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Merck

C9523

Sigma-Aldrich

Natriumcholesterylsulfat

Synonym(e):

5-Cholesten-3β-ol-sulfat Natriumsalz, Cholesterin-3-sulfat Natriumsalz, Cholesteryl-sulfat Natriumsalz

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About This Item

Empirische Formel (Hill-System):
C27H45NaO4S
CAS-Nummer:
Molekulargewicht:
488.70
Beilstein:
3899884
MDL-Nummer:
UNSPSC-Code:
41141804
eCl@ss:
39023139
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

Beschreibung

anionic

Assay

≥98% (TLC)

Form

powder

Versandbedingung

ambient

Lagertemp.

−20°C

SMILES String

[H][C@@]([C@H](C)CCCC(C)C)([C@@]1(C)CC[C@@]23[H])CC[C@]1([C@](CC=C4C[C@H](CC[C@]34C)OS([O-])(=O)=O)2[H])[H].[Na+]

InChI

1S/C27H46O4S.Na/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5;/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30);/q;+1/p-1/t19-,21+,22+,23-,24+,25+,26+,27-;/m1./s1

InChIKey

LMPVQXVJTZWENW-KPNWGBFJSA-M

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Anwendung

Sodium cholesteryl sulfate was used as the source of cholesterol in the preparation of Edgar′s growth medium used for embryology experiments. It was used as a standard for the separation of human stratum corneum lipids by thin layer chromatography.

Biochem./physiol. Wirkung

Cholesteryl sulfate is a natural constituent of human spermatozoa and has major role in the maturation of sperms. It could also be involved in the capacitation of sperms and enables ovum penetration. Low concentrations of cholesteryl sulfate inhibits acrosin, the proteinase present in sperm acrosome that facilitates ovum penetration.

Angaben zur Herstellung

Sodium cholesteryl sulfate yields clear, colorless solution in chloroform-methanol (1:1) mixture at 10 mg/ml.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

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Lois G Edgar et al.
Methods in cell biology, 107, 151-175 (2012-01-10)
The direct manipulation of embryonic cells is an important tool for addressing key questions in cell and developmental biology. C. elegans is relatively unique among genetic model systems in being amenable to manipulation of embryonic cells. Embryonic cell manipulation has
N Y Schürer et al.
Experimental dermatology, 4(1), 46-51 (1995-02-01)
There is a need in many studies on the epidermal permeability barrier for practical and reliable separation of all major fractions of human stratum corneum lipids. Various methods have been described including thin layer chromatography, high performance thin layer chromatography
J Langlais et al.
Proceedings of the National Academy of Sciences of the United States of America, 78(12), 7266-7270 (1981-12-01)
Cholesteryl sulfate is a normal constituent of human spermatozoa. The in vitro uptake of tritiated cholesteryl sulfate resulted in the labeling of all spermatozoa as demonstrated by light-microscope radioautography. The binding of the sterol sulfate was localized mainly in the
Carlos Silvestre-Roig et al.
Nature, 569(7755), 236-240 (2019-05-03)
The perpetuation of inflammation is an important pathophysiological contributor to the global medical burden. Chronic inflammation is promoted by non-programmed cell death1,2; however, how inflammation is instigated, its cellular and molecular mediators, and its therapeutic value are poorly defined. Here
Thida Phoeung et al.
Langmuir : the ACS journal of surfaces and colloids, 25(10), 5778-5784 (2009-03-04)
In recent studies, it has been shown that mixtures of palmitic acid (PA), and cholesterol or cholesterol sulfate (Schol), in a PA/sterol molar ratio of 30/70 lead to the formation of liquid-ordered (lo) lamellar phases. The extrusion of these systems

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