1-ethyl-2-[2-({1-ethyl-1H,2H-naphtho[1,2-d][1,3]thiazol-2-ylidene}methyl)prop-1-en-1-yl]naphtho[1,2-d][1,3]thiazol-1-ium bromide

• ChemBase ID: 144917
• Molecular Formular: C30H27BrN2S2
• Molecular Mass: 559.58278
• Monoisotopic Mass: 558.07990287
• SMILES: CC[n+]1c(sc2c1c1ccccc1cc2)/C=C(\C)/C=c\1/n(c2c3ccccc3ccc2s1)CC.[Br-]
• Canonical SMILES: CCn1/c(=C/C(=C/c2sc3c([n+]2CC)c2ccccc2cc3)/C)/sc2c1c1ccccc1cc2.[Br-]
• InChI: InChI=1S/C30H27N2S2.BrH/c1-4-31-27(33-25-16-14-21-10-6-8-12-23(21)29(25)31)18-20(3)19-28-32(5-2)30-24-13-9-7-11-22(24)15-17-26(30)34-28;/h6-19H,4-5H2,1-3H3;1H/q+1;/p-1
• InChIKey: MPBRYMWMMKKRGC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethyl-2-[2-({1-ethyl-1H,2H-naphtho[1,2-d][1,3]thiazol-2-ylidene}methyl)prop-1-en-1-yl]naphtho[1,2-d][1,3]thiazol-1-ium bromide
• IUPAC Traditional name: 1-ethyl-2-[2-({1-ethylnaphtho[1,2-d][1,3]thiazol-2-ylidene}methyl)prop-1-en-1-yl]naphtho[1,2-d][1,3]thiazol-1-ium bromide
• Synonyms: 1-Ethyl-2-[3-(1-ethylnaphtho[1,2-d]thiazolin-2-ylidene)-2-methylpropenyl]naphtho[1,2-d]thiazolium bromide; 3,3′-Diethyl-9-methyl-4,5,4′,5′-dibenzothiacarbocyanine; Stains-All

Database IDs

• CAS Number: 7423-31-6
• EC Number: 231-047-7
• MDL Number: MFCD00078788
• Beilstein Number: 3865213
• PubChem SID: 162239129; 24894694
• PubChem CID: 44669079

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.212393
• LogD (pH = 7.4): 4.212393
• Log P: 4.212393
• Molar Refractivity: 169.3004 cm^3
• Polarizability: 60.318935 Å^3
• Polar Surface Area: 7.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 597 nm

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: ~95%; ≥90% (TLC)
• Compostion: Dye content, 95%
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Empirical Formula (Hill Notation): C30H27BrN2S2

DETAILS

Sigma Aldrich - 230960

Packaging
5 g in glass bottle

Sigma Aldrich - 85663

Other Notes
Versatile stain for staining RNA (bluish-purple), DNA (blue), proteins (red) and acid polysaccharides1,2,3,4,5

Sigma Aldrich - E9379

Application
Stains-all is suitable for differential staining of nucleic acids and proteins as follows; RNA (bluish purple), DNA (blue) and proteins (red). As little as 3 ng (123 BP fragment) of pBR322/Hae III digest DNA and 90 ng tRNA can be detected on a polyacrylamide gel. PAGE gels are stained in the dark and then destaining by removing the gel from the staining solution and exposing it to the light from a light box until sufficient destaining has occurred. A staining solution is typically made by dissolving the dye in formamide and buffer.
Caution
Upon continued exposure to light the nucleic acid-dye complex will fade and disappear.
Packaging
1, 5 g in glass bottle