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Autres documents

D7692

Sigma-Aldrich

Diethylumbelliferyl phosphate

≥98% (HPLC), oil

Synonyme(s) :

DEUP, UBP

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About This Item

Formule empirique (notation de Hill):
C14H17O6P
Numéro CAS:
897-83-6
Poids moléculaire :
312.25
Code UNSPSC :
12352200
ID de substance PubChem :
24894155
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

oil

Couleur

colorless to yellow

Solubilité

DMSO: >5 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

CCOP(=O)(OCC)Oc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C14H17O6P/c1-4-17-21(16,18-5-2)20-11-6-7-12-10(3)8-14(15)19-13(12)9-11/h6-9H,4-5H2,1-3H3

Clé InChI

GHGRYKAFUNNHBG-UHFFFAOYSA-N

Application

Diethylumbelliferyl phosphate has been used as a lipase inhibitor to treat wild-type myeloblasts for in vitro neutrophil differentiation assays.

Actions biochimiques/physiologiques

Diethylumbelliferyl phosphate (DEUP), an organophosphate does not block protein kinase activity A in vitro.
Diethylumbelliferyl phosphate is a selective, potent cholesterol esterase inhibitor. It blocks steroidogenesis primarily by preventing cholesterol transport into the mitochondria of steroidogenic cells. Inhibitors of cholesterol esterase are anticipated to limit the absorption of dietary cholesterol. IC50 = 11.6 μM.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

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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Rickson C Mesquita et al.
Biomedical optics express, 1(1), 324-336 (2011-01-25)
Resting state connectivity aims to identify spontaneous cerebral hemodynamic fluctuations that reflect neuronal activity at rest. In this study, we investigated the spatial-temporal correlation of hemoglobin concentration signals over the whole head during the resting state. By choosing a source-detector
Momoko Yamagata et al.
Experimental brain research, 236(5), 1501-1517 (2018-03-23)
We explored the relations between indices of mechanical stability of vertical posture and synergy indices under unexpected perturbations. The main hypotheses predicted higher posture-stabilizing synergy indices and higher mechanical indices of center of pressure stability during perturbations perceived by subjects
Satoru Yoshikawa et al.
American journal of physiology. Renal physiology, 313(5), F1089-F1096 (2017-08-05)
Multiple vaginal parities have been reported to be an important risk factor for stress urinary incontinence (SUI). Simulated birth trauma with single vaginal distention (VD) has been used to induce the SUI condition in animals; however, the effect of multiple
Y S Choi et al.
European journal of biochemistry, 234(2), 680-685 (1995-12-01)
Diethylumbelliferyl phosphate (DEUP) is an organophosphate cholesteryl ester hydrolase inhibitor that blocks steroidogenesis mainly by preventing cholesterol transport into the mitochondria of steroidogenic cells. In the present study, we show that DEUP blocks the cAMP-stimulated mitochondrial accumulation of the 30-kDa
Autophagy-dependent generation of free fatty acids is critical for normal neutrophil differentiation
Riffelmacher T, et al.
Immunity, 47(3), 466-480 (2017)
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Articles

Cholesterol Esterification

Cholesterol undergoes esterification to improve transport. Cholesterol esters are more easily packaged into the interior of lipoproteins - increasing the quantity that can be readily transported in the blood stream.

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