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Dokumente

E2634

Sigma-Aldrich

Ergosta-5,7,9(11),22-tetraen-3β-ol

~96% (HPLC)

Synonym(e):

Dehydroergosterol

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About This Item

Empirische Formel (Hill-System):
C28H42O
CAS-Nummer:
516-85-8
Molekulargewicht:
394.63
MDL-Nummer:
MFCD00083319
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24894479
NACRES:
NA.77

Assay

~96% (HPLC)

Qualitätsniveau

200

Lagertemp.

−20°C

SMILES String

[H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C

InChI

1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1

InChIKey

QSVJYFLQYMVBDR-CMNOFMQQSA-N

Allgemeine Beschreibung

Ergosta-5,7,9(11),22-tetraen-3β-ol is an analogue of ergosterol. It comprises of three conjugated double bonds in a steroid ring system. Ergosta-5,7,9(11),22-tetraen-3β-ol possesses anti-inflammatory property. It is used as a cholesterol reporter.

Anwendung

A fluorescent cholesterol analog useful as a probe in membrane research.
Ergosta-5,7,9(11),22-tetraen-3β-ol has been used to examine the acyltransferase activity of lecithin:cholesterol acyltransferase (LCAT). It has also been used for liposome preparation.

Piktogramme

Health hazard
GHS08

Signalwort

Warning

H-Sätze

H351,H373

Gefahreneinstufungen

Carc. 2 - STOT RE 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Sigma-Aldrich

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Brad Chazotte
Cold Spring Harbor protocols, 2011(5), pdb-pdb (2011-05-04)
Cholesterol, an essential component of most cellular membranes, is present in the plasma membrane and is enriched within lipid rafts. It is, however, virtually absent from the mitochondrial inner membrane, and there is little within the endoplasmic reticulum. Dehydroergosterol (DHE)
Dehydroergosterol as an Analogue for Cholesterol: Why It Mimics Cholesterol So Well or Does It?
Pourmousa M, et al.
The Journal of Physical Chemistry B, 118(26), 7345-7357 (2014)
Daniel Wüstner et al.
Histochemistry and cell biology, 130(5), 891-908 (2008-09-13)
Distribution and dynamics of cholesterol in the plasma membrane as well as internalization pathways for sterol from the cell surface are of great cell biological interest. Here, UV-sensitive wide field microscopy of the intrinsically fluorescent sterols, dehydroergosterol (DHE) and cholestatrienol
Fischer, R.T., et al.
J. Biol. Physics, 13, 13-13 (1985)
Tim P Levine
The Journal of cell biology, 195(6), 927-929 (2011-12-14)
A new study in this issue (De Saint-Jean et al. 2011. J. Cell Biol. http://dx.doi.org/jcb.201104062) reveals that the sterol transfer protein Osh4p can also transport the signaling phospholipid phosphatidylinositol 4-phosphate (PI(4)P), which binds to the same site in Osh4p as
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