4-{7-[(5-carboxypentyl)(ethyl)amino]-2-oxo-2H-chromen-3-yl}-1-(3-sulfonatopropyl)pyridin-1-ium

• ChemBase ID: 157275
• Molecular Formular: C25H30N2O7S
• Molecular Mass: 502.5799
• Monoisotopic Mass: 502.17737231
• SMILES: CCN(CCCCCC(=O)O)c1ccc2cc(c(=O)oc2c1)c1cc[n+](cc1)CCCS(=O)(=O)[O-]
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2)c1cc[n+](cc1)CCCS(=O)(=O)[O-])CCCCCC(=O)O
• InChI: InChI=1S/C25H30N2O7S/c1-2-27(13-5-3-4-7-24(28)29)21-9-8-20-17-22(25(30)34-23(20)18-21)19-10-14-26(15-11-19)12-6-16-35(31,32)33/h8-11,14-15,17-18H,2-7,12-13,16H2,1H3,(H-,28,29,31,32,33)
• InChIKey: PDKDKIZVZVKGTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{7-[(5-carboxypentyl)(ethyl)amino]-2-oxo-2H-chromen-3-yl}-1-(3-sulfonatopropyl)pyridin-1-ium
• IUPAC Traditional name: 4-{7-[(5-carboxypentyl)(ethyl)amino]-2-oxochromen-3-yl}-1-(3-sulfonatopropyl)pyridin-1-ium
• Synonyms: Fluorescent Red Mega 485

Database IDs

• MDL Number: MFCD06798172
• PubChem SID: 162251412
• PubChem CID: 25195408

CALCULATED PROPERTIES

• Acid pKa: -1.6657747
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -3.455511
• LogD (pH = 7.4): -3.8637693
• Log P: -5.353872
• Molar Refractivity: 132.3474 cm^3
• Polarizability: 51.16682 Å^3
• Polar Surface Area: 127.92 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 482 nm; λem 559 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: ≥85% (HPLC)
• Grade: for fluorescence

DETAILS

Sigma Aldrich - 30487

General description
Fluorescent red Mega 485 and other Mega dyes are specifically designed for multicolor techniques. It is characterized by an extremely large stoke′s 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 than fluorescein and other widely used dyes as well as other Mega dye. Due to the different emission wavelength 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 we foresee a variety of possible applications including DNA sequencing and FISH microscopy.