
650:
636:
608:
575:
527:
512:
506:
500:
493:Chemical formula
423:
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407:
405:
389:
369:
358:
347:
330:
303:
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127:
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54:
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36:
29:
25:
2737:
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2732:
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2728:
2727:
2726:
2677:
2676:
2646:
2641:
2640:
2593:
2589:
2536:
2532:
2524:
2520:
2509:
2505:
2470:Ann Thorac Surg
2466:
2462:
2425:Brain and Spine
2417:
2413:
2397:
2396:
2390:
2388:
2384:
2345:
2339:
2335:
2312:
2308:
2285:
2281:
2267:Wayback Machine
2257:
2253:
2244:
2242:
2238:
2187:
2183:
2146:
2142:
2105:
2101:
2084:(in Japanese).
2078:
2071:
2034:
2027:
2004:
2000:
1961:
1957:
1926:
1922:
1891:
1887:
1848:
1844:
1823:(1–2): 137–42.
1813:
1809:
1790:Presse Médicale
1786:
1779:
1773:Wayback Machine
1764:
1760:
1752:
1721:
1717:
1716:
1712:
1682:Can Med Assoc J
1675:
1674:
1670:
1646:
1642:
1599:
1592:
1585:
1561:
1550:
1545:
1426:
1390:
1323:
1198:
1192:
1178:(FITC) and, in
1146:, in a type of
1136:
1097:
1040:NHS-fluorescein
1000:
961:carbon monoxide
932:
895:
836:
771:
765:
704:
697:
692:
691:
690: ?)
681:
677:
673:
669:
645:
631:
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564:
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515:
509:
503:
495:
481:
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392:
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359:
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101:
71:
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24:
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12:
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5:
2735:
2725:
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2709:
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2694:
2689:
2675:
2674:
2669:
2660:
2645:
2644:External links
2642:
2639:
2638:
2587:
2550:(3): 963–971.
2530:
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2460:
2411:
2333:
2306:
2279:
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2236:
2181:
2140:
2099:
2069:
2048:(7): 1139–42.
2025:
1998:
1955:
1920:
1885:
1842:
1807:
1796:(32): 1546–7.
1777:
1758:
1710:
1668:
1640:
1590:
1584:978-3527306732
1583:
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1492:Methylene blue
1489:
1480:
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1472:
1466:
1460:
1454:
1448:
1442:
1436:
1425:
1422:
1389:
1386:
1335:surface waters
1322:
1321:Earth sciences
1319:
1214:flow cytometry
1202:isothiocyanate
1191:
1188:
1135:
1132:
1096:
1093:
1063:
1062:
1043:
1033:
1022:isothiocyanate
999:
996:
973:singlet oxygen
930:
894:
891:
871:cardiac arrest
835:
832:
823:Yellow no. 8.
787:corneal ulcers
767:Main article:
764:
761:
723:triarylmethine
702:
699:
698:
693:
671:
670:
666:standard state
663:
660:
659:
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64:Pronunciation
61:
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47:
46:
38:
37:
15:
9:
6:
4:
3:
2:
2734:
2723:
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2713:
2712:Staining dyes
2710:
2708:
2705:
2703:
2700:
2698:
2695:
2693:
2692:Fluorone dyes
2690:
2688:
2687:Benzoic acids
2685:
2684:
2682:
2673:
2670:
2668:
2664:
2661:
2659:
2655:
2654:Basic Ethanol
2651:
2648:
2647:
2634:
2630:
2625:
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2602:
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2415:
2407:
2401:
2387:on 2007-09-28
2383:
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2061:
2056:
2051:
2047:
2043:
2042:Ophthalmology
2039:
2032:
2030:
2021:
2017:
2014:(7): 465–71.
2013:
2009:
2002:
1994:
1990:
1986:
1982:
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1966:
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1624:
1620:
1616:
1613:(6): L7–L21.
1612:
1608:
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1597:
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1580:
1576:
1572:
1568:
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1559:
1557:
1555:
1553:
1548:
1536:
1533:
1531:
1528:
1525:
1522:
1519:
1518:Phenothiazine
1516:
1515:
1513:
1509:
1505:
1502:
1499:
1496:
1493:
1490:
1487:
1484:
1483:
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1478:
1475:
1470:
1469:DyLight Fluor
1467:
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1434:
1431:
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1402:plant science
1399:
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1388:Plant science
1385:
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1357:Chicago River
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1234:
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1225:
1223:
1222:yeast display
1219:
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1211:
1207:
1203:
1197:
1187:
1185:
1181:
1177:
1173:
1169:
1165:
1161:
1157:
1153:
1149:
1145:
1141:
1128:
1124:
1122:
1118:
1114:
1113:zinc chloride
1110:
1106:
1102:
1092:
1090:
1086:
1081:
1079:
1075:
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1060:
1056:
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1016:
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803:
798:
796:
792:
788:
784:
780:
776:
775:ophthalmology
770:
760:
758:
755:It is on the
753:
750:
746:
742:
741:bubble levels
738:
733:
731:
728:
724:
720:
717:based on the
716:
712:
708:
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689:
684:
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647:
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633:
630:
626:
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619:
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603:
600:
596:
595:
591:
589:
584:
579:
574:
569:
566:
563:
559:
558:
555:Pharmacology
553:
549:
546:
542:
541:
537:
535:
534:Melting point
532:
531:
524:
522:
519:
518:
497:
494:
490:
489:
484:
475:
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471:
464:
450:
440:
439:
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429:
421:
417:
416:DTXSID0038887
413:
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388:
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322:
320:
317:
316:
309:
308:
306:
304:
299:
298:
294:
290:
287:
285:
283:ECHA InfoCard
280:
279:
272:
268:
267:
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263:
260:
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252:
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247:
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140:
134:
130:
125:
66:
63:
62:
57:
53:
48:
44:
39:
35:
30:
22:
2607:(7): e2791.
2604:
2601:Bio-Protocol
2600:
2590:
2547:
2543:
2533:
2521:
2512:
2506:
2476:(1): e27-8.
2473:
2469:
2463:
2428:
2424:
2414:
2400:cite journal
2389:. Retrieved
2382:the original
2353:
2349:
2336:
2319:
2315:
2309:
2292:
2288:
2282:
2274:
2270:
2254:
2239:
2201:(1): 93–97.
2198:
2194:
2184:
2160:(8): 348–9.
2157:
2153:
2143:
2116:
2112:
2102:
2088:(4): 313–7.
2085:
2081:
2045:
2041:
2011:
2007:
2001:
1968:
1964:
1958:
1933:
1929:
1923:
1901:(6): 745–6.
1898:
1894:
1888:
1858:(3): 264–5.
1855:
1851:
1845:
1820:
1816:
1810:
1793:
1789:
1761:
1729:
1725:
1713:
1686:
1680:
1671:
1662:10665/325771
1652:
1643:
1610:
1606:
1564:
1514:structures:
1498:Haematoxylin
1482:Other dyes:
1398:fluorescence
1391:
1365:
1354:
1351:
1331:tracer tests
1324:
1316:, June 1965.
1300:
1277:
1226:
1199:
1137:
1098:
1082:
1073:
1064:
1025:
1017:
1009:
985:
976:
927:
923:
916:
905:illumination
887:prophylactic
883:resuscitated
879:
865:and related
842:, including
837:
825:
816:
810:
799:
772:
754:
734:
706:
705:
620:
587:
231:ChEMBL177756
150:Identifiers
142:Other names
27:Fluorescein
2119:: 190–205.
1971:(1): 33–8.
1852:Med Sci Law
1677:"New Drugs"
1512:chromophore
1463:Rose bengal
1457:Erythrosine
1394:groundwater
1375:oil and gas
1339:groundwater
1327:flow tracer
1265:digoxigenin
1190:Biosciences
1164:dye tracing
1152:gain medium
1140:fluorophore
1085:lauric acid
998:Derivatives
981:ring-opened
949:fluorimetry
863:anaphylaxis
859:hypotension
727:fluorescent
707:Fluorescein
615:Signal word
486:Properties
345:Fluorescein
289:100.017.302
211:CHEBI:31624
2681:Categories
2667:Invitrogen
2431:: 100908.
2391:2007-07-16
2350:Vet Pathol
1543:References
1535:Xanthydrol
1504:Laser dyes
1314:splashdown
1257:antibodies
1241:synthesize
1218:antibodies
1194:See also:
1168:absorption
1144:microscopy
1105:resorcinol
1091:activity.
983:products.
969:resorcinol
959:acids and
936:absorption
869:, causing
599:Pictograms
521:Molar mass
387:TPY09G7XIR
242:ChemSpider
178:3D model (
157:CAS Number
133:IUPAC name
2722:Acid dyes
2564:0032-0889
2511:Käss, W.
2490:0003-4975
2316:Synthesis
2231:253266074
2215:1477-0539
1936:(1): 94.
1635:1386-1425
1486:Rhodamine
1451:Merbromin
1378:pipelines
1343:rainwater
1156:forensics
1148:dye laser
1095:Synthesis
992:pH values
893:Chemistry
802:thyroxine
779:optometry
590:labelling
550:Slightly
310:219-031-8
302:EC Number
167:2321-07-5
2633:34286014
2582:25588734
2498:24384220
2455:36248155
2378:46010136
2370:12450204
2263:Archived
2223:36326159
2176:17698436
1993:32809716
1985:16451256
1880:71681503
1872:15296251
1837:10356782
1769:Archived
1750:Archived
1705:20325960
1651:(2019).
1530:Xanthone
1524:Xanthene
1424:See also
1310:Gemini 4
1243:labeled
1172:emission
1160:serology
1134:Research
1089:esterase
1045:Others:
953:phthalic
940:emission
848:vomiting
745:colorant
719:xanthene
581:Hazards
576:)
562:ATC code
262:DrugBank
2707:Phenols
2624:8275252
2573:4348778
2446:9560644
2135:7257056
2126:1312139
2094:8644545
2064:1891225
2020:7930354
1950:1882930
1915:3195657
1802:8952662
1746:9673591
1696:1831125
1615:Bibcode
1439:Calcein
1150:as the
1057:(PFP),
1024:group (
977:in situ
975:formed
828:eosin Y
821:D&C
817:uranine
813:D&C
749:alcohol
747:to the
688:what is
686: (
621:Warning
570: (
568:S01JA01
526:332.311
354:PubChem
271:DB00693
2631:
2621:
2580:
2570:
2562:
2496:
2488:
2453:
2443:
2376:
2368:
2229:
2221:
2213:
2174:
2133:
2123:
2092:
2062:
2018:
1991:
1983:
1948:
1913:
1878:
1870:
1835:
1800:
1744:
1703:
1693:
1633:
1581:
1372:subsea
1292:tumors
1259:using
1026:−N=C=S
957:formic
844:nausea
834:Safety
730:tracer
709:is an
683:verify
680:
470:SMILES
328:D01261
222:ChEMBL
59:Names
2385:(PDF)
2374:S2CID
2346:(PDF)
2227:S2CID
1989:S2CID
1876:S2CID
1753:(PDF)
1722:(PDF)
1433:Eosin
1410:xylem
1349:dye.
1296:brain
1233:probe
1206:cells
1154:, in
1030:amine
856:acute
852:hives
806:blood
435:InChI
367:16850
251:15968
202:ChEBI
180:JSmol
2652:and
2629:PMID
2578:PMID
2560:ISSN
2494:PMID
2486:ISSN
2451:PMID
2406:link
2366:PMID
2320:2004
2219:PMID
2211:ISSN
2172:PMID
2131:PMID
2090:PMID
2060:PMID
2016:PMID
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