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C8503

Cholesterol

Name: Cholesterol
Brand: SIGMA

from sheep wool, ≥92.5% (GC), powder

Synonym(s):

3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₄₆O

CAS Number:

57-88-5

Molecular Weight:

386.65

NACRES:

NA.77

PubChem Substance ID:

24893064

eCl@ss:

39023139

UNSPSC Code:

41141804

EC Number:

200-353-2

MDL number:

MFCD00003646

Beilstein/REAXYS Number:

1915888

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Properties

biological source

sheep wool

Quality Level

200

assay

≥92.5% (GC)

form

powder

bp

360 °C (lit.)

mp

147-149 °C (lit.)

solubility

water: soluble 0.00003 g/L at 20 °C

density

1.067 g/mL at 25 °C (lit.)

shipped in

ambient

storage temp.

room temp

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H46O/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/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

HVYWMOMLDIMFJA-DPAQBDIFSA-N

Gene Information

human ... POLA1(5422), TOP2A(7153)
rat ... Ar(24208), Polb(29240)

Description

Application

Cholesterol was used to prepare immune-stimulating complexes to enhance cellular and humoral responses. It was incorporated in animal feed to study the effect of cholesterol-rich diet.

Biochem/physiol Actions

Cholesterol is a lipid makes up about 20-25% of the structural components of the cell membranes. It determines the fluidity and permeability of the membrane, making it permeable to water but not to ions and protons. Cholesterol also regulates the functions of the transporters and signaling proteins present on the plasma membrane. The major sites of cholesterol synthesis are small intestine and liver.

Major component of all biological membranes; ~25% of total brain lipid is cholesterol.

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

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Protocols

胆固醇氧化酶的酶学测定

本操作流程使用过氧化物酶和邻联二茴香胺在500nm处进行胆固醇氧化酶活性的测定。胆固醇氧化酶是一种以氧为受体而作用于供体的CH-OH基团的酶。

Enzymatic Assay of Cholesterol Oxidase

Enzymatic activity assay for cholesterol oxidase, excluding specific product numbers, providing guidelines for accurate cholesterol oxidase assays.

Articles

胆固醇生物合成

胆固醇的生物合成通常发生在肝细胞的内质网中，并以乙酰辅酶A开始，乙酰辅酶A主要来源于线粒体中的氧化反应。乙酰辅酶A和乙酰乙酰辅酶A由HMG-辅酶A合成酶转化为3-羟基-3-甲基戊二酰辅酶A（HMG-辅酶A）。

Cholesterol Biosynthesis

Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

The combined CTA1-DD/ISCOM adjuvant vector promotes priming of mucosal and systemic immunity to incorporated antigens by specific targeting of B cells.

Anja Helgeby et al.

Journal of immunology (Baltimore, Md. : 1950), 176(6), 3697-3706 (2006-03-07)

The cholera toxin A1 (CTA1)-DD/QuilA-containing, immune-stimulating complex (ISCOM) vector is a rationally designed mucosal adjuvant that greatly potentiates humoral and cellular immune responses. It was developed to incorporate the distinctive properties of either adjuvant alone in a combination that exerted

Effects of 2 or 5 consecutive exercise days on adipocyte area and lipid parameters in Wistar rats

Guerra RL et al

Lipids in Health and Disease, 6, doi: 10-doi: 10 (2007)

A review of lipoprotein cholesterol metabolism: importance to ovarian function.

R R Grummer et al.

Journal of animal science, 66(12), 3160-3173 (1988-12-01)

Cholesterol utilized for steroid synthesis by ovarian tissue may be derived from de novo synthesis or cellular uptake of lipoprotein cholesterol. The majority of blood cholesterol is transported by either low (LDL) or high (HDL) density lipoproteins, depending on the

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Global Trade Item Number

SKU	GTIN
C8503-1KG	04061833522349
C8503-500G	04061833522356
C8503-100G	04061835543564
C8503-25G	04061835521722
C8503-5KG	04061833522363