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566660

Sigma-Aldrich

SAG

≥98% (HPLC), solid, smoothened agonist, Calbiochem®

Synonym(e):

Smoothened Agonist, SAG

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About This Item

Empirische Formel (Hill-System):
C28H28ClN3OS · 2HCl · 2H2O
CAS-Nummer:
Molekulargewicht:
599.01
MDL-Nummer:
UNSPSC-Code:
12352200
NACRES:
NA.77

product name

Smoothened Agonist, SAG, A cell-permeable Smoothened Agonist, SAG, CAS 364590-63-6, modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (KD = 59 nM).

Qualitätsniveau

Assay

≥98% (HPLC)

Form

solid

Hersteller/Markenname

Calbiochem®

Lagerbedingungen

OK to freeze
desiccated (hygroscopic)
protect from light

Farbe

light yellow

Löslichkeit

DMSO: 10 mg/mL
water: 25 mg/mL

Versandbedingung

ambient

Lagertemp.

2-8°C

SMILES String

[s]1c2c(c(c1C(=O)N(C5CCC(CC5)NC)Cc3cc(ccc3)c4ccncc4)Cl)cccc2.Cl.Cl.O

InChI

1S/C28H28ClN3OS.2ClH.H2O/c1-30-22-9-11-23(12-10-22)32(28(33)27-26(29)24-7-2-3-8-25(24)34-27)18-19-5-4-6-21(17-19)20-13-15-31-16-14-20;;;/h2-8,13-17,22-23,30H,9-12,18H2,1H3;2*1H;1H2

InChIKey

IYXUQUYRWPGIQL-UHFFFAOYSA-N

Allgemeine Beschreibung

A cell-permeable Smoothened Agonist, SAG, CAS 364590-63-6, modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (KD = 59 nM).
A cell-permeable benzothiophene compound that modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (KD = 59 nM). Shown to induce Smo internalization. Shown to induce Hedgehog pathway activation (EC50 ∼3 nM in NIH 3T3-derived Shh-LIGHT2 cells) and counteracts Cyclopamine-KAAD (Cat. No. 239804) inhibition of Smo. Reported to act as an activator at low concentrations and as an inhibitor at very high concentrations.
A cell-permeable benzothiophene compound that modulates the coupling of Smo with its downstream effector by interacting with the Smo heptahelical domain (KD = 59 nM). Shown to induce Smo internalization. Shown to induce Hedgehog pathway activation (EC50 = ∼ 3 nM in NIH 3T3-derived Shh-LIGHT2 cells) and counteracts Cyclopamine-KAAD (Cat. No. 239804) inhibition of Smo. Reported to act as an activator at low concentrations and as an inhibitor at very high concentrations. A 10 mM (500 µg/86 µl) solution of Smoothened Agonist, SAG (Cat. No. 566661) in H2O is also available.

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Sonstige Hinweise

Wang, J., et al. 2010. Proc. Natl. Acad. Sci. USA.107, 9323.
Meloni, A.R., et al. 2006. Mol. Cell. Biol.26, 7750.
Chen, W., et al. 2004. Science306, 2257.
Chen, J.K., et al. 2002. Proc. Natl. Acad. Sci. USA99, 14071.
Frank-Kamenetsky, M., et al. 2002. J. Biol.1, 10.

Rechtliche Hinweise

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

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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