Estrone 3 sulfate

Manufactured by Merck Group

Sourced in United States

Estrone-3-sulfate is a chemical compound used in laboratory research and analysis. It is a metabolite of the hormone estrone, which plays a role in the regulation of the female reproductive system. The core function of Estrone-3-sulfate is to serve as a research tool for studying the biochemical and physiological processes related to estrogen metabolism and signaling.

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Lab products found in correlation

8 protocols using estrone 3 sulfate

Transporters and Membrane Protein Analysis

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Phenolsulfonphthalein (PSP)
was obtained from Macklin (Shanghai, China). Estradiol-17β-glucuronide
(E17βG), estrone-3-sulfate (E3S), and taurocholate (TCA) were
purchased from Sigma-Aldrich (St. Louis, MO). 4-(4-(Dimethylamino)styryl)-N-methylpyridinium (ASP⁺) and penciclovir (PCV)
were from US Everbright (Suzhou, China) and Aladdin (Shanghai, China),
respectively. Dulbecco’s modified Eagle’s medium (DMEM),
PSP-free DMEM, fetal bovine serum (FBS), trypsin, Lipofectamine 2000,
sulfo-N-hydroxysuccinimide-SS-biotin,
protease inhibitor tablets, and streptavidin-agarose resin were purchased
from Thermo Fisher Scientific (Waltham, MA). Penicillin-streptomycin
was from Hyclone (Logan, UT). The bicinchoninic acid (BCA) protein
assay kit was purchased from Takara (Kyoto, Japan). The first antibodies
for detecting 6-His tag and Na⁺/K⁺-ATPase were
from Proteintech (Rosemont, IL) and Abcam (Boston, MA), respectively.
Their secondary antibodies were from Proteintech (Rosemont, IL).

Wang Z., Li Y., Peng T., Su Y., Luo X., Han W., Zhang H., Ruan J, & Gui C. (2021). Human Organic Anion Transporting Polypeptides 1B1, 1B3, and 2B1 Are Involved in the Hepatic Uptake of Phenolsulfonphthalein. ACS Omega, 6(51), 35844-35851.

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Enzyme Kinetics and Inhibition Profiling

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Estrone‐3‐sulfate, E₂17ßG, CCK‐8, 1′‐hydroxymidazolam, testosterone, and rifampicin were from Sigma‐Aldrich (St. Louis, MO). The ³H‐Estrone‐3‐sulfate was from Radiolab (Szeged, Hungary). E₂17ßG (estradiol‐6,7‐³H(N)) and ³H‐cholecyctokinine‐8 were from Perkin Elmer (Waltham, MA). The 6ß‐hydroxytestosterone and pooled human liver microsomes were from BD Biosciences (San Jose, CA). MDZ was from Spectrum Chemicals (New Brunswick, NJ).

Jones N.S., Yoshida K., Salphati L., Kenny J.R., Durk M.R, & Chinn L.W. (2019). Complex DDI by Fenebrutinib and the Use of Transporter Endogenous Biomarkers to Elucidate the Mechanism of DDI. Clinical Pharmacology and Therapeutics, 107(1), 269-277.

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Radioactive Steroid Labeling Protocol

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³H-Estrone-3-sulfate (48 Ci/mmol) and ³H-dehydroepiandrosterone-sulfate (60 Ci/mmol) were obtained from Perkin Elmer (Waltham, MA, US). The fluorescent dye (E)-1-(3-azidopropyl)-4-(2-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)vinyl)pyridine-1-ium-3-sulfonate (ACPS) was synthetized, as described previously (Nagy et al., 2010 (link)). Tissue total RNAs were obtained from Agilent Technologies (Kromat, Hungary). Estrone-3-sulfate, benzbromarone, and all other materials, if not stated otherwise, were purchased from Sigma-Aldrich (Sigma, Merck, Darmstadt, Germany).

Bakos É., Német O., Kucsma N., Tőkési N., Stieger B., Rushing E., Tőkés A.M., Kele P., Tusnády G.E, & Özvegy-Laczka C. (2022). Cloning and characterization of a novel functional organic anion transporting polypeptide 3A1 isoform highly expressed in the human brain and testis. Frontiers in Pharmacology, 13, 958023.

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Analytical Methods for Bioactive Compounds

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Imp and Cil were purchased from Merck Sharp & Dohme Corp. (VA, USA). p-Aminophenol acid (PAH) and probenecid (Prb) were purchased from Dalian Meilun Biology Technology Co., Ltd. (Dalian, China). Estrone-3-sulfate (ES) was purchased from Sigma–Aldrich (St. Louis, MO, USA). All other chemicals were of analytical grade and were available from commercial sources.

Huo X., Meng Q., Wang C., Zhu Y., Liu Z., Ma X., Ma X., Peng J., Sun H, & Liu K. (2019). Cilastatin protects against imipenem-induced nephrotoxicity via inhibition of renal organic anion transporters (OATs). Acta Pharmaceutica Sinica. B, 9(5), 986-996.

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Imipenem-Cilastatin Pharmacokinetic Study

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Imipenem was supplied from Dalian Meilun Biology Technology Co., Ltd. (Dalian, China). Cilastatin was extracted from Imipenem and cilastatin sodium for injection. Probenecid, PAH, PCG, estrone-3-sulfate (ES), and tetraethyl ammonium (TEA) were purchased from Sigma (St. Louis, MO, USA). All other reagents and chemicals in this study were of analytical purity grade and were commercially available.

Zhu Y., Huo X., Wang C., Meng Q., Liu Z., Sun H., Tan A., Ma X., Peng J, & Liu K. (2018). Organic anion transporters also mediate the drug–drug interaction between imipenem and cilastatin. Asian Journal of Pharmaceutical Sciences, 15(2), 252-263.

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Membrane Vesicle Transport Assay

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Membrane vesicles from
HEK293 cells overexpressing the human BCRP, P-gp, MRP2, MRP3, and
MRP4 as well as the stably transfected hOATP2B1-MDCK-II cells were
provided by Solvo Biotechnology (Budapest, Hungary). Cell culture
medium, i.e., Dulbecco’s modified Eagle’s medium (DMEM),
fetal bovine serum, 1% GlutaMAX-1, 100 U/mL penicillin, and 100 μg/mL
streptomycin were obtained from Sigma-Aldrich (St. Louis, MO). Furosemide,
diclofenac, estrone-3-sulfate, rosuvastatin, adenosine 5′-triphosphate
(ATP) disodium salt, adenosine 5′-monophosphate (AMP) monohydrate,
glutathione, tris[hydroxymethyl]aminomethane (tris-base), MgCl₂, NaCl, sucrose, and 3-[N-morpholino] propane
sulfonic acid (MOPS) were purchased from Sigma-Aldrich (St. Louis,
MO). Bovine serum albumin (BSA), membrane protein extraction kit,
and trypsin digestion reagents were obtained from Thermo Fisher Scientific
(Rockford, IL). Hanks’ balanced salt solution (HBSS), phosphate
buffer saline (PBS), acetonitrile, and formic acid were purchased
from Thermo Fisher Scientific (Rockford, IL). The synthetic unlabeled
and stable labeled peptides were purchased from New England Peptides
(Boston, MA) and Thermo Fisher Scientific (Rockford, IL), respectively.
Multiscreen HTS Vacuum Manifold and 96-well filter plates with class
B glass fiber filters were purchased from EMD Millipore (Billerica,
MA).

Chapa R., Li C.Y., Basit A., Thakur A., Ladumor M.K., Sharma S., Singh S., Selen A, & Prasad B. (2020). Contribution of Uptake and Efflux Transporters to Oral Pharmacokinetics of Furosemide. ACS Omega, 5(51), 32939-32950.

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Fluorescent Probe Assay for Transporter Inhibition

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5-(and-6)-carboxy-2′,7′-dichlorofluorescein (CDCF) and 5-(and-6)-carboxy-2′,7′-dichlorofluorescein diacetate (CDCFDA) were purchased from AAT Bioquest (Sunnyvale, CA, United States). Digoxin, estrone 3-sulfate (E3S), and lopinavir were purchased from Sigma-Aldrich (St. Louis, MO, United States). Nelfinavir was obtained from APExBIO Technology (Houston, TX, United States). Darunavir was purchased from Toronto Research Chemicals (North York, ON, Canada). A rabbit monoclonal P-gp antibody (ab120904), a rabbit monoclonal MRP2 antibody (ab172630) and a rabbit monoclonal GAPDH antibody (ab181602) were purchased from Abcam (Cambridge, MA, United States), and a rabbit monoclonal BCRP antibody (CST42078) was obtained from Cell Signaling Technology (Danvers, MA, United States). All other chemicals and solvents were of the highest grade commercially available.

Feng D., Zhong G., Zuo Q., Wan Y., Xu W., He C., Lin C., Huang D., Chen F, & Huang L. (2022). Knockout of ABC transporters by CRISPR/Cas9 contributes to reliable and accurate transporter substrate identification for drug discovery. Frontiers in Pharmacology, 13, 1015940.

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Membrane Transport Protein Assay Protocol

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TG, AG, DHTG, and the corresponding deuterated stable-labeled internal standards TG-d3, AG-d4, and DHTG-d3 were purchased from Cerilliant corporation (Round Rock, TX). EtioG standard was purchased from Steraloids (Newport, RI). Membrane vesicle overexpressing the human BCRP, MDR1, MRP2, MRP3, and MRP4 were provided by Solvo Biotechnology (Budapest, Hungary). Adenosine 5’-triphosphate (ATP) disodium salt, adenosine 5’-monophosphate (AMP) monohydrate, glutathione, Tris-Base (Tris[hydroxymethyl]aminomethane), MgCl₂, NaCl, Sucrose, MOPS (3-[N-Morpholino]propanesulfonic acid) were purchased from Sigma-Aldrich (St. Louis, MO). Bovine serum albumin (BSA), membrane protein extraction kit and trypsin digestion reagents were obtained from Thermo Fisher Scientific (Rockford, IL). The synthetic light peptide and heavy labeled peptides were purchased from New England Peptides (Boston, MA) and Thermo Fisher Scientific (Rockford, IL), respectively. Multiscreen™ HTS Vacuum Manifold and 96-well filter plates with class B glass fiber filters were purchased from EMD Millipore (Billerica, MA). Estradiol-17β-glucuronide (E2-17β-G), N-Methyl Quinidine (NMQ), dehydroepiandrosterone sulfate (DHEAS), and estrone-3-sulfate (E3S) were purchased from Sigma-Aldrich (St. Louis, MO). All other chemicals and reagents, unless indicated otherwise, were purchased from Sigma-Aldrich (St. Louis, MO).

Li C.Y., Basit A., Gupta A., Gáborik Z., Kis E, & Prasad B. (2019). Major glucuronide metabolites of testosterone are primarily transported by MRP2 and MRP3 in human liver, intestine and kidney. The Journal of steroid biochemistry and molecular biology, 191, 105350.

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