Fluorescein isothiocyanate isomer I Chemical Properties | |
Melting point | >360 °C(lit.) |
density | 1.3423 (rough estimate) |
refractive index | 1.5060 (estimate) |
storage temp. | 2-8°C |
solubility | Slightly soluble in DMSO, ethanol, methanol DMF and acetone |
pka | 2.2, 4.4, 6.7(at 25℃) |
form | powder |
color | White |
PH Range | Weak green uorescence (6.0) to strong green uorescence (7.2) |
Water Solubility | practically insoluble |
Sensitive | Moisture Sensitive |
λmax | 490nm |
BRN | 1407295 |
Stability: | Stability Stable, but moisture-sensitive. Incompatible with strong oxidizing agents, strong bases, amines, acids. |
Major Application | Magnetic nanowires, immunoassays, analyzing proteins, identifying chromosomes, Salmonella mosomes, diagnosis of cancer, kidney diseases, detecting pathogens, genes, Salmonella cells, toxoplasmosis, enzyme-mediated nucleic acid cleavage, surface molecules on colorectal cancers, treating cancer, chronic lymphocytic leukemia |
InChIKey | MHMNJMPURVTYEJ-UHFFFAOYSA-N |
CAS DataBase Reference | 3326-32-7(CAS DataBase Reference) |
EPA Substance Registry System | Spiro[isobenzofuran- 1(3H),9'-[9H]xanthen]- 3-one, 3',6'-dihydroxy- 5-isothiocyanato-(3326-32-7) |
Safety Information | |
Hazard Codes | Xn,Xi |
Risk Statements | 42/43-36/37/38-22 |
Safety Statements | 22-45-36/37/39-26-36/37-36 |
WGK Germany | 3 |
F | 10 |
TSCA | Yes |
HS Code | 29329990 |
Fluorescein isothiocyanate isomer I Usage And Synthesis | |
Chemical Properties | Orange-yellow cryst. |
Uses | Fluorescent marker for biochemical applications. Reacts under mild conditions with primary amines. Used in modification of actin at lys-61, labelling of FAB and the modification of thiol groups. |
Uses | Fluorescent labeling reagent for proteins. Used in the fluorescent antibody technique for rapid identification of pathogens |
Definition | ChEBI: The 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques. |
Purification Methods | It is made from the pure 5-amino isomer. Purify it by dissolving it in boiling Me2CO, filtering and adding pet ether (b 60-70o) until it becomes turbid. If an oil separates, then decant it and add more pet ether to the supernatant and cool. Orange-yellow crystals separate, collect and dry them in vacuo. It should give one spot on TLC (silica gel) in EtOAc/pyridine/AcOH (50:1:1) and in Me2NCHO/CHCl3/28% NH4OH (10:5:4). IR (Me2SO): 2110 (NCS) and 1760 (C=O) cm-1. The max 1HNMR spectra in Me2CO-d6 of the 5-and 6-isomers are distinctly different for the protons in the *benzene ring; the UV in phosphate buffer pH 8.0 shows a at ~490nm. [Sinsheimer et al. Anal Biochem 57 2271974, McKinney et al. Anal Biochem 7 74 1964, Beilstein 19 III/IV 4337.] |
Fluorescein isothiocyanate isomer I Preparation Products And Raw materials | |
Raw materials | Etanol-->Sodium hydroxide-->Hydrochloric acid-->Ethyl acetate-->Methanol-->Dichloromethane-->Acetic acid glacial-->Toluene-->Acetic anhydride-->Palladium-->Hydrogen-->Resorcine-->Sodium hydrosulfide-->SODIUM SULPHIDE HYDRATE-->Thiophosgene-->4-Nitrophthalic acid |
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