The present disclosure relates to a method of separating a compound of interest, particularly unsaturated compound(s) of interest, from a mixture. The compound is separated using a column having a chromatographic stationary phase material for various different modes of chromatography containing a first substituent and a second substituent. The first substituent minimizes compound retention variation over time under chromatographic conditions. The second substituent chromatographically and selectively retains the compound by incorporating one or more aromatic, polyaromatic, heterocyclic aromatic, or polyheterocyclic aromatic hydrocarbon groups, each group being optionally substituted with an aliphatic group. In some examples, the present disclosure can include a chromatographic system having a chromatographic column having a stationary phase with a chromatographic substrate containing silica, metal oxide, an inorganic-organic hybrid material, a group of block copolymers, or a combination thereof.

The invention relates to a method for the chromatographic purification of at least one cannabinoid compound, wherein the method comprises a main purification stage comprising the steps of: injecting an initial mixture comprising the at least one cannabinoid compound and one or more additional compounds onto a main stationary phase comprising silica particles, the silica particles comprising amino and/or diol groups; performing an elution with an elution solution, and collecting one or more elution fractions; and optionally, washing the main stationary phase with a washing solution and collecting one or more washing fractions; at least one of the elution fractions or washing fractions containing the at least one cannabinoid compound purified from the one or more additional compounds.

In one aspect, the present invention provides a chromatographic stationary phase material for various different modes of chromatography represented by Formula 1: [X](W).sub.a(Q).sub.b(T).sub.c (Formula 1). X can be a high purity chromatographic core composition having a surface comprising a silica core material, metal oxide core material, an inorganic-organic hybrid material or a group of block copolymers thereof. W can be absent and/or can include hydrogen and/or can include a hydroxyl on the surface of X. Q can be a functional group that minimizes retention variation over time (drift) under chromatographic conditions utilizing low water concentrations. T can include one or more hydrophilic, polar, ionizable, and/or charged functional groups that chromatographically interact with the analyte. Additionally, b and c can be positive numbers, with the ratio 0.05?(b/c)?100, and a?0.

Provided herein in some embodiments is a column including a housing assembly and a cartridge assembly. The housing assembly can include a housing top, a housing bottom, and a housing siding. The housing siding can be fixedly coupled to the housing top and the housing bottom forming hermetic seals therebetween. The cartridge assembly can include a cartridge top, an outer frit, and an inner frit disposed within the outer frit. A toroidal space can defined by the cartridge top, the outer frit, the inner frit, and the housing bottom. The toroidal space can be configured to hold a stationary phase for radial flow column chromatography. Also provided herein in some embodiments is a process including assembling the cartridge assembly, assembling the housing assembly about the cartridge assembly, and pressure testing the column. In some embodiments, the process can further include charging the toroidal space with a stationary phase.

In one aspect, the present invention provides a chromatographic stationary phase material for various different modes of chromatography represented by Formula 1: [X](W).sub.a(Q).sub.b(T).sub.c (Formula 1). X can be a high purity chromatographic core composition having a surface comprising a silica core material, metal oxide core material, an inorganic-organic hybrid material or a group of block copolymers thereof. W can be absent and/or can include hydrogen and/or can include a hydroxyl on the surface of X. Q can be a functional group that minimizes retention variation over time (drift) under chromatographic conditions utilizing low water concentrations. T can include one or more hydrophilic, polar, ionizable, and/or charged functional groups that chromatographically interact with the analyte. Additionally, b and c can be positive numbers, with the ratio 0.05?(b/c)?100, and a?0.

A sol-gel sorbent or chromatography stationary phase is a particulate metal oxide gel containing polymeric segments uniformly distributed throughout the metal oxide gel. The metal oxide gel is an oxide from silicone or other metal oxide that can have one of the valence bonds attached to an organic group and the remainder occupied by oxygens that can be provided as an oxide or an alkoxide or aryl oxide of the polymeric segments. The particles are used for an SPE sorbent or as a packing for a reversed phase high-performance liquid chromatography (RP-HPLC), a normal phase high-performance liquid chromatography (NP-HPLC) column or a hydrophilic interaction liquid chromatography (HILIC) column.

The invention provides columns (including pipette tip columns) and automated methods for the purification of nucleic acids including plasmids. Nucleic acids can be purified from unclarified, clarified or partially-clarified cell lysates that contain cell debris. The columns typically include a bed of medium positioned above a bottom frit and with an optional top frit. Plasmid preparation scales include miniprep, midiprep, maxiprep, megaprep and gigaprep.

Low-retention pre-columns that allow increased injection volumes of solvents chromatographically stronger than the mobile phase and use of solvents with limited solubility in the mobile phase, such as ethyl acetate and MTBE. The system and method also reduces band broadening due to the extra-column effects acting upstream of the analytical column, including band broadening due to the injection process and due to the connecting tubing and fittings between the injection system and the column. A pre-column may also be used as a guard column, thereby minimizing band broadening due to the guard column.

The present invention provides novel chromatographic materials, e.g., for chromatographic separations, processes for their preparation and separations devices containing the chromatographic materials. The preparation of the inorganic/organic hybrid materials of the invention wherein a surrounding material is condensed on a superficially porous hybrid core material will allow for families of different hybrid packing materials to be prepared from a single core hybrid material. Differences in hydrophobicity, ion-exchange capacity, chemical stability, surface charge or silanol activity of the surrounding material may be used for unique chromatographic separations of small molecules, carbohydrates, antibodies, whole proteins, peptides, and/or DNA.

The subject of the invention is a process for the preparation of high purity prostaglandin acid of the general formula II wherein the bonds marked with dotted lines represent single or double bonds wherein the double bonds may be cis- or trans oriented, Y represents 0 or CH.sup.2, and R.sup.3 stands for a phenyl group which is optionally substituted with CF.sub.3, wherein the crude prostaglandin acid of the general formula II is purified by normal phase silicagel chromatography.

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