2-tert-butyl-7-(diethylamino)-4-[3-(1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene)prop-1-en-1-yl]-1λ4-chromen-1-ylium

• ChemBase ID: 157957
• Molecular Formular: C40H49N3O8S
• Molecular Mass: 731.89736
• Monoisotopic Mass: 731.32403654
• SMILES: CCN(CC)c1ccc2c(cc([o+]c2c1)C(C)(C)C)/C=C/C=C\1/C(c2cc(ccc2N1CCCCCC(=O)ON1C(=O)CCC1=O)S(=O)(=O)[O-])(C)C
• Canonical SMILES: CCN(c1ccc2c(c1)[o+]c(cc2/C=C/C=C/1\N(CCCCCC(=O)ON2C(=O)CCC2=O)c2c(C1(C)C)cc(cc2)S(=O)(=O)[O-])C(C)(C)C)CC
• InChI: InChI=1S/C40H49N3O8S/c1-8-41(9-2)28-17-19-30-27(24-35(39(3,4)5)50-33(30)25-28)14-13-15-34-40(6,7)31-26-29(52(47,48)49)18-20-32(31)42(34)23-12-10-11-16-38(46)51-43-36(44)21-22-37(43)45/h13-15,17-20,24-26H,8-12,16,21-23H2,1-7H3
• InChIKey: PHHUECZJTSYKRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-tert-butyl-7-(diethylamino)-4-[3-(1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene)prop-1-en-1-yl]-1λ^4-chromen-1-ylium
• IUPAC Traditional name: 2-tert-butyl-7-(diethylamino)-4-[3-(1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}-3,3-dimethyl-5-sulfonatoindol-2-ylidene)prop-1-en-1-yl]-1λ^4-chromen-1-ylium
• Synonyms: Reactive fluorescent red 630; Fluorescent red 630 reactive; 荧光红 HFG 激活剂; 荧光红 HFG 活性剂

Database IDs

• CAS Number: 350496-73-0
• MDL Number: MFCD03456833
• PubChem SID: 162252093; 24887291
• PubChem CID: 11664869

CALCULATED PROPERTIES

• Acid pKa: -3.3883724
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 5.34853
• LogD (pH = 7.4): 5.3485003
• Log P: 5.096688
• Molar Refractivity: 213.9174 cm^3
• Polarizability: 78.843834 Å^3
• Polar Surface Area: 140.5 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble
• Fluorescence: λex 620 nm; λem 650 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: ≥80% (coupling to amines)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C40H49N3O8S

DETAILS

Sigma Aldrich - 78361

Application
Amino-reactive biolabel excited by red lasers (He/Ne; 633 nm) and diode lasers (635-650 nm). The chromophore is a bridged hemicyanine. Quantum yield is fairly low in aqueous media, but increases up to one order of magnitude if coupled to a target protein; Molar absorption 120,000 M-1 cm-1, λabs: (conjugate) 645 nm; λem: (conjugate) 660 nm
Features and Benefits
This novel hemocyanin dye is optimally excited by He-Ne laser with a wavelength of 633 nm, but may also be excited by argon or argon-krypton laser with a wavelength of 647 nm or diode lasers.Additional advantages are:High molar absorptions (120,000 M-1cm-1)Low quantum yields in nonaqueous media, greatly increased by binding to target molecules.Very strong fluorescence in solid state, which allows preparation of DNA for arrays on glass.