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Submit ReviewTranylcypromine hydrochloride
Description: Irreversible inhibitor of LSD1; also inhibits MAO
Alternative Names: 2-PCPA
Chemical Name: (±)-trans-2-Phenylcyclopropylamine hydrochloride
Purity: ≥98% (HPLC)
Biological Activity for Tranylcypromine hydrochloride
Tranylcypromine hydrochloride is an irreversible inhibitor of lysine-specific demethylase 1 (LSD1/BHC110) and monoamine oxidase (MAO). Inhibits histone demethylation. In combination with CHIR 99021 (Cat. No. 4423), enables reprogramming of mouse embryonic fibroblasts transduced by only two factors, Oct4 and Klf4, into induced pluripotent stem (iPS) cells.
For more information about how Tranylcypromine hydrochloride may be used, see our protocol: Highly Efficient Generation of CiPSCs from MEFs
Compound Libraries for Tranylcypromine hydrochloride
Tranylcypromine hydrochloride is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen FDA-Approved Drugs and Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for Tranylcypromine hydrochloride
| M. Wt | 169.65 |
| Formula | C9H11N.HCl |
| Storage | Desiccate at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 1986-47-6 |
| PubChem ID | 2723716 |
| InChI Key | ZPEFMSTTZXJOTM-OULXEKPRSA-N |
| Smiles | N[C@H]1[C@H]([C@]2=CC=CC=C2)C1.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Tranylcypromine hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 16.96 | 100 | |
| DMSO | 16.96 | 100 |
Preparing Stock Solutions for Tranylcypromine hydrochloride
The following data is based on the product molecular weight 169.65. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 5.89 mL | 29.47 mL | 58.94 mL |
| 5 mM | 1.18 mL | 5.89 mL | 11.79 mL |
| 10 mM | 0.59 mL | 2.95 mL | 5.89 mL |
| 50 mM | 0.12 mL | 0.59 mL | 1.18 mL |
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Product Datasheets for Tranylcypromine hydrochloride
References for Tranylcypromine hydrochloride
References are publications that support the biological activity of the product.
Lee et al (2006) Histone H3 lysine 4 demethylation is a target of nonselective antidepressive medications. Chem.Biol. 13 563 PMID: 16793513
Schmidt and McCafferty (2007) trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1. Biochemistry 46 4408 PMID: 17367163
Li et al (2009) Generation of human-induced pluripotent stem cells in the absence of exogenous Sox2. Stem Cells 27 2992 PMID: 19839055
If you know of a relevant reference for Tranylcypromine hydrochloride, please let us know.
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Keywords: Tranylcypromine hydrochloride, Tranylcypromine hydrochloride supplier, irreversible, inhibitors, inhibits, monoamine, oxidase, A, B, MAOA, MAOB, lysine-specific, demethylase, 1, LSD1, BCH110, histone, demethylases, demethylation, oxygenases, oxidases, epigenetics, stem, cells, pluripotency, pluripotent, oct4, KDM1A, 2-PCPA, Monoamine, Oxidase, Other, Oxygenases/Oxidases, Stem, Cell, Reprogramming, Histone, Demethylases, 3852, Tocris Bioscience
8 Citations for Tranylcypromine hydrochloride
Citations are publications that use Tocris products. Selected citations for Tranylcypromine hydrochloride include:
Li et al (2018) Epigenetic control of IL-23 expression in keratinocytes is important for chronic skin inflammation. Nat Commun 9 1420 PMID: 29650963
Sheng et al (2018) A stably self-renewing adult blood-derived induced neural stem cell exhibiting patternability and epigenetic rejuvenation. Nat Commun 9 4047 PMID: 30279449
Kearns et al (2015) Functional annotation of native enhancers with a Cas9-histone demethylase fusion. Nat Methods 12 401 PMID: 25775043
Ping et al (2018) Genome-wide DNA methylation analysis reveals that mouse chemical iPSCs have closer epigenetic features to mESCs than OSKM-integrated iPSCs. Cell Death Dis 9 187 PMID: 29416007
Liu et al (2018) CRISPR-based chromatin remodeling of the endogenous Oct4 or Sox2 locus enables reprogramming to pluripotency. Cell Stem Cell 22 252 PMID: 29358044
Sun (2018) Histone demethylase LSD1 regulates bone mass by controlling WNT7B and BMP2 signaling in osteoblasts. Bone Res 6 14 PMID: 29707403
Zhang et al (2016) Pharmacological reprogramming of fibroblasts into neural stem cells by signaling-directed transcriptional activation. Cell Stem Cell 18 653 PMID: 27133794
Li et al (2011) Generation of iPSCs from mouse fibroblasts with a single gene, Oct4, and small molecules. Cell 21 196 PMID: 20956998
Do you know of a great paper that uses Tranylcypromine hydrochloride from Tocris? Please let us know.
Reviews for Tranylcypromine hydrochloride
Average Rating: 5 (Based on 2 Reviews.)
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We got expected effect on cells.
By
Anonymous on 06/25/2020
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: Neural Stem Cells
Cells are treated with 2 µM Tranylcypromine hydrochloride.
To start reprogramming, cultures were switched to reprogramming medium (ES medium supplemented with 10 mM Parnate).
By
Peng Liu on 12/04/2019
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: ips
To start reprogramming, cultures were switched to reprogramming medium (ES medium supplemented with 10 mM Parnate, 3 mM Chir99021, 1 mM A83-01, and 10 mM Forskolin)
Protocols for Tranylcypromine hydrochloride
The following protocol features additional information for the use of Tranylcypromine hydrochloride (Cat. No. 3852).
Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Epigenetics Scientific Review
Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.