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700016P

Avanti

cholesterol sulfate

Avanti Research - A Croda Brand 700016P

Synonym(e):

cholesterol sulfonate; cholesteryl sulfate; sodium cholesteryl sulfate; cholesteryl sulphate

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About This Item

Empirische Formel (Hill-System):
C27H45NaO4S
CAS-Nummer:
Molekulargewicht:
488.70
UNSPSC-Code:
12352211
NACRES:
NA.25

Beschreibung

cholesterol 3-sulfate (sodium salt)

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 1 g (700016P-1g)
pkg of 1 × 25 mg (700016P-25mg)
pkg of 1 × 500 mg (700016P-500mg)

Hersteller/Markenname

Avanti Research - A Croda Brand 700016P

Versandbedingung

dry ice

Lagertemp.

−20°C

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

Allgemeine Beschreibung

Cholesterol sulfate is synthesized by the sulfoconjugation of cholesterol in the presence of enzyme cholesterol sulfotransferase. It is present in brain, lungs, hair and skin tissues as well as cells including erythrocytes, platelets and spermatozoa.

Anwendung

Cholesterol sulfate has been used in micelle preparation and in surface plasmon resonance (SPR) studies.

Biochem./physiol. Wirkung

Cholesterol sulfate is associated with atherosclerotic lesions and serves as a substrate for platelet adhesion. It stabilizes the spermatozoa membranes and erythrocytes. Cholesterol sulfate is involved in the keratinocyte differentiation and its levels are elevated in recessive X-linked ichthyosis. It serves as a ligand for retinoic acid-related orphan receptor α (RORα). Cholesterol sulfate regulates glucose metabolism and is a potential target for metabolic disorders. It is also a potential marker for human uterine cervical carcinoma tissue and prostate carcinoma.

Verpackung

20 mL Clear Glass Screw Cap Vial (700016P-1g)
20 mL Clear Glass Screw Cap Vial (700016P-500mg)
5 mL Amber Glass Screw Cap Vial (700016P-25mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Patrizia Lopalco et al.
Frontiers in physiology, 10, 1344-1344 (2019-11-19)
The reduction of sperm motility and count, or oligoasthenozoospermia, is one of the major causes of reduced fertility or infertility in men. Lipid composition of spermatozoa is important in determining their functional characteristics, in particular on motility, acrosomal exocytosis or
M Merten et al.
Circulation, 103(16), 2032-2034 (2001-04-25)
Cholesterol 3-sulfate is present on a variety of cells and in human LDL, and it has been found in atherosclerotic lesions of human aorta. Its precise biological role has not yet been described. In this study, we investigated the interaction
Charles A Strott et al.
Journal of lipid research, 44(7), 1268-1278 (2003-05-06)
Cholesterol sulfate is quantitatively the most important known sterol sulfate in human plasma, where it is present in a concentration that overlaps that of the other abundant circulating steroid sulfate, dehydroepiandrosterone (DHEA) sulfate. Although these sulfolipids have similar production and
Xiongjie Shi et al.
Molecular and cellular biology, 34(3), 485-497 (2013-11-28)
Sulfotransferase (SULT)-mediated sulfation represents a critical mechanism in regulating the chemical and functional homeostasis of endogenous and exogenous molecules. The cholesterol sulfotransferase SULT2B1b catalyzes the sulfoconjugation of cholesterol to synthesize cholesterol sulfate (CS). In this study, we showed that the
Alexey V Kostarnoy et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(13), E2758-E2765 (2017-03-16)
Sterile (noninfected) inflammation underlies the pathogenesis of many widespread diseases, such as allergies and autoimmune diseases. The evolutionarily conserved innate immune system is considered to play a key role in tissue injury recognition and the subsequent development of sterile inflammation;

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