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Merck

700070P

Avanti

trihydroxycholestanoic acid

Avanti Research - A Croda Brand

Sinónimos:

3α,7α,12α-trihydroxycholestanoic acid

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About This Item

Fórmula empírica (notación de Hill):
C27H46O5
Número de CAS:
Peso molecular:
450.65
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700070P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

bile acids

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/t15-,16?,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI key

CNWPIIOQKZNXBB-VCVMUKOKSA-N

Categorías relacionadas

General description

Trihydroxycholestanoic acid (THCA) is an oxidative metabolite of cholesterol and a precursor to bile acids. Very long-chain acyl-CoA synthetase (VLCS) associated with endoplasmic reticulum and peroxisomes activates THCA, the C27 bile acid intermediate.

Application

Trihydroxycholestanoic acid has been used as a sterol to test its reactivity with human mincle protein.

Biochem/physiol Actions

Trihydroxycholestanoic acid (THCA) and dihydroxycholestanoic (DHCA) accumulation is observed in Zellweger syndrome and cholestatic liver disease. The synthesis of (25R)-isomer of DHCA and THCA is favored by mitochondrial 27-hydroxylase.

Packaging

5 mL Amber Glass Screw Cap Vial (700070P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available


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S Ferdinandusse et al.
Journal of lipid research, 42(1), 137-141 (2001-02-13)
We identified a new peroxisomal disorder caused by a deficiency of the enzyme alpha-methylacyl-coenzyme A (CoA) racemase. Patients with this disorder show elevated plasma levels of pristanic acid and the bile acid intermediates di- and trihydroxycholestanoic acid (DHCA and THCA)
James O'Byrne et al.
The Journal of biological chemistry, 278(36), 34237-34244 (2003-06-18)
Bile acid-CoA:amino acid N-acyltransferase (BACAT) catalyzes the conjugation of bile acids to glycine and taurine for excretion into bile. By use of site-directed mutagenesis and sequence comparisons, we have identified Cys-235, Asp-328, and His-362 as constituting a catalytic triad in
Ryoko Kiyotake et al.
The Journal of biological chemistry, 290(42), 25322-25332 (2015-08-25)
C-type lectin receptors (CLRs) are an emerging family of pattern recognition receptors that recognizes pathogens or damaged tissue to trigger innate immune responses. However, endogenous ligands for CLRs are not fully understood. In this study, we sought to identify an

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