Single enantiomer of a potent inhibitor of a cancer-promoting enzyme
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(−)-AS 115

Item No. 13250

Technical Information
Formal Name
2-fluorophenyl-(2-(((1R,2S)-2-(butoxymethyl)cyclohexyl)methoxy)ethyl)carbamate
CAS Number
926657-43-4
Molecular Formula
C21H32FNO4
Formula Weight
Purity
≥98%
Formulation
A solution in methyl acetate
DMF: 12 mg/mlDMSO: 12 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
205, 261, 267 nm
SMILES
O=C(OC1=CC=CC=C1F)NCCOC[C@H]2[C@@H](COCCCC)CCCC2
InChi Code
InChI=1S/C21H32FNO4/c1-2-3-13-25-15-17-8-4-5-9-18(17)16-26-14-12-23-21(24)27-20-11-7-6-10-19(20)22/h6-7,10-11,17-18H,2-5,8-9,12-16H2,1H3,(H,23,24)/t17-,18+/m1/s1
InChi Key
BTYYXSHZANWPEB-MSOLQXFVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    KIAA1363 is a 2-acetyl monoacylglyceryl ether (MAGE) hydrolase that is upregulated in aggressive cancers from various tissues.1 The enzyme catalyzes the hydrolysis of the 2-acetyl MAGE to MAGE and serves as a central enzyme in the PAF and LPA signaling network.2 AS 115 is a potent and selective inactivator of KIAA1363, displaying an IC50 value of 150 nM when tested as a racemic mixture in the invasive ovarian cancer cell line SKOV3.2 Treatment of SKOV3 cells with 10 µM AS-115 for 4 hours significantly reduced the formation of MAGE, alkyl-lysophosphatidylcholine, and alkyl-lysophosphatidic acid. The activity of the individual enantiomers of AS 115, i.e. (+)-AS 115 and (−)-AS 115, has not been determined.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jessani, N., Liu, Y., Humphrey, M., et alEnzyme activity profiles of the secreted and membrane proteome that depict cancer cell invasiveness. Proc. Natl. Acad. Sci. USA 99(16), 10335-10340 (2002).

    2. Chiang, K.P., Niessen, S., Saghatelian, A., et alAn enzyme that regulates ether lipid signaling pathways in cancer annotated by multidimensional profiling. Chem. Biol. 13(10), 1041-1050 (2006).