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190080

AY 9944

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

Sinonimo/i:

AY 9944, trans-1,4- bis(2-Chlorobenzylaminomethyl)cyclohexane, 2HCl, Shh Signaling Antagonist IV, trans-1,4-bis(2-Chlorobenzylaminomethyl)cyclohexane, 2HCl, Shh Signaling Antagonist IV

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Cambia visualizzazione
A voi/SKUDisponibilitàPrezzo
5 mg
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CHF 208.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C22H28Cl2N2 · 2HCl
Numero CAS:
Peso molecolare:
464.30
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)

CHF 208.00


Per conoscere la disponibilità, visualizza il carrello

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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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239820239825567731
AY 9944 A cell-permeable amphiphilic diamine that blocks cholesterol biosynthesis and its esterification.

Sigma-Aldrich

190080

AY 9944

AMD3100 InSolution, ≥98%, 50 mM aqueous solution, CXCR4 antagonist I

Sigma-Aldrich

239825

AMD3100

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

liquid

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−70°C

storage temp.

2-8°C

storage condition

OK to freeze, desiccated (hygroscopic)

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

storage condition

OK to freeze, avoid repeated freeze/thaw cycles, protect from light

storage condition

OK to freeze, desiccated (hygroscopic), protect from light


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Classe di stoccaggio

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

wgk

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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