3',6'-dihydroxy-5-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one

• ChemBase ID: 130829
• Molecular Formular: C21H11NO5S
• Molecular Mass: 389.38074
• Monoisotopic Mass: 389.03579346
• SMILES: c1cc2c(cc1N=C=S)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• Canonical SMILES: S=C=Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/C21H11NO5S/c23-12-2-5-16-18(8-12)26-19-9-13(24)3-6-17(19)21(16)15-4-1-11(22-10-28)7-14(15)20(25)27-21/h1-9,23-24H
• InChIKey: MHMNJMPURVTYEJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3',6'-dihydroxy-5-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one
• IUPAC Traditional name: FITC
• Synonyms: Fluorescein 5-isothiocyanate; Fluorescein isothiocyanate isomer I; FITC; Fluorescein isothiocyanate; Fluorescein 5(6)-isothiocyanate; FITC–Celite®; Fluorescein isothiocyanate isomer I–Celite®

Database IDs

• CAS Number: 27072-45-3; 3326-32-7
• EC Number: 222-042-0; 248-207-7
• MDL Number: MFCD00005063
• Beilstein Number: 1407295
• PubChem SID: 24894788; 162225107; 24894933; 24894855; 24894860
• PubChem CID: 18730

CALCULATED PROPERTIES

• Acid pKa: 8.719013
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.901907
• LogD (pH = 7.4): 4.881711
• Log P: 4.9021683
• Molar Refractivity: 108.283 cm^3
• Polarizability: 40.097435 Å^3
• Polar Surface Area: 88.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: powder
• Melting Point: >360 °C(lit.)
• Fluorescence: λex 492 nm; λem 518 nm (green)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-42/43; 42; 42/43
• Safety Statements: 22-24/25; 22-36/37-45; 26-36
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H334; H334
• GHS Precautionary statements: P261-P280-P342 + P311; P261-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ~98% (HPLC); ≥90% (HPLC)
• Suitability: suitable for fluorescent labeling techniques; suitable for protein labeling
• Extent of Labeling: 8-12% FITC

DETAILS

Sigma Aldrich - F7250

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Biological applications include use as a fluorescent labeling reagent for proteins, a fluorescent reagent for protein tracing, and a reagent in the fluorescent antibody technique for the rapid identification of pathogens. FITC is yellow-orange in color with an absorption maximum at 495 nm. Upon excitation it emits a yellow-green color with an emission maximum at 525 nm.
Reagent for the FITC labeling of proteins; Microsequencing of proteins and peptides (HPLC)

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Application
Reagent for the FITC labeling of proteins; Microsequencing of proteins and peptides (HPLC)

Sigma Aldrich - F3651

Application
For fluorescent labeling of proteins (e.g. immunofluorescence); H Protein labeling for gel chromatography

Sigma Aldrich - F1628

包装
1 g in glass bottle
250 mg in glass bottle
法律信息
Celite is a registered trademark of Imerys Minerals California, Inc.