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72964

Sigma-Aldrich

6-(7-Nitrobenzofurazan-4-ylamino)hexanoic acid

suitable for fluorescence

Synonyme(s) :

6-(7-Nitro-2,1,3-benzoxadiazol-4-ylamino)hexanoic acid

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About This Item

Formule empirique (notation de Hill):
C12H14N4O5
Numéro CAS:
88235-25-0
Poids moléculaire :
294.26
Numéro Beilstein :
6936249
Numéro MDL:
MFCD00057884
Code UNSPSC :
12352116
ID de substance PubChem :
329764495
Nomenclature NACRES :
NA.32

Pureté

≥96.0% (HPLC)

Forme

powder

Fluorescence

λex 466 nm; λem 535 nm in methanol

Adéquation

suitable for fluorescence

Chaîne SMILES 

OC(=O)CCCCCNc1ccc([N+]([O-])=O)c2nonc12

InChI

1S/C12H14N4O5/c17-10(18)4-2-1-3-7-13-8-5-6-9(16(19)20)12-11(8)14-21-15-12/h5-6,13H,1-4,7H2,(H,17,18)

Clé InChI

DJFNQJJTTPMBIL-UHFFFAOYSA-N

Autres remarques

Probing of the binding sites of fatty acid and sterol carrier proteins

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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S Lin et al.
Photochemistry and photobiology, 54(3), 361-365 (1991-09-01)
The fluorescence kinetics of the nitrobenzoxadiazole (NBD) chromophore were studied at low concentrations in solvents with varying polarity and hydrogen-bonding donor strength. The emission decay was essentially single exponential in all solvents studied. While the absorption and fluorescence solvatochromism is
J C McIntyre et al.
Chemistry and physics of lipids, 66(3), 171-180 (1993-12-01)
The synthesis, identification and characterization of neutral lipid analogs containing N-(7-nitro-2,1,3-benzoxadiazoi-4-yl)-aminocaproic acid are reported. The acyl-imidazole derivative of the fluorescent fatty acid was used to esterify L-alpha-glycerophosphorylcholine. Fluorescent phosphatidylcholines were converted to the corresponding diacylglycerols by phospholipase C digestion. Triacylglycerols
A Sofer et al.
Journal of cell science, 109 ( Pt 8), 2111-2119 (1996-08-01)
In order to study the endocytosis of membrane lipids during the development of neuronal polarity, we examined the internalization of a short acyl chain fluorescent derivative of ganglioside GM1, N-(6-(4-nitrobenz-2-oxa-1,3-diazole-7-yl)-aminohexanoyl)-GM1 (C6-NBD-GM1), in hippocampal neurons cultured at low density. C6-NBD-GM1 was
S J Slater et al.
Biochemistry, 32(14), 3714-3721 (1993-04-13)
It is proposed that increased phospholipid unsaturation in membranes and perturbation by agents such as ethanol weaken interlipid hydrogen bonding involving water and that the process is independent of effects on lipid order. To investigate this, the rates of phospholipid
D W Dekkers et al.
The Biochemical journal, 350 Pt 2, 531-535 (2000-08-19)
The role of multidrug resistance protein 1 (MRP1) in the maintenance of transbilayer lipid asymmetry in the erythrocyte membrane was investigated. The transbilayer distribution of endogenous phospholipids and [(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]hexanoyl (NBD)-labelled lipid analogues was compared in the absence and the presence
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