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190080

AY 9944

A cell-permeable amphiphilic diamine that blocks cholesterol biosynthesis and its esterification.

Synonim(y):

trans-1, 4-bis(2-chlorobenzyloaminometylo)cykloheksan, 2HCl, antagonista sygnalizacji Shh IV, trans-1,4-bis(2-chlorobenzyloaminometylo)cykloheksan, 2HCl, antagonista sygnalizacji Shh IV

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Rozmiar/SKUDostępnośćCena netto
5 mg
Sprawdź dostępność w koszyku
1030,00 zł

Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C22H28Cl2N2 · 2HCl
Numer CAS:
Masa cząsteczkowa:
464.30
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)

1030,00 zł


Sprawdź dostępność w koszyku

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Quality Segment

description

RTECS - GU7025000

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

DMSO: 20 mg/mL, water: 20 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[Cl-].[Cl-].Clc1c(cccc1)CNCC2CCC(CC2)CNCc3c(cccc3)Cl.[H+].[H+]

InChI

1S/C22H28Cl2N2.2ClH/c23-21-7-3-1-5-19(21)15-25-13-17-9-11-18(12-10-17)14-26-16-20-6-2-4-8-22(20)24;;/h1-8,17-18,25-26H,9-16H2;2*1H

InChI key

NRVIEWRSGDDWHP-UHFFFAOYSA-N

General description

A cell-permeable amphiphilic diamine that blocks cholesterol biosynthesis and its esterification. Specifically blocks 7-dehydrocholesterol reductase (Δ7-sterol reductase) activity with IC50= 13 nM. Important tool in Sonic Hedgehog signaling and teratogenicity studies. Also reported to induce a rapid and irreversible reduction in Acidic-Sphingomyelinase activity in fibroblasts.
A cell-permeable, amphiphilic diamine that acts as a potent inhibitor of cholesterol biosynthesis and esterification and exhibits teratogenic properties. Specifically blocks 7-dehydro-cholesterol reductase (Δ7-sterol reductase; DHC) activity with IC50= 13 nM. Reported to disrupt Sonic Hedgehog (Shh) signaling during embryogenesis in rats. Also reported to induce a rapid and irreversible reduction in acidic-sphingomyelinase activity in fibroblasts.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
7-dehydrocholesterol reductase (δ7-sterol reductase)
Product does not compete with ATP.
Reversible: no
Target IC50: 13 nM in blocking 7-dehydrocholesterol reductase (δ7-sterol reductase) activity

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Gofflot, F., et al. 2001. Dev. Dyn.220, 99.
Cooper, M.K., et al. 1998. Science280, 1603.
Incardona, J.P., et al. 1998. Development125, 3553.
Moebius, F.F., et al. 1998. Proc. Natl. Acad. Sci. USA95, 1899.
Yoshida, Y. 1985. J. Biochem.98, 1669.
Kraml, M., et al. 1964. Biochem. Biophys. Res. Commun.15, 455.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)
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Ta pozycja
MABN2724S0191S8321
description

A cell-permeable amphiphilic diamine that blocks cholesterol biosynthesis and its esterification.

description

-

description

≥97% (SDS-PAGE), recombinant, expressed in E. coli, Fused to a histidine tag at the C-terminus, lyophilized powder

description

clone SH154, purified from hybridoma cell culture

form

solid

form

-

form

lyophilized powder

form

buffered aqueous solution

assay

≥95% (HPLC)

assay

-

assay

≥97% (SDS-PAGE)

assay

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

-

storage temp.

2-8°C

storage temp.

-10 to -25°C

storage temp.

−20°C

storage temp.

−20°C

solubility

water: 20 mg/mL, DMSO: 20 mg/mL

solubility

-

solubility

-

solubility

-


Piktogramy

Skull and crossbones

Słowo ostrzegawcze

Danger

Kody zagrożeń

Hazard Classifications

Acute Tox. 3 Oral

Klasa składowania

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Co się dzieje?

WGK 3



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Questions

  1. Can this inhibitor cross the blood-brain barrier?

    1 answer
    1. The testing on the blood-brain barrier permeability of this product has not been conducted. However, according to the following article, this compound is expected to be capable of crossing the blood-brain barrier: J Lipid Res. 2004 Oct;45(10):1952-7. The publication is titled "Enzyme blockade: a nonradioactive method to determine the absolute rate of cholesterol synthesis in the brain" and can be found under the PMID: 15258193

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