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700072P

Avanti

zymosterol-d5

Avanti Research™ - A Croda Brand

Synonym(s):

(2,2,3,4,4-D5)-5α-cholesta-8,24-dien-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C27H39D5O
CAS Number:
1246298-29-2
Molecular Weight:
389.67
UNSPSC Code:
12352211
NACRES:
NA.25

description

(2,2,3,4,4-d5)-zymosterol

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700072P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

C[C@]12CCC([C@](CC([2H])([2H])[C@@](O)([2H])C3([2H])[2H])(C)C3CC4)=C4[C@]1([H])CC[C@]2([H])[C@]([H])(C)CCC=C(C)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/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20?,21+,23-,24+,26+,27-/m1/s1/i13D2,17D2,21D

InChI key

CGSJXLIKVBJVRY-VDWRJBAWSA-N

General description

Zymosterol-d5 is the deuterated form of zymosterol. Zymosterol is a precursor of cholesterol and the synthesis events occur in rough endoplasmic reticulum.

Application

Zymosterol-d5 has been used as a standard in liquid chromatography–mass spectrometry (LC-MS) for quantification of sterols from human plasma samples.

Biochem/physiol Actions

Zymosterol is a substrate for 24-dehydrocholesterol reductase. It acts as a methyl acceptor and exists as fatty acid ester aerobically-grown yeast cells.

Packaging

5 mL Amber Glass Screw Cap Vial (700072P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

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N Ariga et al.
Journal of biochemistry, 83(4), 1109-1116 (1978-04-01)
In order to identify the methyl acceptor for the methylation of sterol side-chains in ergosterol biosynthesis, Saccharomyces cerevisiae (wild type) was grown in the presence and absence of ethionine which was expected to be an inhibitor of the methylation. Gas-liquid
Y Lange et al.
The Journal of biological chemistry, 266(32), 21439-21443 (1991-11-15)
Where examined, cholesterol is synthesized in the endoplasmic reticulum; however, its precursor, zymosterol, is found mostly in the plasma membrane. The novel implication of these disparate findings is that zymosterol circulates within the cell. In tracing its movements, we have
Natalia Mast et al.
PloS one, 12(10), e0187168-e0187168 (2017-10-27)
Cytochrome P450 46A1 (CYP46A1) converts cholesterol to 24-hydroxycholesterol and thereby controls the major pathways of cholesterol removal from the brain. Cyp46a1-/- mice have a reduction in the rate of cholesterol biosynthesis in the brain and significant impairments to memory and

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