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5-Hydroxy-1-tetralone Sale

(Synonyms: 5-羟基-1-四氢萘酮) 目录号 : GC39331

5-hydroxy-1-tetralone is a fluorescent labeling reagent for the determination of glycosphingolipid from small amounts of biological samples.

5-Hydroxy-1-tetralone Chemical Structure

Cas No.:28315-93-7

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100mg
¥495.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

5-hydroxy-1-tetralone is a fluorescent labeling reagent for the determination of glycosphingolipid from small amounts of biological samples.

[1] K Watanabe, M Mizuta. J Lipid Res. 1995 Aug;36(8):1848-55.

Chemical Properties

Cas No. 28315-93-7 SDF
别名 5-羟基-1-四氢萘酮
Canonical SMILES O=C1C2=CC=CC(O)=C2CCC1
分子式 C10H10O2 分子量 162.19
溶解度 DMSO : 6 mg/mL (36.99 mM; Need ultrasonic); H2O : < 0.1 mg/mL (insoluble) 储存条件 Store at -20°C
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1 mM 6.1656 mL 30.828 mL 61.6561 mL
5 mM 1.2331 mL 6.1656 mL 12.3312 mL
10 mM 0.6166 mL 3.0828 mL 6.1656 mL
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Research Update

Total synthesis, structure revision and cytotoxic activity of Sch 53825 and its derivatives

RSC Adv 2022 Jun 14;12(27):17629-17636.PMID:35765427DOI:10.1039/d2ra02898k.

The first total synthesis of Sch 53825 (14) was achieved in 12 steps from 5-Hydroxy-1-tetralone in 16% overall yield through N-benzyl cinchoninium chloride-catalyzed asymmetric epoxidation and a Mitsunobu reaction as the key steps. On this basis, the synthesis of palmarumycin B6 was improved using the same raw material with 6 steps and 32% overall yield. Also, three new analogues with two chlorine atoms were synthesized. Their structures were characterized by 1H, 13C NMR, HR-ESI-MS and X-ray diffraction data. The structure of natural Sch 53825 was revised as an epimer of compound 1 with the anti-hydroxy epoxide at C-4. Their cytotoxic activities against several tumor cell lines (HCT116, U251, BGC823, Huh-7 and PC9) showed that compound 11 exhibited excellent cytotoxicity against above mentioned cancer cell lines with IC50 < 0.5 μM.

A new approach to produce [18F]MC225 via one-step synthesis, a PET radiotracer for measuring P-gp function

EJNMMI Radiopharm Chem 2021 Jul 15;6(1):24.PMID:34264435DOI:10.1186/s41181-021-00139-8.

Background: [18F]MC225 is a radiotracer for imaging P-glycoprotein (P-gp) function at the blood-brain barrier. The P-gp function can be altered due to different factors, for instance, decreased P-gp function has been described in patients with Alzheimer's or Parkinson's Disease. The current applied radiosynthesis of [18F]MC225 involves 2 steps, including the distillation of the [18F] fluoroethylbromide intermediate. To develop a more robust synthetic procedure, it is of interest to produce the radiotracer via a 1-step synthesis. The present study describes a new synthetic approach to produce [18F]MC225 via direct 18F-fluorination. Moreover, we also provide the appropriate conditions for the automation of the synthesis. A mesylate precursor was synthesized via a multi-step synthetic route and used for the radiolabeling. The nucleophilic substitution of the mesylate group by [18F] Fluoride was automated in two different synthesis modules: IBA Synthera and Eckert and Ziegler PharmTracer (E&Z). Results: The mesylate precursor was synthesized in 7 steps starting with 5-Hydroxy-1-tetralone (commercially available) in practical yields. The stability of the precursor was improved via mesylate salt formation method. The radiolabeling was done by adding the mesylate precursor dissolved in DMF to the dried [18F]KF/K2.2.2 complex and heating at 140 °C for 30 min. Quality control by UPLC confirmed the production of [18F]MC225 with a molar activity (Am) higher than 100 GBq/micromole. The synthesis time in Synthera was 106 min and the product was obtained with a radiochemical purity higher than 95% and RCY of 6.5%, while the production in E&Z lasted 120 min and the product had a lower radiochemical purity (91%) and RCY (3.8%). Conclusions: [18F]MC225 was successfully produced via a 1-step reaction. The procedure is suitable for automation using commercially available synthesis modules. The automation of the radiosynthesis in the Synthera module allows the production of the [18F]MC225 by a reliable and simple method.

Fluorometric detection of glycosphingolipids on thin-layer chromatographic plates

J Lipid Res 1995 Aug;36(8):1848-55.PMID:7595105doi

A microdetection system for glycosphingolipid analysis has been developed using 5-Hydroxy-1-tetralone as the fluorescent labeling reagent. The reagents in H2SO4 permit the fluorometric detection of acidic and neutral glycosphingolipids both in test tube and on thin-layer chromatographic plates. Glycosphingolipids can be detected at concentrations as low as 5 pmol on the thin-layer chromatographic plate. The method is a rapid and simple, and feasible for determination of glycosphingolipid from small amounts of biological samples.

Simple and selective assay of 4-hydroxymephenytoin in human urine using solid-phase extraction and high-performance liquid chromatography with electrochemical detection and its preliminary application to phenotyping test

J Chromatogr B Biomed Appl 1996 Feb 9;676(1):87-94.PMID:8852048DOI:10.1016/0378-4347(95)00411-4.

A simple and selective HPLC method for the determination of 4-hydroxymephenytoin (4-OH-M) in human urine, using a controlled potential coulometric detector equipped with a dual working electrode cell of fully porous graphite, has been developed. After acid hydrolysis of urine, 4-OH-M and the internal standard (I.S.), 5-Hydroxy-1-tetralone, were extracted from urine by means of a Bond Elut Certify LRC column. The extracts were chromatographed on a reversed-phase mu Bondapak C18 column using methanol-50 mM KH2PO4 (pH 4.0) (30:70, v/v) as the mobile phase at a flow-rate of 1.0 ml/min. Electrochemical detection at applied potential of 800 mV resulted in a limit of quantitation of 0.76 micrograms/ml. The method showed a satisfactory sensitivity, precision, accuracy, recovery and selectivity. The present method was applied to the phenotyping test in thirteen Japanese healthy volunteers who received an oral 100-mg racemic mephenytoin. The phenotypes determined by the present method were found to be in agreement with those obtained with the reported customary assay based on gas chromatography.