Home>>Lipids>> Fatty Acids>>9-Anthryldiazomethane

9-Anthryldiazomethane

(Synonyms: 9-蒽基重氮甲烷) 目录号 : GC42643

A fluorescent probe

9-Anthryldiazomethane Chemical Structure

Cas No.:10401-59-9

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产品描述

9-Anthryldiazomethane is a fluorescent probe that has been used for the detection of fatty acids, arachidonic acid metabolites, prostaglandins, leukotrienes, and thromboxanes. It reacts with carboxylic acid groups and produces a fluorescent ester that can be detected via HPLC. 9-Anthryldiazomethane displays excitation/emission maxima of 365/412 nm in 80:20 solutions of acetonitrile:water and methanol:water. It has also been used to detect amino acids via HPLC with excitation/emission maxima of 255/412 nm, respectively. 9-Anthryldiazomethane has been used as a synthetic intermediate in the synthesis of anthracene-containing polymers.

Chemical Properties

Cas No. 10401-59-9 SDF
别名 9-蒽基重氮甲烷
Canonical SMILES [N-]=[N+]=CC1=C(C=CC=C2)C2=CC3=C1C=CC=C3
分子式 C15H10N2 分子量 218.3
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1 mM 4.5809 mL 22.9043 mL 45.8085 mL
5 mM 0.9162 mL 4.5809 mL 9.1617 mL
10 mM 0.4581 mL 2.2904 mL 4.5809 mL
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Research Update

Determination of rosuvastatin at picogram level in serum by fluorimetric derivatization with 9-Anthryldiazomethane using HPLC

J Chromatogr Sci 2013 Jan;51(1):53-8.PMID:22718749DOI:10.1093/chromsci/bms105.

For the first time, a carboxyl group derivatization assay has been developed and validated for the determination of the cholesterol-lowering drug rosuvastatin in human serum at picogram level by high-performance liquid chromatography with fluorescence detection. The assay procedure involved a simple one-step liquid-liquid extraction of rosuvastatin with lovastatin as internal standard from serum with an ethyl acetate-methyl tertiary buthyl ether (1:1) mixture. After pre-column derivatization with 9-Anthryldiazomethane at room temperature for one hour, the reaction mixture was injected onto a Phenomenex, Synergi C18 column (250 × 4.6 mm, 4 µ i.d.). The analytes were separated with a mobile phase composed of acetonitrile-water in gradient elution mode and detected at λ(em) = 410 nm, exciting at 366 nm. Calibration curves were constructed in concentration range of 0.01-20.0 ng/mL and limit of detection and limit of quantification values were found to be 0.68 and 2.30 pg/mL, respectively. To test suitability of the developed methods for clinic use, the pharmacokinetics of rosuvastatin were investigated after oral administration of a 20 mg rosuvastatin film tablet to a healthy volunteer and maximum plasma concentration, time to reach that concentration and elimination half life were found to be 17.5 ng/mL, 3.5 h and 18.09 h, respectively.

New preparation method for 9-Anthryldiazomethane (ADAM) as a fluorescent labeling reagent for fatty acids and derivatives

Anal Biochem 1988 Aug 15;173(1):70-4.PMID:3189804DOI:10.1016/0003-2697(88)90161-3.

A preparation method for 9-Anthryldiazomethane (ADAM) as a fluorescent labeling reagent for carboxylic acids is described. 9-Anthraldehyde hydrazone is oxidized with an organic oxidant, N-chlorosuccinimide, in an organic solvent such as ethyl acetate to give ADAM, and then the reaction mixture is directly used as the reagent solution for the derivatization of carboxylic acids. Both the oxidation and the derivatization reaction are carried out at room temperature, and an aliquot of the derivatization mixture is directly injected into a chromatograph. 9-Anthrylmethyl ester derivatives formed from ADAM and various carboxylic acids are sufficiently separated on a reversed-phase column and are sensitively detected fluorometrically. The present method was applied to the high-performance liquid chromatographic determination of long and short chain fatty acids, keto acids, and hydroxy acids.

Plasma prostaglandin levels from bronchial asthmatic patients assayed by 9-anthryldiazomethane-HPLC method

J Asthma 1990;27(6):349-58.PMID:2266066DOI:10.3109/02770909009073352.

Plasma prostaglandin (PG) and thromboxane (Tx) levels from bronchial asthmatic patients were assayed by 9-Anthryldiazomethane reversed-phase high-performance liquid chromatography method. TxB2 levels from stable bronchial asthmatic patients were significantly higher than those from normal healthy subjects. PGF2 alpha levels were significantly elevated in atopic patients compared with nonatopic ones. PG patterns differed between asthmatic and nonasthmatic conditions in the same patients. PGF2 alpha levels were significantly elevated in the patients with spontaneous attacks compared with those without attacks and 6-keto PGF1 alpha levels were significantly lower in bronchial asthmatic patients having attacks than in the patients without attacks. There were no significant differences of PG levels between mild and moderate asthmatic subjects. Aminophylline injection in patients with mild spontaneous attacks had no significant effects on PG levels which were compared before and after injection.

Simultaneous determination of 2,4-D and MCPA in canine plasma and urine by HPLC with fluorescence detection using 9-Anthryldiazomethane (ADAM)

J Anal Toxicol 2001 Jan-Feb;25(1):35-9.PMID:11215998DOI:10.1093/jat/25.1.35.

A method for the simultaneous determination of 2,4-dichlorophenoxyacetic acid (2,4-D) and 2-methyl-4-chlorophenoxyacetic acid (MCPA) in canine plasma and urine has been developed. This method used derivatization of extracted samples with 9-anthrylmethane (ADAM) for analysis by reversed-phase high-performance liquid chromatography with fluorescence detection. Precision and accuracy were within the accepted limits of 15% and 85-115%, respectively, for both analytes in plasma and urine. Calibration curves for 2,4-D and MCPA in plasma were linear (r2 > 0.99) between 0.50 and 5.0 mg/L and 5.0 and 100 mg/L. Calibration curves for 2,4-D and MCPA in urine were linear (r2 > 0.99) between 5.0 and 70.0 mg 2,4-D/L and 10.0 and 70.0 mg MCPA/L. The lower limit of detection was 62.5 ng/mL for both 2,4-D and MCPA.

Improved method for preparation and use of 9-Anthryldiazomethane for derivatization of hydroxycarboxylic acids. Application to diarrhetic shellfish poisoning toxins

J Chromatogr A 1998 May 22;807(2):229-39.PMID:9646498DOI:10.1016/s0021-9673(98)00069-7.

Application of a method for the "in situ" generation of 9-Anthryldiazomethane (ADAM) to the derivatization of the carboxyl function in diarrhetic shellfish poisoning (DSP) toxins revealed the formation of artifact products. Using liquid chromatography-mass spectrometry, it was determined that these artifacts were due to base-catalyzed reactions between the solvent, ethyl acetate, and the hydroxyl groups of the analyte to produce O-acetylated ADAM derivatives. Using a new formulation, with tetrahydrofuran as solvent, it was possible to eliminate these artifact reactions. Various reaction parameters have also been re-optimized to ensure quantitative derivatizations. An assessment method was developed that was useful not only for optimizing reaction parameters, but also for evaluating the reagent potency before use on important samples. Finally, application of the method to the determination of DSP toxins in plankton and mussel tissue was demonstrated.