| 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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