2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure
Fluorescein 5-isothiocyanate
Grundinformationen
- CAS
3326-32-7- Standard-SMILES
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21- InChIKey
MHMNJMPURVTYEJ-UHFFFAOYSA-N- Summenformel
- C21H11NO5S
- Durchschnittliche Molmasse
- 389,4 g/mol
- Monoisotopische Masse
- 389,03579362
Überblick
Fluorescein 5-isothiocyanate is 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.
Namen und Bezeichner
- Bevorzugter Name
- Fluorescein 5-isothiocyanate
- IUPAC
- 3',6'-dihydroxy-6-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one
- Lokaler Name
- 2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoesure
- Englischer Name
- Fluorescein 5-isothiocyanate
- Summenformel
- C21H11NO5S
- Molmasse
- 389.38
Namen und Synonyme
3326-32-75-FITCFLUORESCEIN-5-ISOTHIOCYANATEfluorescein 5-isothiocyanate5-isothiocyanatofluoresceinSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-CHEBI:37918DTXSID80892440I223NX31W9Fluorescein 5 isothiocyanate HydrochlorideHydrochloride, Fluorescein-5-isothiocyanateSpiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-5-isothiocyanato-
Weitere Namen anzeigen
Fluorescein isothiocyanate isomer5-FLUORESCEIN ISOTHIOCYANATEFluorescein isothiocyanate isomer I, tech gradeFITC-IFluorescein isothiocyanate IFluorescein isothiocyanate,Isomer I(FITC)
5 IsothiocyanatofluoresceinFluorescein 5 isothiocyanateRefChem:140896DTXCID3029368222-042-0FITCFluorescein isothiocyanate isomer I3',6'-dihydroxy-5-isothiocyanato-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,8
- Polarare Oberfläche (TPSA)
- 120 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 28
- Formalladung
- 0
- Komplexität
- 668
Experimentelle und physikochemische Eigenschaften
Chemical ClassesDyes -> Indicator Dyes
Physical DescriptionOrange solid; [Merck Index] Orange powder; [Alfa Aesar MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 360 °C · >360 °C(lit.)
- Siedepunkt
- 708.6 · 708.6±60.0 °C(Predicted)
- Dichte
- 1.3423 · 1.3423 (rough estimate)
- Brechungsindex
- 1.506 · 1.5060 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Slightly soluble in DMSO, ethanol, methanol DMF and acetone
- Aggregatzustand
- powder
- pka
- 2.2 · 2.2, 4.4, 6.7(at 25℃)
- Farbe
- White
- Wasserlöslichkeit
- practically insoluble
- BRN
- 1407295 · 1407295
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 169 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses cutaneous sensitization (experimental) and effects on inflammation in 3-day intermittent dermal studies of mice; [RTECS] May cause irritation; May cause skin and respiratory sensitization; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Toxikologische Informationen
Treatment
EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
MeSH Pharmacological Classification
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.
Verwendung und Herstellung
Uses
Used as a fluorescent indicator to probe biological systems and monitor sewage; [Merck Index]
Fluorescein isothiocyanate is used in flow cytometry. (L552)
General Manufacturing InformationSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: ACTIVE
Anwendungen
BeschreibungFluorescein 5-isothiocyanate (5-FITC) is an isomer of fluorescein isothiocyanate (FITC), which is commonly used as a mixture of the 5- and 6-isothiocyanate isomers. It reacts with amine and thiol groups to form conjugates with proteins, lipids, and other molecules for detection by a variety of fluorescent-based applications. 5-FITC displays excitation/emission maxima of 494/519 nm, respectively.
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Zugehörige Reaktionen
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