CAS 119171-73-2|Ampliflu Red

Introduction:Basic information about CAS 119171-73-2|Ampliflu Red, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAmpliflu Red
CAS Number119171-73-2Molecular Weight257.241
Density1.5±0.1 g/cm3Boiling Point618.6±55.0 °C at 760 mmHg
Molecular FormulaC14H11NO4Melting Point/
MSDSChineseUSAFlash Point327.9±31.5 °C
Symbol
GHS07
Signal WordWarning

Names

NameADHP  [10-Acetyl-3,7-dihydroxyphenoxazine]
SynonymMore Synonyms

Ampliflu Red BiologicalActivity

DescriptionADHP is a fluorogenic peroxidase substrate (λex=530 nm, λem=590 nm).
Related CatalogSignaling Pathways >>Others >>OthersDye ReagentsResearch Areas >>Others
In VitroTo obtain the parameters Km and kcat for Compound I, two independent methods are used. Initially, the oxidation of ADHP using the injector functionality built-in to the fluorescence plate reader is studied. The auto-injector dispenses the H2O2 to initiate the reaction, as a means of generating a set of progress curves. Analysis for MPO-mediated oxidation of ADHP gives a Km of 31±4 μM and the kcat of 186± 6 s−1.The kobs also increases over the experimental range of ADHP concentrations from 1 to 80 μM and for the converse experiment holding substrate constant over 3 to 45 nM MPO. The apparent second order rate constant obtain from the slope of kobs against ADHP concentration Kappon is 2.1±0.2 mM/s[1].
Kinase AssayADHP, 4-ABAH, 2-ABAH, 4-BAH, 4-FBAH, 4-NBAH, 4-TFMBAH, 3-DMABAH, NaN3 and isoniazid are dissolved in DMSO and subsequently diluted into assay buffer. The final concentration of DMSO in the reaction is less than 0.5 % (v/v), which does not affect fluorescence of the oxidized ADHP product 7-hydroxyl-3H-phenoxazin-3-one (resorufin). Reactions of ADHP (20 μM) are incubated with MPO (2.8 nm) in assay buffer and initiated by the addition of 1/10th volume H2O2 from a serial dilution basin. To determine the effect that the simplest benzoic acid hydrazide inhibitor or its analog 4-TFMBAH has on the heme catalytic ability of MPO, MPO (1.2 μM) is incubated for 10 min with different concentrations of BAH inhibitor (0, 0.025, 0.25, 2.5, 12.5 and 25 mM) with ADHP (40 μM) and timing of the reaction is measured following addition of H2O2 (20 μM) ADHP. All reactions are measured in assay buffer at room temperature. Samples of 20 μL are added to non-reducing sample loading buffers, and then loaded without prior heating and resolved by 4-15% gradient SDS-polyacrylamide gel electrophoresis[1].
References

[1]. Jiansheng Huang, et al. Ordered Cleavage of Myeloperoxidase Ester Bonds Releases Active site Heme Leading to Inactivation of Myeloperoxidase by Benzoic Acid Hydrazide Analogs. Arch Biochem Biophys. 2014 Apr 15; 548: 74–85.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Boiling Point618.6±55.0 °C at 760 mmHg
Molecular FormulaC14H11NO4
Molecular Weight257.241
Flash Point327.9±31.5 °C
Exact Mass257.068817
PSA70.00000
LogP0.89
Vapour Pressure0.0±1.9 mmHg at 25°C
Index of Refraction1.689
InChIKeyPKYCWFICOKSIHZ-UHFFFAOYSA-N
SMILESCC(=O)N1c2ccc(O)cc2Oc2cc(O)ccc21

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn: Harmful;
Risk PhrasesR22
RIDADRNONH for all modes of transport
HS Code2934999090

Customs

HS Code2934999090
Summary2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Synonyms

10-Acetyl-10H-phenoxazine-3,7-diol
1-(3,7-Dihydroxy-10H-phenoxazin-10-yl)ethanone
1-(3,7-dihydroxyphenoxazin-10-yl)ethanone
MFCD00467861
N-acetyl-3,7-dihydroxyphenoxazine
10H-Phenoxazine-3,7-diol, 10-acetyl-
Ampliflu™ Red
Amplex red
Ethanone, 1-(3,7-dihydroxy-10H-phenoxazin-10-yl)-
10-Acetyl-3,7-dihydroxyphenoxazine
ADHP
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