1-(5-carboxypentyl)-4-{2-[7-(diethylamino)-2-oxo-2H-chromen-3-yl]ethenyl}pyridin-1-ium-3-sulfonate

• ChemBase ID: 154150
• Molecular Formular: C26H30N2O7S
• Molecular Mass: 514.5906
• Monoisotopic Mass: 514.17737231
• SMILES: CCN(CC)c1ccc2cc(c(=O)oc2c1)/C=C/c1cc[n+](cc1S(=O)(=O)[O-])CCCCCC(=O)O
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2)/C=C/c1cc[n+](cc1S(=O)(=O)[O-])CCCCCC(=O)O)CC
• InChI: InChI=1S/C26H30N2O7S/c1-3-28(4-2)22-12-11-20-16-21(26(31)35-23(20)17-22)10-9-19-13-15-27(18-24(19)36(32,33)34)14-7-5-6-8-25(29)30/h9-13,15-18H,3-8,14H2,1-2H3,(H-,29,30,32,33,34)
• InChIKey: ITOJDWVAIOLCMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-carboxypentyl)-4-{2-[7-(diethylamino)-2-oxo-2H-chromen-3-yl]ethenyl}pyridin-1-ium-3-sulfonate
• IUPAC Traditional name: 1-(5-carboxypentyl)-4-{2-[7-(diethylamino)-2-oxochromen-3-yl]ethenyl}pyridin-1-ium-3-sulfonate
• Synonyms: 6-[4-(7-Diethylamino-2-oxo-1-benzopyran-3-ylvinyl)-3-sulfonatopyridinio]hexanoic acid; Fluorescent Red Mega 520

Database IDs

• CAS Number: 540528-09-4
• MDL Number: MFCD06798178
• PubChem SID: 162248289; 24865840
• PubChem CID: 16212667

CALCULATED PROPERTIES

• Acid pKa: -2.185495
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -2.9165013
• LogD (pH = 7.4): -2.9484644
• Log P: -4.373152
• Molar Refractivity: 138.4854 cm^3
• Polarizability: 52.683174 Å^3
• Polar Surface Area: 127.92 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 527 nm; λem 663 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: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C26H30N2O7S

DETAILS

Sigma Aldrich - 41306

General description
Fluorescent red Mega 520 and other Mega dyes are specifically designed for multicolor techniques. It is characterized by an extremely large stokes shift between excitation and emission maxima. This dye is especially well suited for excitation by argon lasers or other short wavelength excitation light. This also means that it can be excited with the same light source or filter arrangement as fluorescein and other widely used dyes, as well as other Mega dyes. Due to the different emission wavelengths several different labels can be detected independently in the same experiment. Due to the small size of the Mega labels and the direct conversion of excitation light into emission without using a FRET mechanism, there is a variety of possible applications including DNA sequencing and FISH microscopy.