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96-Well Plate
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48-602MAG
Buffer Detection Kit for Magnetic Beads
1 Kit
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A 5-fluorotryptamine derivative that inhibits myeloperoxidase/MPO activity (IC50 = 18 nM) via direct affinity interaction with enzyme active site heme pyrrole ring D, while exhibiting much reduced affinity toward serotonin reuptake transporter/SERT (Ki = 631 nM). Kinetic studies reveal that the inhibitor acts as a good one-electron donor for the intermediate Compound I "Fe(IV)=O...Por•+", facilitating the formation of Compound II (Fe(IV)-OH...Por) and thereby preventing the reduction of Compound I directly to the resting state "Fe(IV)...Por" via the "halogenation cycle", while, on the other hand, behaves as a poor electron donor for Compound II, thereby preventing the completion of the "peroxidase cycle" by stalling the further reduction of Compound II to the resting state.
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number
504908
Brand Family
Calbiochem®
Synonyms
4-(5-Fluoro-1H-indol-3-yl)butanamide, MPO Inhibitor II
References
References
Soubhye, J., et al. 2013. J. Med. Chem.56, 3943. Soubhye, J., et al. 2010. J. Med. Chem.53, 8747.
Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.
Revision
16-August-2013 JSW
Synonyms
4-(5-Fluoro-1H-indol-3-yl)butanamide, MPO Inhibitor II
Description
A 5-fluorotryptamine derivative that inhibitis the MPO-catalyzed Cl-/chloride-to-OCl-/hypochlorite oxidation in the presence of H2O2 (IC50 = 18 nM by taurine/2-aminoethan-sulfonic acid chlorination assay) as well as MPO-mediated LDL ApoB-100 (ApoB100; apolipoprotein B-100) oxidation (IC50 = 18 nM by ELISA) via direct affinity binding at the myeloperoxidase active site through ϖ-ϖ interaction between its indole and the the enzyme's heme pyrrole ring D, while exhibiting much reduced affinity toward serotonin reuptake transporter/SERT (Ki = 631 nM). Kinetic studies reveal that the inhibitor acts as a good one-electron donor for the intermediate Compound I "Fe(IV)=O...Por•+", facilitating the formation (k3 = 1,6 x 107 M-1 s-1) of Compound II (Fe(IV)-OH...Por) and thereby preventing the reduction of Compound I directly to the resting state "Fe(IV)...Por" via the "halogenation cycle", while, on the other hand, behaves as a poor electron donor for Compound II, thereby preventing the completion of the "peroxidase cycle" by stalling the further reduction of Compound II to the resting state (k4 = 92 M-1 s-1). Toxicology study using Wistar Han male rats reports no signs of adverse effects post single 10 mg/kg i.p. dosage, while signs of adverse effects are observed within the 24 h, but not after, post a higher i.p. dosage at 100 mg/kg.
Form
Light beige powder
Intert gas (Yes/No)
Packaged under inert gas
CAS number
1256348-67-0
Chemical formula
C₁₂H₁₃FN₂O
Structure formula
Purity
≥95% by HPLC
Solubility
DMSO (100 mg/ml). Use only fresh DMSO for reconstitution.
Storage
Protect from light
+2°C to +8°C
Do Not Freeze
Ok to freeze
Special Instructions
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity
Standard Handling
References
Soubhye, J., et al. 2013. J. Med. Chem.56, 3943. Soubhye, J., et al. 2010. J. Med. Chem.53, 8747.
