perchloric acid 2,5-dioxopyrrolidin-1-yl 4-(6-amino-3-imino-3,10-dihydroacridin-10-yl)butanoate

• ChemBase ID: 154173
• Molecular Formular: C21H21ClN4O8
• Molecular Mass: 492.86644
• Monoisotopic Mass: 492.10479133
• SMILES: c1cc(cc2c1cc1ccc(=N)cc1n2CCCC(=O)ON1C(=O)CCC1=O)N.O[Cl](=O)(=O)=O
• Canonical SMILES: O[Cl](=O)(=O)=O.O=C(ON1C(=O)CCC1=O)CCCn1c2cc(N)ccc2cc2c1cc(=N)cc2
• InChI: InChI=1S/C21H20N4O4.ClHO4/c22-15-5-3-13-10-14-4-6-16(23)12-18(14)24(17(13)11-15)9-1-2-21(28)29-25-19(26)7-8-20(25)27;2-1(3,4)5/h3-6,10-12,22H,1-2,7-9,23H2;(H,2,3,4,5)
• InChIKey: NROCSLJOXCQUHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: perchloric acid 2,5-dioxopyrrolidin-1-yl 4-(6-amino-3-imino-3,10-dihydroacridin-10-yl)butanoate
• IUPAC Traditional name: perchloric acid 2,5-dioxopyrrolidin-1-yl 4-(3-amino-6-iminoacridin-10-yl)butanoate
• Synonyms: Atto 465 NHS ester

Database IDs

• MDL Number: MFCD06798190
• PubChem SID: 162248312
• PubChem CID: 71311811

CALCULATED PROPERTIES

• Acid pKa: 17.70912
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.5252256
• LogD (pH = 7.4): -2.5078795
• Log P: 0.89913994
• Molar Refractivity: 121.8534 cm^3
• Polarizability: 40.195503 Å^3
• Polar Surface Area: 116.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 449 nm; λem 503 nm in 0.1 M phosphate pH 7.0

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

• Purity: ≥80% (HPCE)
• Suitability: suitable for coupling to amines; suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 53404

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.