Harmane

Manufactured by Merck Group

Sourced in United States, Germany

Harmane is a laboratory product manufactured by Merck Group. It is a chemical compound used in various analytical and research applications. This product serves as a core functional component in specialized laboratory equipment.

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Lab products found in correlation

Harmine, by Merck Group (8 mentions) Norharmane, by Merck Group (7 mentions) Harmaline, by Merck Group (7 mentions) Milli q water purification system, by Merck Group (3 mentions) Harmalol hydrochloride dihydrate, by Merck Group (3 mentions) Harmol hydrochloride dihydrate, by Merck Group (3 mentions) Brdu rpn20, by GE Healthcare (2 mentions) Vivit, by Thermo Fisher Scientific (2 mentions) Fk506 tlrl fk5, by InvivoGen (2 mentions) Harmalol, by Merck Group (2 mentions) Etoposide, by Merck Group (2 mentions) Acetic acid, by Merck Group (2 mentions) Harmaline hydrochloride dehydrate, by Merck Group (1 mentions) Harmine hydrochloride, by Merck Group (1 mentions) Antibiotic antimycotic reagent, by Merck Group (1 mentions) Sodium propionate, by Merck Group (1 mentions) Norharman, by Merck Group (1 mentions) Mem non essential amino acid solution, by Thermo Fisher Scientific (1 mentions) Caco 2 cells, by Thermo Fisher Scientific (1 mentions) Ifn γ, by Merck Group (1 mentions)

Spelling variants of this product

Harmane hydrochloride (2 citations)

15 protocols using harmane

Tobacco Constituents Bioavailability Protocol

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Nicotine hydrogen tartrate, tyramine HCl, anabasine, myosmine, harmane, and norharmane were purchased from Sigma-Aldrich (St. Louis, MO, USA). D, L Nornicotine was purchased from Matrix Scientific (Columbia, SC, USA), and D,L anatabine was purchased from Fisher Scientific (Pittsburgh, PA, USA). Nicotine, nornicotine, tyramine HCl, myosmine, anabasine and anatabine were dissolved in 0.9% sterile saline (Hospira Inc, Lake Forest, IL, USA). harmane and norharmane were both dissolved in a solution containing equal parts sterile saline and DMSO (Sigma-Aldrich), which also served as the vehicle for these two compounds. All tobacco constituent solutions were injected (s.c.) in a volume of 1.0 ml/kg body weight.

Hall B.J., Wells C., Allenby C., Lin M.Y., Hao I., Marshall L., Rose J.E, & Levin E.D. (2014). Differential Effects of Non-Nicotine Tobacco Constituent Compounds on Nicotine Self-Administration in Rats. Pharmacology, biochemistry, and behavior, 120, 103-108.

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Caco2 and YAMC Cell Line Generation

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Caco2 cells were obtained from the American Type Culture Collection (ATCC, Manassas VA) and YAMC cells were kindly donated by Dr. Robert Whitehead (Vanderbilt University). The corresponding knockout Caco2-AhRKO and YAMC-AhRKO cell lines were generated by CRISPR/Cas9 as described (29 (link),30 (link)). Caco2 cells were maintained in Dulbecco’s modified Eagle’s medium (DMEM) supplemented with 20% fetal bovine serum (FBS), 1 x MEM non-essential amino acid solution (Gibco), and 1 x antibiotic/antimycotic reagent (Sigma-Aldrich, St. Louis, MO) at 37°C in the presence of 5% CO₂. YAMC cells were cultured in RPMI1640 media supplemented with 5% FBS, 1% glutamine, 0.1% ITS (Corning) and 10U IFNγ (Sigma-Aldrich) at 33°C in 5% CO₂. The β-carboline alkaloids norharman, harmine hydrochloride, harmane, harmaline hydrochloride dehydrate, 1-methyl-2, 3, 4, 9-tetrahydro-1H-β-carboline-1-carboxylic acid sodium butyrate, sodium propionate and sodium acetate were purchased from Sigma-Aldrich. TCDD (99%) was synthesized in the Safe laboratory and roasted coffee (Seattle’s Best #4) was purchased locally.

Chapkin R.S., Davidson L.A., Park H., Jin U.H., Fan Y.Y., Cheng Y., Hensel M.E., Landrock K.K., Allred C., Menon R., Klemashevich C., Jayaraman A, & Safe S. (2021). Role of the Aryl Hydrocarbon Receptor (AhR) in Mediating the Effects of Coffee in the Colon. Molecular nutrition & food research, 65(20), e2100539.

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Medicinal Compounds for Autophagy Modulation

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Harmine, harmaline, harmane, and harmol (purity > 98%), methylsulfoxide (DMSO), 3-Methyladenine (3-MA), monodansylcadaverine (MDC), L-dopa, hoechst 33,258 and mushroom tyrosinase were purchased from Sigma-Aldrich. Liquiritin, isoliquiritin and glycyrrhizic acid were purchased from Natural Biological Technology Co., LTD (Shanghai). Cell Counting Kit-8 (CCK8, YEASEN, China), bafilomycin A1 (Calbiochem, US), annexin V- fluorescein isothiocyanate (FITC), and apoptosis detection Kit (BD Bioscience, USA) were used. RPMI Medium Modified, fetal bovine serum (FBS), phosphate buffered saline (PBS) and penicillin-streptomycin were obtained from Gibco (Carlsbad, CA, USA). Primary antibodies of GAPDH, LC3, P62, mTOR, p-mTOR, Akt, p-Akt, ERK1/2, p-ERK1/2 were purchased from Cell Signaling Technology (Danvers, MA). MNZQ was offered by Xinjing Uighur Pharmaceutical Co., Ltd. (Xinjiang, China; Batch No.151144). The information, including plant name, herbal name, Chinese name, medicinal parts, formula dosage, and voucher number of 13 species of medicinal plants comprising MNZQ could be referred to our previous study [4 ].

Zou N., Wei Y., Li F., Yang Y., Cheng X, & Wang C. (2017). The inhibitory effects of compound Muniziqi granule against B16 cells and harmine induced autophagy and apoptosis by inhibiting Akt/mTOR pathway. BMC Complementary and Alternative Medicine, 17, 517.

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Synthesis and Characterization of Heterocyclic Compounds

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Harmane (CAS No. 486–84–0), norHarmane (CAS No. 244–63–3), 1,2,3,4-tetrahydroisoquinoline (TIQ; CAS No. 91–21–4), clorgyline hydrochloride (CAS No. 17780–75–5), and pargyline hydrochloride (CAS No. 306–07–0) were purchased from Sigma-Aldrich® (St. Louis, MO, United States of America). 2,3,6-trimethyl-1,4-naphtoquinone (TMN; CAS No. 20490–42–0) was purchased from Enamine Ltd. (Kyiv, Ukraine). Buspirone hydrochloride (CAS No. 33386–08–2) was purchased from Tocris Bioscience (Bio-Techne®, Minneapolis, MN, United States). The chemical structures of compounds are shown in Figure 1A.

Jaka O., Iturria I., van der Toorn M., Hurtado de Mendoza J., Latino D.A., Alzualde A., Peitsch M.C., Hoeng J, & Koshibu K. (2021). Effects of Natural Monoamine Oxidase Inhibitors on Anxiety-Like Behavior in Zebrafish. Frontiers in Pharmacology, 12, 669370.

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Nicotine and Harmane Pharmacology

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(−)-Nicotine and harmane were obtained from Sigma (St Louis, MO). Norharmane hydrochloride and harmine hydrochloride were obtained from Santa Cruz Biotechnology (Dallas, TX). Nicotine was prepared in sterile saline and adjusted to a pH of 7.4 using dilute NaOH. harmane, norharmane, and harmine were dissolved in dimethyl sulfoxide (DMSO) and saline. Nicotine and harmane doses are expressed as the base. Norharmane and harmine doses are expressed as the salt. All drugs were administered s.c. in a volume of 1 ml/kg.

Harris A.C., Muelken P, & LeSage M.G. (2020). β-carbolines found in cigarette smoke elevate intracranial self-stimulation thresholds in rats. Pharmacology, biochemistry, and behavior, 198, 173041.

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High-content screening of phytochemicals

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High-content screening was performed using the Prestwick Phytochemical Library (Prestwick Chemical, Illkirch, France), a collection of 320 pure natural products, mostly derived from plants. Harmol hydrochloride was obtained from Santa Cruz Biotechnology, Inc. Harmine, harmane, R1881, spironolactone, RU486, R5020, dexamethasone, and aldosterone were purchased from Sigma Aldrich (St. Quentin Fallavier, France). Enzalutamide was purchased from Selleckchem (Euromedex, Strasbourg, France), SR12813 from Bio-Techne (Lille, France). All reagents were dissolved in dimethyl sulfoxide (DMSO) at 10 mM before use.

Dellal H., Boulahtouf A., Alaterre E., Cuenant A., Grimaldi M., Bourguet W., Gongora C., Balaguer P, & Pourquier P. (2020). High Content Screening Using New U2OS Reporter Cell Models Identifies Harmol Hydrochloride as a Selective and Competitive Antagonist of the Androgen Receptor. Cells, 9(6), 1469.

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Quantification of Heterocyclic Amines

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The HCA standards of MeIQx, 4,8-DiMeIQx, and PhIP were from Toronto Research Chemicals, harmane and norharmane were from Sigma-Aldrich, and caffeine was used as internal standard. Chemicals used for the sample preparation and the HPLC (acetonitrile, dimethylformamide, methanol, formic acid, acetic acid, and sodium hydroxide) were all purchased from VWR International. Type I ultra-pure water was produced by SUEZ Environment^® Water Purification System at our university.

Pleva D., Lányi K., Darnay L, & Laczay P. (2020). Predictive Correlation between Apparent Sensory Properties and the Formation of Heterocyclic Amines in Chicken Breast as a Function of Grilling Temperature and Time. Foods, 9(4), 412.

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Synthesis and Characterization of Tryptamine Alkaloids

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All solvents were distilled
prior to use. Chemicals and reagents including authentic samples of
harmine, harmaline, harmane, and 10-methoxyharmalan were purchased
from Sigma-Aldrich and used as received. Tetrahydroharmine and N,N-dimethyltryptamine were synthesized as described below.

Rodríguez L., López A., Moyna G., Seoane G.A., Davyt D., Vázquez Á., Hernández G, & Carrera I. (2022). New Insights into the Chemical Composition of Ayahuasca. ACS Omega, 7(14), 12307-12317.

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Pharmacological Modulation of Neuroinflammation

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Reagents were as follows: INDY (4997, Tocris Biosciences), BrdU (RPN20, GE Healthcare), harmaline (51330, Sigma), harmane (103276, Sigma), harmalol (H125, Sigma), harmine (286044, Sigma, for in vitro studies), harmine hydrochloride (CAS 343-27-1, Santa Cruz, for in vivo studies), VIVIT (502306392, Fisher scientific), FK506 (tlrl-fk5, Invivogen), 1RH (10058, 475956, Calbiochem), etoposide (E1383, Sigma), recombinant human IL1-β (201-lb-005, R&D Systems), recombinant human TNF-α (210-TA-010, R&D Systems), WS6 (M60097-2s, Xcess Biosciences).

Wang P., Alvarez-Perez J.C., Felsenfeld D.P., Liu H., Sivendran S., Bender A., Kumar A., Sanchez R., Scott D.K., Garcia-Ocaña A, & Stewart A.F. (2015). Induction of human pancreatic beta cell replication by inhibitors of dual specificity tyrosine regulated kinase. Nature medicine, 21(4), 383-388.

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Purification and Characterization of DNA-Interacting Molecules

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Reactants. Nor harmane (>98%), harmane (>98%) and harmine (>98%) from Sigma-Aldrich were used without further purification. N-Methyl-β-carboline derivatives were synthetized, purified and characterized according to the procedure described elsewhere. 7 DNA from bacteriophage PM2 (PM2 DNA, 10 4 bp) was prepared according to the method of Salditt et al. 47 Calf thymus DNA (ctDNA, sodium salt type I, highly polymerized, Lot no. 105K7025) and 2′-deoxyadenosine 5′monophosphate (dAMP) were provided by Sigma-Aldrich. PlasmaCAL Phosphorus (SPC Science, Standard for ICP-EAS and -MS, 995 (±4) μg ml -1 H 2 O, δ = 1.000 g ml -1 @ 23.4 °C).
Enzymes. Formamidopyrimidine-DNA glycosylase (Fpg) was obtained from E. coli strain JM105 harbouring plasmid pFPG230. 48 Endonuclease IV (Endo IV) and T4 endonuclease V (T4 endo V) were partially purified from an inducible overproducer (E. coli strain A 32 480 carrying the plasmid ptac-denV) provided by L. Mullenders, Leiden. Endonuclease III (Endo III) from E. coli was kindly provided by S. Boiteux, Fontenay aux Roses, France. All repair endonucleases were tested for their incision at reference modifications according to the procedure described elsewhere. 49 Cell cultures and preparations. Human epithelioid cervix carcinoma (HeLa, ATCC: CCL-2) and HEK293 cells (ATCC:

Denofrio M.P., Rasse-Suriani F.A.O., Paredes J.M., Fassetta F., Crovetto L., Giron M.D., Salto R., Epe B, & Cabrerizo F.M. (2020). N-Methyl-β-carboline alkaloids: structure-dependent photosensitizing properties and localization in subcellular domains. Organic & biomolecular chemistry, 18(33).

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