11-{4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutyl}-1-ethyl-10,10-dimethyl-8-(sulfonatomethyl)-2,3,4,8,9,10-hexahydro-1H-13-oxa-1,6,11-triazapentacen-11-ium

• ChemBase ID: 156029
• Molecular Formular: C31H36N4O8S
• Molecular Mass: 624.70454
• Monoisotopic Mass: 624.22538513
• SMILES: CCN1CCCc2c1cc1c(c2)N=c2cc3c(=[N+](C(CC3CS(=O)(=O)[O-])(C)C)CCCC(=O)ON3C(=O)CCC3=O)cc2O1
• Canonical SMILES: CCN1CCCc2c1cc1Oc3cc4=[N+](CCCC(=O)ON5C(=O)CCC5=O)C(CC(c4cc3=Nc1c2)CS(=O)(=O)[O-])(C)C
• InChI: InChI=1S/C31H36N4O8S/c1-4-33-11-5-7-19-13-22-26(15-24(19)33)42-27-16-25-21(14-23(27)32-22)20(18-44(39,40)41)17-31(2,3)34(25)12-6-8-30(38)43-35-28(36)9-10-29(35)37/h13-16,20H,4-12,17-18H2,1-3H3
• InChIKey: SPDKWNQUMMQOKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-{4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutyl}-1-ethyl-10,10-dimethyl-8-(sulfonatomethyl)-2,3,4,8,9,10-hexahydro-1H-13-oxa-1,6,11-triazapentacen-11-ium
• IUPAC Traditional name: 1-{4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutyl}-11-ethyl-2,2-dimethyl-4-(sulfonatomethyl)-4,8,9,10-tetrahydro-3H-13-oxa-1,6,11-triazapentacen-1-ium
• Synonyms: Atto 655 NHS ester

Database IDs

• MDL Number: MFCD03456137
• PubChem SID: 162250167
• PubChem CID: 16218518

CALCULATED PROPERTIES

• Acid pKa: -0.83771086
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 1.2616445
• LogD (pH = 7.4): 1.2662119
• Log P: -1.1606576
• Molar Refractivity: 176.1458 cm^3
• Polarizability: 62.37512 Å^3
• Polar Surface Area: 148.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 655 nm; λem 680 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

• Suitability: suitable for coupling to amines; suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 76245

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.