AdipoGen Life Sciences

Aftin-4

Product Code:
 
AG-MR-C0014
Product Group:
 
Inhibitors and Activators
Regulatory Status:
 
RUO
Shipping:
 
-20°C
Storage:
 
-20°C
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Chemical Structure
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Chemical Structure

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Further Information

Alternate Names/Synonyms:
N6-Methyl-(R)-roscovitine; Amyloid-beta Forty-Two Inducer 4
Appearance:
White to off-white solid.
CAS:
866893-90-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.Protect from light and moisture.
Hazards:
H319
InChi:
InChI=1S/C20H28N6O/c1-5-16(12-27)22-20-23-18(25(4)11-15-9-7-6-8-10-15)17-19(24-20)26(13-21-17)14(2)3/h6-10,13-14,16,27H,5,11-12H2,1-4H3,(H,22,23,24)/t16-/m1/s1
InChiKey:
YPYWONAECUVKHY-MRXNPFEDSA-N
Long Description:
Chemical. CAS: 866893-90-5. Formula: C20H28N6O. MW: 368.5. Roscovitine-related purine with no activity on CDKs (used as control for roscovitine). Selectively and potently increases production of extracellular Abeta42 and decreases production of extracellular Abeta38 in cultured cells. Extracellular Abeta40 levels remain stable. Intracellular levels of these amyloids appear to remain stable. Alzheimer's Disease (AD) accelerator that interacts with VDAC1, prohibitin and mitofilin, possibly interfering with subcellular compartmentalization and lipid rafts properties, shifting gamma-secretase activity toward Abeta42 generation. Induces a reversible mitochondrial phenotype reminiscent of the one observed in AD brains. Tool to detect inhibitors of Aftin-induced actions (potential anti-AD compounds). Binds pyridoxal kinase.
MDL:
MFCD30187584
Molecular Formula:
C20H28N6O
Molecular Weight:
368.5
Package Type:
Vial
Precautions:
P280, P305, P351, P338
Product Description:
Roscovitine-related purine with no activity on CDKs (used as control for roscovitine). Selectively and potently increases production of extracellular Abeta42 and decreases production of extracellular Abeta38 in cultured cells. Extracellular Abeta40 levels remain stable. Intracellular levels of these amyloids appear to remain stable. Alzheimer's Disease (AD) accelerator that interacts with VDAC1, prohibitin and mitofilin, possibly interfering with subcellular compartmentalization and lipid rafts properties, shifting gamma-secretase activity toward Abeta42 generation. Induces a reversible mitochondrial phenotype reminiscent of the one observed in AD brains. Tool to detect inhibitors of Aftin-induced actions (potential anti-AD compounds). Binds pyridoxal kinase.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
CC[C@H](CO)NC1=NC2=C(N=CN2C(C)C)C(=N1)N(C)CC1=CC=CC=C1
Solubility Chemicals:
Soluble in DMSO or ethanol.
Transportation:
Non-hazardous
UNSPSC Category:
Protein Kinase Modulators
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Roscovitine targets: protein kinases and pyridoxal kinase: S. Bach, et al.; J. Biol. Chem. 280, 31208 (2005) | Crystal structure of pyridoxal kinase in complex with roscovitine and derivatives: L. Tang, et al.; J. Biol. Chem. 280, 31220 (2005) | Small-molecule inducers of Abeta-42 peptide production share a common mechanism of action: K. Bettayeb, et al.; FASEB J. 26, 5115 (2012) | Aftins increase amyloid-beta42, lower amyloid-beta38, and do not alter amyloid-beta40 extracellular production in vitro: toward a chemical model of Alzheimer's disease?: A. Hochard, et al.; J. Alzheimers Dis. 35, 107 (2013)