5-[(dichloro-1,3,5-triazin-2-yl)amino]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid hydrochloride

• ChemBase ID: 130876
• Molecular Formular: C23H13Cl3N4O5
• Molecular Mass: 531.73212
• Monoisotopic Mass: 529.99515258
• SMILES: c1cc(c(cc1Nc1nc(nc(n1)Cl)Cl)C(=O)O)c1c2ccc(cc2oc2cc(=O)ccc12)O.Cl
• Canonical SMILES: Oc1ccc2c(c1)oc1c(c2c2ccc(cc2C(=O)O)Nc2nc(Cl)nc(n2)Cl)ccc(=O)c1.Cl
• InChI: InChI=1S/C23H12Cl2N4O5.ClH/c24-21-27-22(25)29-23(28-21)26-10-1-4-13(16(7-10)20(32)33)19-14-5-2-11(30)8-17(14)34-18-9-12(31)3-6-15(18)19;/h1-9,30H,(H,32,33)(H,26,27,28,29);1H
• InChIKey: CEKSHCAIHGNWBK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(dichloro-1,3,5-triazin-2-yl)amino]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid hydrochloride
• IUPAC Traditional name: 5-[(dichloro-1,3,5-triazin-2-yl)amino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid hydrochloride
• Synonyms: DTAF; 5-([4,6-Dichlorotriazin-2-yl]amino)fluorescein hydrochloride

Database IDs

• CAS Number: 21811-74-5
• MDL Number: MFCD00051407
• PubChem SID: 24862551; 24893242; 162225154
• PubChem CID: 16212338

CALCULATED PROPERTIES

• Acid pKa: 4.2823915
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 3.5272896
• LogD (pH = 7.4): 0.8725684
• Log P: 4.6056476
• Molar Refractivity: 139.3056 cm^3
• Polarizability: 46.578434 Å^3
• Polar Surface Area: 134.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 492 nm; λem 514 nm in 0.1 M Tris pH 9.0; λex 495 nm; λem 516 nm

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC); ≥99.0% (TLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C23H12Cl2N4O5 · HCl

DETAILS

Sigma Aldrich - 36565

Application
A fluorescein derivative which reacts with amino groups and N-terminal amino acids of proteins at neutral pH.
Other Notes
Fluorescent label for proteins, similar to FITC in terms of spectral properties but of superior purity and stability; max. absorption at 495 nm, emission at 525 nm1; Used for labeling concanavalin A to produce a suitable probe for the detection of glycoproteins in higher-percentage SDS/polyacrylamide gels2

Sigma Aldrich - D0531

Application
A fluorescein derivative which reacts with amino groups and N-terminal amino acids of proteins at neutral pH.
包装
1 g in glass bottle
100, 500 mg in glass bottle