4-(6-amino-3-imino-3,10-dihydroacridin-10-yl)butanoic acid; perchloric acid

• ChemBase ID: 154169
• Molecular Formular: C17H18ClN3O6
• Molecular Mass: 395.79432
• Monoisotopic Mass: 395.08841299
• SMILES: c1cc(cc2c1cc1ccc(=N)cc1n2CCCC(=O)O)N.O[Cl](=O)(=O)=O
• Canonical SMILES: O[Cl](=O)(=O)=O.OC(=O)CCCn1c2cc(N)ccc2cc2c1cc(=N)cc2
• InChI: InChI=1S/C17H17N3O2.ClHO4/c18-13-5-3-11-8-12-4-6-14(19)10-16(12)20(15(11)9-13)7-1-2-17(21)22;2-1(3,4)5/h3-6,8-10,18H,1-2,7,19H2,(H,21,22);(H,2,3,4,5)
• InChIKey: WNDQPKGVFUAMOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(6-amino-3-imino-3,10-dihydroacridin-10-yl)butanoic acid; perchloric acid
• IUPAC Traditional name: 4-(3-amino-6-iminoacridin-10-yl)butanoic acid; perchloric acid
• Synonyms: Atto 465

Database IDs

• MDL Number: MFCD06798185
• PubChem SID: 162248308
• PubChem CID: 71311809

CALCULATED PROPERTIES

• Acid pKa: 4.74027
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.1783397
• LogD (pH = 7.4): -1.1162226
• Log P: -1.1154622
• Molar Refractivity: 101.2996 cm^3
• Polarizability: 31.987251 Å^3
• Polar Surface Area: 90.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 453 nm; λem 508 nm

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Suitability: in accordance for fluorescence; suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 50712

Application
Atto fluorescent labels are designed for high sensitivity applications, including single molecule detection. Atto labels have rigid structures that do not show any cis-trans-isomerization. Thus these labels display exceptional intensity with minimal spectral shift on conjugation.
General description
Atto 465 is a new label with strong absorption and fluorescence and a large stoke′s shift (excitation maximum 453 nm, emission maximum 508 nm). The dye is characterized by high photostability and thermal stability. The dye is moderately hydrophilic, the NHS-ester and maleimide derivatives are very well soluble in polar solvents as DMSO, DMF or acetonitrile. At low temperatures or embedded into polymeric matrices it shows intense phosphorescence.