Cholesteryl hemisuccinate chems

Manufactured by Merck Group

Sourced in United States

Cholesteryl hemisuccinate (CHEMS) is a laboratory reagent used in various biochemical and biophysical applications. It is a derivative of cholesterol with a hemisuccinate group attached. CHEMS is commonly used as a surfactant and emulsifier in the preparation of liposomes and other lipid-based systems. Its core function is to facilitate the formation and stabilization of lipid-based structures, which can be utilized in research and experimental settings.

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Lab products found in correlation

Dioleoylphosphatidylethanolamine, by Lipoid (3 mentions) Cholesterol chol, by Merck Group (2 mentions) Dspe peg2000 dspe peg fol, by Lipoid (2 mentions) Paclitaxel, by Selleck Chemicals (1 mentions) Cisplatin cddp, by Santa Cruz Biotechnology (1 mentions) 1 2 dioleoyl sn glycero 3 phosphoethanolamine, by Lipoid (1 mentions) Citric acid, by Merck Group (1 mentions) Boric acid, by Merck Group (1 mentions) Milli q grade, by Merck Group (1 mentions) Distearoylphosphatidylcholine dspc, by Merck Group (1 mentions) Dipalmitoylphosphatidylcholine dppc, by Merck Group (1 mentions) 1 ethyl 3 3 dimethylaminopropyl carbodiimide edc, by Tokyo Chemical Industry (1 mentions) N hydroxysuccinimide, by Tokyo Chemical Industry (1 mentions) N n dimethylformamide (dmf), by Nacalai Tesque (1 mentions) Triisopropylsilane, by Tokyo Chemical Industry (1 mentions) Dichloromethane dcm, by Nacalai Tesque (1 mentions) α cyano 4 hydroxycinnamic acid, by Tokyo Chemical Industry (1 mentions) Dspe peg2000, by Lipoid (1 mentions) Dspe peg 5000, by Lipoid (1 mentions) Hynic βala bombesin 7 14, by GL Biochem (1 mentions)

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Cholesteryl hemisuccinate (14 citations) CHEMS (5 citations)

7 protocols using cholesteryl hemisuccinate chems

Liposomal Delivery of Anticancer Agents

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Raltitrexed (RTX) and paclitaxel were purchased from Selleckchem (Houston, TX, USA) and were dissolved in DMSO immediately before addition to the cell cultures. Cisplatin (cDDP) was obtained from Santa Cruz Biotechnology. All other chemicals were purchased from Sigma–Aldrich S.r.L. (Milan, Italy), except otherwise indicated.
Reagents for liposome formulation: cholesteryl hemisuccinate (CHEMS) purchased from Sigma–Aldrich (St. Louis, MO, USA); 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) and [N-(Cabonyl-methoxypolyethyleneglycol-2000)]-1,2-distearoyl-sn-glycero-3-phosphoethanolamine sodium salt (DSPE_PEG) purchased from Lipoid (Ludwigshafen, Germany). The active peptide [D-Gln⁴]LR and the internal standard (IS) for quantitative analysis, LR-Ala7, were synthesized as previously described [21 (link),22 (link)]. All the other reagents were of analytical grade.

Marverti G., Gozzi G., Maretti E., Lauriola A., Severi L., Sacchetti F., Losi L., Pacifico S., Ferrari S., Ponterini G., Leo E., Costi M.P, & D’Arca D. (2020). A Peptidic Thymidylate-Synthase Inhibitor Loaded on Pegylated Liposomes Enhances the Antitumour Effect of Chemotherapy Drugs in Human Ovarian Cancer Cells. International Journal of Molecular Sciences, 21(12), 4452.

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Optimizing Irinotecan Delivery in Mice

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Trihydrated irinotecan hydrochloride (IRN) was donated from EUROFARMA Laboratórios SA (São Paulo, Brazil). The dioleoylphosphatidylethanolamine (DOPE), and distearoylphosphatidylethanolamine polyethyleneglycol2000 (DSPE-PEG2000/DSPE-PEG-FOL) were supplied by Lipoid GmbH (USA). Cholesteryl hemisuccinate (CHEMS) and cholesterol (CHOL) were purchased from Sigma-Aldrich Chemical Company (St Louis, USA). Glucose was purchased from Vetec Química Fina Ltda (São Paulo, Brazil). All solvents (high-performance liquid chromatography analytical grade) and other reagents were purchased from Sigma-Aldrich (São Paulo, Brazil). The subcutaneous tumor model was established in 8–10- week-old female BALB/c mice purchased from CEBIO-UFMG (Belo Horizonte, Brazil). Animals were kept under SPF condition with free access to standard food and water. All animal studies were approved by the local Ethics Committee for Animal Experiments of Federal University of Minas Gerais, Brazil (protocol # 102/2020).

Nunes S.S., Miranda S.E., de Oliveira Silva J., Fernandes R.S., de Alcântara Lemos J., de Aguiar Ferreira C., Townsend D.M., Cassali G.D., Oliveira M.C, & de Barros A.L. (2021). pH-responsive and folate-coated liposomes encapsulating irinotecan as an alternative to improve efficacy of colorectal cancer treatment. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 144, 112317.

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Magnetoliposome Preparation Protocol

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Ultrapure water Milli-Q grade (MilliporeSigma, St. Louis, MO, USA) and spectroscopic grade solvents were used in all the synthesis procedures. pH buffer stock solutions in the pH range between 2 and 11 were prepared from a sodium phosphate 0.1 M solution, adjusting the pH by mixing properly a solution containing citric acid (0.05 M) and boric acid (0.2 M) in ultrapure water (all reagents from Sigma-Aldrich, St. Louis, MO, USA), following [30 (link)]. The pH values were measured with a mini-pH meter NiCd-1 (Mettler-Toledo, Greifensee, Switzerland) and the pH of each solution was properly adjusted using a solution of HCl and NaOH (1 M) (all reagents from Sigma-Aldrich, St. Louis, MO, USA). For magnetoliposomes preparation, the lipids dipalmitoylphosphatidylcholine (DPPC) (from Sigma-Aldrich, St. Louis, MO, USA), distearoylphosphatidylcholine (DSPC) (from Sigma-Aldrich, St. Louis, MO, USA), dioleoylphosphatidylethanolamine (DOPE) (from Sigma-Aldrich, St. Louis, MO, USA), cholesteryl hemisuccinate (CHEMS) (from Sigma-Aldrich, St. Louis, MO, USA) and 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] (ammonium salt) (DSPE-PEG2000, from Avanti Polar Lipids, Birmingham, AL, USA) were used.

Cardoso B.D., Cardoso V.F., Lanceros-Méndez S, & Castanheira E.M. (2022). Solid Magnetoliposomes as Multi-Stimuli-Responsive Systems for Controlled Release of Doxorubicin: Assessment of Lipid Formulations. Biomedicines, 10(5), 1207.

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Solid-Phase Peptide Synthesis Reagents

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3-[Bis(dimethylamino)methyliumyl]-3H-benzotriazol-1-oxide hexafluorophosphate (HBTU), 1-hydroxybenzotriazole hydrate (HOBt·H₂O), triisopropylsilane (TIS), α-cyano-4-hydroxycinnamic acid (CHCA), Kaiser test kit (phenol/ethanol, ninhydrin/ethanol, potassium cyanide/pyridine), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), and N-hydroxysuccinimide (NHS) were purchased from Tokyo Chemical Industry (TCI, Tokyo, Japan). Dichloromethane (DCM) and N,N-dimethylformamide (DMF) were purchased from Nacalai Tesque Inc (San Diego, CA, USA). 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] (DSPE-mPEG2000; DSPE-PEG) and egg L-α-phosphatidylcholine (PC) were purchased from Avanti Polar Lipid Inc. (Alabaster, AL, USA). In addition, cholesteryl hemisuccinate (CHEMS) was purchased from Sigma-Aldrich (St. Louis, MO, USA). Piperidine (PPD) was purchased from Watanabe Chemical Industries (Hiroshima, Japan).

Ueno S., Kim M.W., Lee G., Park Y.I., Niidome T, & Lee R. (2020). Development of ErbB2-Targeting Liposomes for Enhancing Drug Delivery to ErbB2-Positive Breast Cancer. Pharmaceutics, 12(6), 585.

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Optimizing Irinotecan Delivery in Mice

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Synthesis and Radiolabeling of Bombesin Peptide

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Phospholipids dioleoylphosphatidylethanolamine (DOPE), distearoylphosphatidylethanolamine (DSPE), DSPE-PEG₁₀₀₀, DSPE-PEG₂₀₀₀, and DSPE-PEG₅₀₀₀ were obtained from Lipoid GmbH. Cholesteryl hemisuccinate (CHEMS) was purchased from Sigma Chemical Company, USA. Glucose, mannitol, and trehalose were purchased from Vetec Quimica Fina Ltda., Brazil. All other chemicals and reagents used were purchased from Sigma-Aldrich, Brazil. In addition, the peptide HYNIC-βAla-Bombesin_(7–14) was purchased from GL Biochem, China. Technetium-99m was obtained from an alumina-based ⁹⁹Mo/^99mTc generator from IPEN, Brazil.

Nunes S.S., Fernandes R.S., Cavalcante C.H., da Costa César I., Leite E.A., Lopes S.C., Ferretti A., Rubello D., Townsend D.M., de Oliveira M.C., Cardoso V.N, & de Barros A.L. (2019). Influence of PEG coating on the biodistribution and tumor accumulation of pH-sensitive liposomes. Drug delivery and translational research, 9(1), 123-130.

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Radiolabeled Bombesin Peptide Delivery System

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Cholesteryl hemisuccinate (CHEMS), doxorubicin, 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) sodium salt, sodium alendronate, sodium hydroxide, and D-luciferin were obtained from Sigma Chemical Company (Saint Louis, MI, USA). Lipoid GmbH (Ludwigshafen, Germany) supplied Dioleoylphosphatidylethanolamine (DOPE) and 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N- (polyethyleneglycol-2000) (DSPE-PEG2000). Dulbecco's modified Eagle's medium (DMEM) was purchased from Gibco (Grand Island, NY, USA). The human breast adenocarcinoma cell line (MDA-MB-231) was purchased from American Type Culture Collection (Manassas, VA, USA). Xylazine solution (Dopaser™ 2%) was obtained from Hertape Calier (Juatuba, MG, Brazil). Ketamine hydrochloride solution (Dopalen™ 10%) was purchased from Vetbrands Agroline (Campo Grande, MT, Brazil). HYNIC-βAla-Bombesin_7–14(^99mTc-BBN_7–14) peptide was supplied by GL BioChem (Shanghai Shi, China), and technetium-99m was obtained by a molybdenum-99/technetium-99m generator from Instituto de Pesquisas Energéticas (São Paulo, Brazil). All other chemicals used in this study were of analytical grade.

dos Santos Ferreira D., de Oliveira Pinto B.L., Kumar V., Cardoso V.N., Fernandes S.O., Souza C.M., Cassali G.D., Moore A., Sosnovik D., Farrar C., Leite E.A., Alves R.J., de Oliveira M.C., Guimarães A.R, & Caravan P. (2017). EVALUATION OF ANTITUMOR ACTIVITY AND CARDIAC TOXICITY OF A BONE-TARGETED pH-SENSITIVE LIPOSOMAL FORMULATION IN A BONE METASTASIS TUMOR MODEL IN MICE. Nanomedicine : nanotechnology, biology, and medicine, 13(5), 1693-1701.

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