Name | Fluorescein |
Synonyms | S NO 880 FLUORESCEIN Fluorescein C.I. 45350.1 Fluorescein Acid SOLVENT YELLOW 94 RESORCINOL PHTHALEIN Fluorescein Free Acid Diresorcinolphthalein C.I. Solvent Yellow 94 FLUORESCEIN, ALCOHOL SOLUBLE Tetraoxyphthalophenone anhydride 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid 3,6-dihydroxyspiro[isobenzofuran-1(3H),9-xanthen]-3-one FLUORESCEIN, FREE ACIDFLUORESCEIN, FREE ACIDFLUORESCEIN, FREE ACID |
CAS | 2321-07-5 |
EINECS | 219-031-8 |
InChI | 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 |
Molecular Formula | C20H12O5 |
Molar Mass | 332.31 |
Density | 1.2739 (rough estimate) |
Melting Point | 320°C(lit.) |
Boling Point | 429.44°C (rough estimate) |
Water Solubility | insoluble |
Solubility | Solubility Insoluble in water, ether, benzene, chloroform; soluble in ethanol, methanol, acetone, Iethyl acetate, N,N-dimethylformamide |
Appearance | Powder |
Color | Red to orange |
Maximum wavelength(λmax) | ['493.5nm, 496nm, 460nm, 515nm'] |
Merck | 14,4159 |
BRN | 94324 |
pKa | 2.2, 4.4, 6.7(at 25℃) |
Storage Condition | room temp |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
Refractive Index | 1.5000 (estimate) |
MDL | MFCD00005050 |
Physical and Chemical Properties | Orange-yellow or pale orange-red crystalline powder. Melting point 314-316 °c (decomposition). Soluble in hot ethanol, acetic acid, alkali solution, green fluorescent, insoluble in water, benzene, chloroform and ether. |
In vitro study | Fluorescein is nearly inactive as a photodynamic sensitizer. Fluorescein consequently is almost useless as a photodynamic sensitizer, but it is of great value in fluorescence immunoassays. The fluorescein dye is a common fluorescent probe. Its very high molar absorptivity at the wavelength of the argon laser (488 nm), large fluorescence quantum yield and high photostability makes it a very useful and sensitive fluorescent label. Fluorescein is commercially available in many derivatives, such as fluorescein isothiocyanate and fluorescein succinimidyl ester, that can be covalently attached to macromolecules and to amino acids. The labeled molecules can be detected with very high sensitivity which is utilized in, for example, capillary electrophoresis. The emission spectrum of fluorescein overlaps extensively the absorption spectrum of tetramethyl rhodamine, which is a related strongly fluorescent dye, making this pair very suitable for energy transfer experiments to determine distances within and between labeled macromolecules. Fluorescein in aqueous solution occurs in cationic, neutral, anionic and dianionic forms making its absorption and fluoresence properties strongly pH dependent. |
Hazard Symbols | Xi - Irritant |
Risk Codes | R43 - May cause sensitization by skin contact R36 - Irritating to the eyes R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. |
WGK Germany | 3 |
RTECS | LM5075000 |
FLUKA BRAND F CODES | 10-21 |
TSCA | Yes |
HS Code | 32042000 |
Reference Show more | 1. [IF = 6.419] Pu-Wang Li et al."Development of drug-loaded chitosan-vanillin nanoparticles and its cytotoxicity against HT-29 cells." Drug Deliv. 2016;23(1):30-35 note: our company can only provide some information for some products. our company does not guarantee the authority of the information provided, and is only for customers' reference and research. application: fluorescence photometric analysis of sulfur ions, test bromine, titration of chlorine, bromine and iodine. Adsorption indicator, redox indicator. Storage condition: RT Sensitivity: easy to absorb moisture Appearance: orange-red crystalline powder Melting point: 314-316 ℃ Introduction |
color index | 45350 |
pH indicator color change ph range | Pink uorescence (4.0) to green uorescence (6.0) |
main applications | Organic light-emitting diode, nanoparticles, liquid crystal display, oil products, lip make-up, nucleic acid synthesis, amplification, sequencing and cloning, diagnosis of diabetic retinopathy, detecting east, multidrug resistance, proteins, antiHCV antibodies, target genes, enzymatic activity, nervous agent, nucleic acid sequences, imaging lung cancer, prostate cancer |
biological application | Detectingchromosomal aberration; diagnosing cornealdiseases; marking/detecting insects; as antitumoragent; as antihistaminic agent; use in agricultureand plant cultivation; use in cosmetics; use inophthalmology; as a substrate for measuringα-amylases activity, elastases activity, esterasesactivity, β-glucuronidases activity, horseradishperoxidases activity, kinases activity, monoamineoxidases (MAOs) activity, phosphatases activity,phospholipases activity, proteases/proteinasesactivity, telomerases activity activity |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Biological activity | Fluorescein (Resorcinol phthalein) is a synthetic organic photosensitive dye compound. Fluorescein are fluorescent tracers that can be used in medicine and biology, as well as in tumor-infected tissues. |
use | mercury bromine red intermediate. Fluorescence photometric analysis reagent, determination of chlorine, bromine, iodine, sulfur ions; oxidation-reduction indicator reagent; biological stain. fluorescence photometric analysis of sulfur ions, test bromine, titration of chlorine, bromine and iodine. Adsorption indicator, redox indicator. Adsorption indicator; Redox indicator; Fluorescence photometric analysis of sulfur ions; Titration of chlorine, bromine and iodine |
Production method | It is prepared by the reaction of phthalic anhydride and resorcinol with the participation of sulfuric acid. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |