Chiralpak ia 3 column

Manufactured by Daicel

Sourced in Japan, France

The Chiralpak IA-3 column is a chromatographic column used for the separation and analysis of chiral compounds. It is a high-performance liquid chromatography (HPLC) column that utilizes a chiral stationary phase to separate enantiomers, which are molecules that are non-superimposable mirror images of each other. The column is designed to provide efficient and reliable chiral separations.

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Lab products found in correlation

996 pda detector, by Waters Corporation (1 mentions) Alliance 2695 hplc, by Waters Corporation (1 mentions) Api 4000 qtrap, by AB Sciex (1 mentions) Chemstation, by Agilent Technologies (1 mentions) 1260 series hplc system, by Agilent Technologies (1 mentions)

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CHIRALPAK IA (16 citations) Chiralpak IA column (14 citations)

6 protocols using chiralpak ia 3 column

Chiral Chromatography for Stereoselectivity Analysis

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Each crude reaction mixture was
dried using a BioChromato Spiral Plug Smart Evaporator. After evaporation,
the solid crude reaction mixture was dissolved in 40 μL of hexane
and 60 μL of isopropanol and then syringe filtered prior to
chiral chromatography on a Waters Aquity Arc UHPLC with UV/Vis detector
using a Chiralpak IA-3 column (Daicel Chiral Technologies). A gradient
of 2–44% isopropanol over 44 min was run. In the resulting
chromatograms, the four peaks with elution time between 11 and 17
min were integrated to calculate the stereoselectivity. The chromatograms
of the crude reaction mixtures were compared to that of the product
purified according to published procedures (data in the Supporting Information).

Liu A.Y., Calicdan X.A., Glover G.N., Luo X., Barroso G.T., Hoppe B.K., Boyle K.M, & Witus L.S. (2022). Investigation of the Effect of Turn Residues on Tetrapeptide Aldol Catalysts with β-Turn Propensity. ACS Omega, 7(49), 45336-45340.

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Synthesis and Chiral Resolution of Diphenanthro[3,4-b:4',3'-d]thiophene S,S-Dioxide Derivative

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The crude product was obtained by using diphenanthro[3,4-b:4′,3′-d]thiophene S,S-dioxide (1b) (42 mg, 0.10 mmol), p-anisidine (25 mg, 0.20 mmol), 1,4-dioxane (1.5 mL), KN(SiMe₃)₂ (0.5 M in toluene, 0.60 mL, 0.30 mmol) at 80 °C for 19 h according to the procedure for 5b. Purification by silica-gel column chromatography with (hexane/AcOEt = 5/1 as an eluent; R_f = 0.48) gave the title compound 5b as a pale-yellow solid (42 mg, 88% yield). The compound 5c can be separated into enantiomerically-pure (P)-5c and (M)-5c by HPLC equipped with a DAICEL CHIRALPAK^® IA-3 column (Daicel Corporation, Tokyo, Japan) (4.6 mm × 250 mm) [t_R = 5.02 min for (P)-5c and 6.18 min for (M)-5c (flow rate: 1.0 mL; eluent: Hex/CHCl₃ = 7/3)]: ¹H NMR (400 MHz, CDCl₃) δ 8.02 (d, J = 8.2 Hz, 2H), 8.01 (d, J = 8.7, 2H), 7.84 (d, J = 8.7 Hz, 2H), 7.83 (d, J = 7.6 Hz, 2H), 7.73 (d, J = 8.2 Hz, 2H), 7.63–7.59 (m, 2H), 7.50 (d, J = 8.2 Hz, 2H), 7.23–7.18 (m, 4H), 6.29–6.25 (m, 2H); ¹³C NMR (101 MHz, CDCl₃) δ 159.8, 140.7, 131.5, 130.5, 129.9, 129.8, 128.4, 127.4, 127.1, 126.94, 126.86, 126.4, 126.1, 124.6, 122.8, 117.1, 115.4, 110.9, 55.9; HRMS–APCI⁺ (m/z) calcd for C₃₅H₂₄NO⁺ ([M+H]⁺) 474.1852, found 474.1861.

Uematsu K., Hayasaka C., Takase K., Noguchi K, & Nakano K. (2022). Transformation of Thia[7]helicene to Aza[7]helicenes and [7]Helicene-like Compounds via Aromatic Metamorphosis. Molecules, 27(3), 606.

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Enantiomeric Stability of Lotilaner in Cats

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The in vivo enantiomeric stability of lotilaner was investigated in a separate bioanalytical study. Blood specimens from 16 adult cats which had received a single oral administration of the pure enantiomer drug at 5 mg/kg (tablets, during a pilot efficacy study) were analyzed at four time points (4 h and 28, 56 and 91 days post-dosing) using an enantioselective analytical method. This method involved precipitation of 200 μl whole blood with acetonitrile and subsequent solid phase extraction on C18 cartridges, evaporation to dryness and reconstitution in heptane/ethanol 4:6, v/v. Enantiospecific analysis was carried out by chiral normal phase HPLC using a Daicel Chiralpak IA-3 column (150 × 4.6 mm) and a mobile phase consisting primarily of heptane and isopropanol. Mass spectrometric detection was performed on an API 4000 Qtrap triple quadrupole instrument (AB Sciex) using the negative Turbo IonSpray ionisation mode and multiple reaction monitoring.

Toutain C.E., Seewald W, & Jung M. (2018). Pharmacokinetics of lotilaner following a single oral or intravenous administration in cats. Parasites & Vectors, 11, 412.

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Chiral HPLC Separation Optimization

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Chiral HPLC was performed on an Alliance 2695 HPLC (Waters) coupled to a 996 PDA detector (Waters). Mixtures of hexane and 2-propanol were used as eluents at a total flow rate of 0.6 mL/min with an isocratic ratio of hexane/2-propanol = 20:80. A Chiralpak IA-3 column (length: 25 cm, diameter: 4.6 mm, particle size: 3 μm; Daicel) was used at a temperature of 40 °C.

Weber C., Pusch S., Schollmeyer D., Münster-Müller S., Pütz M, & Opatz T. (2016). Characterization of the synthetic cannabinoid MDMB-CHMCZCA. Beilstein Journal of Organic Chemistry, 12, 2808-2815.

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In Vivo Enantiomeric Stability of Lotilaner

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The in vivo enantiomeric stability of lotilaner was investigated in an analytical study. Blood specimens from 16 adult dogs which had received a single oral administration of the pure enantiomer drug at 15 mg/kg (tablet or chewy formulation, during an efficacy study) were analysed at four time points (4 h and 28, 56 and 84 days post-dosing) using an enantioselective analytical method. This method involved precipitation of 200 μl whole blood with acetonitrile and subsequent solid phase extraction (SPE) on C18 cartridges, evaporation to dryness and reconstitution in heptane/ethanol 4:6, v/v. Enantiospecific analysis was carried out by chiral normal phase HPLC using a Daicel Chiralpak IA-3 column (150 × 4.6 mm) and a mobile phase consisting primarily of heptane and isopropanol. Mass spectrometric detection was performed on an AB Sciex API 4000 Qtrap triple quadrupole instrument using the negative Turbo IonSpray ionisation mode and multiple reaction monitoring (MRM).

Toutain C.E., Seewald W, & Jung M. (2017). The intravenous and oral pharmacokinetics of lotilaner in dogs. Parasites & Vectors, 10, 522.

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HPLC-DAD Analysis of Carotenoids

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The analytical method to analyse supplements has been previously published by our group [15 (link)]. L, Z and MZ were separated and quantified on an Agilent Technologies (Palo Alto, CA, USA) 1260 Series HPLC system equipped with a Diode Array Detector (DAD, G1315C), binary pump, degasser, thermostatically controlled column compartment, thermostatically controlled high-performance autosampler (G1367E) and thermostatically controlled analytical fraction collector. For system control and data processing, the software ChemStation (Agilent Technologies) was used. The standard injection volume was 10 µL. Carotenoid quantification was performed using a Daicel Chiralpak IA-3 column, composed of amylose tris (3,5-dimethylphenylcarbamate) bonded to a 3 μm silica gel (250 × 4.6 mm i.d.; Chiral Technologies Europe, Cedex, France). The column was protected with a guard column containing a guard cartridge with the same chemistry of the column. Isocratic elution was performed with hexane and isopropanol (90:10, v/v) and a flow rate of 0.5 mL min⁻¹. The column temperature was set at 25 °C. The LOQ for L and Z was assessed as the lowest concentration which achieved less than 5% RSD from 9 replicate injections (L = 57.4 pmol, Z = 3.3 pmol) [32 (link)].

Phelan D., Prado-Cabrero A, & Nolan J.M. (2017). Stability of Commercially Available Macular Carotenoid Supplements in Oil and Powder Formulations. Nutrients, 9(10), 1133.

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