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Merck

700060P

Avanti

desmosterol

Avanti Polar Lipids

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Sinónimos:
24-dehydrocholesterol; 5,24-cholestadien-3β-ol; 110798
Fórmula empírica (notación de Hill):
C27H44O
Número de CAS:
Peso molecular:
384.64
Código UNSPSC:
12352211
NACRES:
NA.25

descripción

3β-hydroxy-5,24-cholestadiene

Análisis

>99% (TLC)

formulario

powder

envase

pkg of 1 × 10 mg (700060P-10mg)
pkg of 1 × 5 mg (700060P-5mg)

fabricante / nombre comercial

Avanti Polar Lipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

InChI

1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

Clave InChI

AVSXSVCZWQODGV-DPAQBDIFSA-N

Categorías relacionadas

Descripción general

Desmosterol lacks a double bond between C24 and C25 compared to cholesterol. It is present in the membrane of spermatozoa and astrocytes and is the major brain sterol.

Aplicación

Desmosterol has been used as a sterol to test its interaction with human protein Mincle and as an internal standard in ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS). It may be used as in the preparation of lipid monolayers.

Acciones bioquímicas o fisiológicas

Desmosterol is a precursor of cholesterol in the Bloch pathway and the enzyme 24-dehydrocholesterol reductase catalyzes this step. Desmosterol accumulates during impairment of 24-dehydrocholesterol reductase enzyme thereby leading to desmosterolosis. Desmosterol is a liver X receptor (LXR) agonist . It is a potential therapeutic target for treating the neurodegenerative disorder. Desmosterol regulates inflammatory signaling in macrophages.

Envase

5 mL Amber Glass Screw Cap Vial (700060P-10mg)
5 mL Amber Glass Screw Cap Vial (700060P-5mg)

también adquirido normalmente con este producto

Referencia del producto
Descripción
Precios

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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cholestanol Avanti Polar Lipids

Avanti

700064P

cholestanol

7-Dehydrocholesterol ≥95.0% (HPLC)

Sigma-Aldrich

30800

7-Dehydrocholesterol

dihydrolanosterol Avanti Polar Lipids

Avanti

700067P

dihydrolanosterol

Triparanol ≥97% (HPLC), powder

Sigma-Aldrich

T5200

Triparanol

vibrant-m

P2920000

Pregnenolone isobutyrate

campesterol Avanti Polar Lipids 700126P, powder

Avanti

700126P

campesterol

5α-Cholestan-3β-ol ≥95%

Sigma-Aldrich

D6128

5α-Cholestan-3β-ol

Campesterol ~65%

Sigma-Aldrich

C5157

Campesterol

Stearic acid Grade I, ≥98.5% (capillary GC)

Sigma-Aldrich

S4751

Stearic acid

Saara Vainio et al.
The Journal of biological chemistry, 281(1), 348-355 (2005-10-27)
Desmosterol is an immediate precursor of cholesterol in the Bloch pathway of sterol synthesis and an abundant membrane lipid in specific cell types. The significance of the difference between the two sterols, an additional double bond at position C24 in
María de Las Mercedes Carro et al.
Biochimica et biophysica acta. Biomembranes, 1862(9), 183357-183357 (2020-05-18)
Ram sperm are particularly sensitive to freeze-thawing mainly due to their lipid composition, limiting their use in artificial insemination programs. We evaluated the extent of cholesterol and desmosterol incorporation into ram sperm through incubation with increasing concentrations of methyl-β-cyclodextrin (MβCD)-sterol
Phillip A Wages et al.
Journal of lipid research, 59(10), 1916-1926 (2018-08-09)
Regulating blood cholesterol (Chol) levels by pharmacotherapy has successfully improved cardiovascular health. There is growing interest in the role of Chol precursors in the treatment of diseases. One sterol precursor, desmosterol (Des), is a potential pharmacological target for inflammatory and
Maurice Jansen et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 27(3), 865-870 (2012-12-12)
The brain is the most cholesterol-enriched tissue in the body. During brain development, desmosterol, an immediate precursor of cholesterol, transiently accumulates up to 30% of total brain sterols. This massive desmosterol deposition appears to be present in all mammalian species
Guangtao Li et al.
Journal of lipid research, 61(5), 758-766 (2020-01-23)
The formation and properties of liquid-ordered (Lo) lipid domains (rafts) in the plasma membrane are still poorly understood. This limits our ability to manipulate ordered lipid domain-dependent biological functions. Giant plasma membrane vesicles (GPMVs) undergo large-scale phase separations into coexisting

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