77840-23-4

Basic information

• Product Name: N-dansyl-1,8-diaminooctane
• Synonyms: N-dansyl-1,8-diaminooctane
• CAS NO: 77840-23-4
• Molecular Formula: C20H31 N3 O2 S
• Molecular Weight: 377.54
• Mol File: 77840-23-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 536.5°C at 760 mmHg
• Flash Point: 278.3°C
• Appearance: /
• Density: 1.139g/cm³
• Vapor Pressure: 1.38E-11mmHg at 25°C
• Refractive Index: 1.581
• PKA: 12.00±0.50(Predicted)
• CAS DataBase Reference: N-dansyl-1,8-diaminooctane(CAS DataBase Reference)
• NIST Chemistry Reference: N-dansyl-1,8-diaminooctane(77840-23-4)
• EPA Substance Registry System: N-dansyl-1,8-diaminooctane(77840-23-4)

Safety Data

• Hazardous Substances Data: 77840-23-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H31N3O2S/c1-23(2)19-13-9-12-18-17(19)11-10-14-20(18)26(24,25)22-16-8-6-4-3-5-7-15-21/h9-14,22H,3-8,15-16,21H2,1-2H3

Upstream product

• 1431-39-6 dansylamide 
• 17702-83-9 N-8-bromooctylphthalimide 
• 219981-97-2 5-Dimethylamino-naphthalene-1-sulfonic acid [8-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-octyl]-amide 
• 373-44-4 1,8-diaminooctan 
• 605-65-2 5-(dimethylamino)naphth-1-ylsulfonyl chloride 

Relevant articles and documents

Fluorescent probes for cytochrome P450 structural characterization and inhibitor screening

We have synthesized two luminescent probes (D-4-Ad and D-8-Ad) that target cytochrome P450cam. D-4-Ad luminescence is quenched by Foerster energy transfer upon binding (Kd = 0.83 μM) but is restored when the probe is displaced from the active site by camphor. In contrast, D-8-Ad (Kd ≈ 0.02 μM) is not displaced from the enzyme, even in the presence of a large excess of camphor. The 2.2 A resolution crystal structure of the D-8-Ad:P450cam complex reveals extensive hydrophobic contacts between the probe and the enzyme, which result from the conformational flexibility of the B-, F, and G helices. Probes with properties similar to those of D-4-Ad potentially could be useful for screening P450 inhibitors. Copyright

Fluorescence anisotropy and mobility of dansyl fluorophore in labelled homologous alkanes

Using the steady-state and time-resolved fluorescence anisotropy, the mobility of 5-(dimethylamino)naphthalene-1-sulfonyl (dansyl) fluorophore in homologous 1-[2-acetamido-3-(1H-indol-3-yl)propanamido[-n-]5-(dimethylamino)naphthalene-1-s ulfonamido]alkanes 1 was studied in binary solvents glycerol-water. Steady-state fluorescence data were evaluated by the generalized Perrin equation and the micro-Brownian motion of dansyl fluorophore was described by means of average characteristics (rotational relaxation times) of the rotational relaxation spectrum. The rotational relaxation time of "fast" motions caused by torsional vibrations of single bonds within the rotational-isomeric states decreases with increasing number of methylene groups in homologous compounds. The rotational relaxation time of "slow" motions due to conformational changes of the chain between the tryptophane and dansyl fluorophore remains at first approximately constant with increasing number of methylene groups but increases considerably for long aliphatic chains. The observed decrease in the rate of conformational changes of a long aliphatic chain is probably due to intramolecular interaction of parts of the methylene chain in a medium with high water content. The values of activation enthalpy ΔH+ and activation entropy ΔS≠ calculated from experimental data corroborate such interpretation. Time-resolved anisotropy of dansyl fluorophore at a particular binary solvent composition confirmed the shape of rotational relaxation spectrum and the measured rotational correlation times have been discussed. The time-dependent decays of anisotropy supported our previous interpretation in terms of intramolecular association of the long aliphatic chain in polar medium.