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SML2219

Sigma-Aldrich

SGC-AAK1-1

≥98% (HPLC)

Synonym(s):

N-(6-(3-(N,N-Diethylsulfamoylamino)phenyl)-1H-indazol-3-yl)cyclopropanecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C21H25N5O3S
CAS Number:
Molecular Weight:
427.52
UNSPSC Code:
12352200
NACRES:
NA.77
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Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCN(CC)S(NC1=CC=CC(C2=CC(NN=C3NC(C4CC4)=O)=C3C=C2)=C1)(=O)=O

InChI

1S/C21H25N5O3S/c1-3-26(4-2)30(28,29)25-17-7-5-6-15(12-17)16-10-11-18-19(13-16)23-24-20(18)22-21(27)14-8-9-14/h5-7,10-14,25H,3-4,8-9H2,1-2H3,(H2,22,23,24,27)

InChI key

UCBIQZUJJSVQHL-UHFFFAOYSA-N

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This Item
533736738651383
Sudan IV analytical standard

67386

Sudan IV

Sudan I analytical standard

51383

Sudan I

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

cleaning products
cosmetics
food and beverages
personal care

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

format

neat

format

neat

format

neat

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

grade

analytical standard

grade

analytical standard

grade

analytical standard

grade

analytical standard

assay

≥97.0% (HPLC)

assay

≥96.0% (HPLC)

assay

≥96.0% (HPLC)

assay

≥96.0% (HPLC)

Biochem/physiol Actions

Non-cytotoxic, ATP-competitive AAK1 and BIKE/BMP2K inhibitor that downregulates cellular AP2M1 Thr156 phosphorylation level.
SGC-AAK1-1 is an ATP-competitive kinase inhibitor against AP2-associated protein kinase 1/AAK1 and BMP-2-inducible protein kinase/BIKE/BMP2K (Ki = 9.1 & 17 nM, respectively, by ATP site fluorescent tracer displacement assay; AAK1 IC50 = 270 nM by coupled enzyme assay). SGC-AAK1-1 downregulates cellular AP2M1 Thr156 phosphorylation level in a dose-dependent manner (ECmax ∼12.5 μM) without detectable cytotoxicity. Selectivity profiling identifies only 5 additional kinases among a panel of ∼400 with >50% inhibition by 1 μM SGC-AAK1-1 (KD = 72 nM/RIOK1, 290 nM/RIOK3, 260 nM/PIP5K1C, 880 nM/CDKL1, 960 nM/MYLK2 by DiscoverX KINOMEscan). SGC-AAK1-1N is a structure analog and the recommended negative control (IC50 = 11 μM by AAK1 activity assay; KD = 8.8 μM/AAK1 & >10 μM/BIKE vs. KD = 26 nM/AAK1 & 930 nM/BIKE with SGC-AAK1-1 by DiscoverX). For characterization details of SGC-AAK1-1, please visit the SGC-AAK1-1 probe summary on the Structural Genomics Consortium (SGC) website.

SGC-AAK1-1N is the negative control for the active probe, SGC-AAK1-1. SGC-AAK1-1N is available from Sigma. To learn more about and purchase SGC-AAK1-1N, click here.

To learn about other SGC chemical probes, visit sigma.com/sgc

Features and Benefits

SGC-AAK1-1 is a chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC chemical probes, visit sigma.com/SGC.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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