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700016P

Avanti

cholesterol sulfate

Avanti Research™ - A Croda Brand 700016P

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C27H45NaO4S
Numéro CAS:
2864-50-8
Poids moléculaire :
488.70
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Description

cholesterol 3-sulfate (sodium salt)

Pureté

>99% (TLC)

Forme

powder

Conditionnement

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

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 700016P

Conditions d'expédition

dry ice

Température de stockage

−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

Clé InChI

LMPVQXVJTZWENW-KPNWGBFJSA-M

Catégories apparentées

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

Conditionnement

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)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Sigma-Aldrich

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Sigma-Aldrich

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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
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
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
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
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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