11-(3-carboxypropyl)-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: 155885
• Molecular Formular: C27H33N3O6S
• Molecular Mass: 527.63242
• Monoisotopic Mass: 527.20900679
• SMILES: CCN1CCCc2c1cc1c(c2)N=c2cc3c(=[N+](C(CC3CS(=O)(=O)[O-])(C)C)CCCC(=O)O)cc2O1
• Canonical SMILES: CCN1CCCc2c1cc1Oc3cc4=[N+](CCCC(=O)O)C(CC(c4cc3=Nc1c2)CS(=O)(=O)[O-])(C)C
• InChI: InChI=1S/C27H33N3O6S/c1-4-29-9-5-7-17-11-20-24(13-22(17)29)36-25-14-23-19(12-21(25)28-20)18(16-37(33,34)35)15-27(2,3)30(23)10-6-8-26(31)32/h11-14,18H,4-10,15-16H2,1-3H3,(H-,31,32,33,34,35)
• InChIKey: FOYVTVSSAMSORJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-(3-carboxypropyl)-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-(3-carboxypropyl)-11-ethyl-2,2-dimethyl-4-(sulfonatomethyl)-4,8,9,10-tetrahydro-3H-13-oxa-1,6,11-triazapentacen-1-ium
• Synonyms: Atto 655

Database IDs

• MDL Number: MFCD03456136
• PubChem SID: 162250023
• PubChem CID: 16218785

CALCULATED PROPERTIES

• Acid pKa: -0.8377157
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.50318265
• LogD (pH = 7.4): -1.2182324
• Log P: -0.53058445
• Molar Refractivity: 155.592 cm^3
• Polarizability: 54.132797 Å^3
• Polar Surface Area: 122.34 Å^2
• Rotatable Bonds: 7
• 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

• Purity: ≥85% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 93711

Application
Atto labels are designed for highest sensitivity applications. A unique combination of advantages makes them highly favorable tools for all kinds of labeling applications. Some of their properties make them specifically interesting for single molecule detection. Atto labels are based on rigid structures and do not show any cis-trans-isomerization, which lowers the brightness of signals and leads to environment dependency, e.g., spectral shifts by conjugation. Atto 655 shows a molar extinction of 110,000 and QY of 30% in water (50% in ethanol). Decay time is 1.9 ns.
Other Notes
New red absorbing fluorescent dye with best signal-to-noise ratio and long fluorescence life-time. Useful as a biophysical probe for binding interactions.1