LDN 193189 dihydrochloride

Name: LDN 193189 dihydrochloride
Brand: Tocris Bioscience
SKU: 6053
Rating: 4 (3 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 6053

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Citations (151)

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Potent and selective ALK2 and ALK3 inhibitor; inhibits BMP4 signaling; promotes neural induction of hPSCs

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Product Description
Scientific Data
Licensing Information
Product Specifications
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Background References
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Key Product Details

Description

Potent and selective ALK2 and ALK3 inhibitor; inhibits BMP4 signaling; promotes neural induction of hPSCs

Alternative Names

LDN 193189 2HCl

View all BMP and Other Activin Receptor Inhibitors »

Product Description

LDN 193189 dihydrochloride is a potent and selective ALK2 and ALK3 inhibitor (IC₅₀ values are 5 and 30 nM, respectively); inhibits BMP4-mediated Smad1/5/8 activation. Exhibits >200-fold selectivity for BMP signaling over TGF-β signaling. Also exhibits selectivity over AMPK, PDGFR and MAPK signaling. Promotes neural induction of hPSCs in combination with SB 431542 (Cat.No. 1614). Also induces differentiation of hPSCs into nociceptive sensory neurons in combination with SB 431542 (Cat.No. 1614), SU 5402 (Cat.No.3300), CHIR 99021 (Cat.No. 4423) and DAPT (Cat.No. 2634). Used in protocols to generate pancreatic beta cells, or midbrain dopaminergic neurons from hPSCs (see below).

LDN 193189 synthesized to cGMP guidelines and LDN 193189 in solution also available.

For more information about how LDN 193189 dihydrochloride may be used, see our protocols: Generation of β cells from hPSCs, Generating Midbrain Dopaminergic Neurons from hPSCs, Accelerated Induction of Cortical Neurons from hiPSCs.

Scientific Data Images for LDN 193189 dihydrochloride

Application of LDN 193189 in motor neurons differentiated from iPSCs.

Image shows IBJ6 human fibroblast induced pluripotent stem cells which have been differentiated into motor neurons. This was performed using a combination of LDN 193189 (100 nM) and SB 431542 (Catalog # 1614, Tocris) followed by Retinoic acid (Catalog # 0695, Tocris) and Purmorphamine (Catalog # 4551, Tocris) culture on Laminin for 18 days. Commitment to the motor neuron fate was assessed using the motor neuron marker anti-Human Islet-1 (red, R&D Systems, Catalog # AF1837) and the general neuronal marker, beta III tubulin (green, R&D Systems, Catalog # MAB1195). For visualization, the neurons were stained using Northernlights™ 557-conjugated Donkey anti-Goat Secondary Antibody (R&D Systems, Catalog # NL001) and Northernlights™ 493-conjugated Donkey anti-Mouse Secondary Antibody (R&D Systems, Catalog # NL009 NL009) and counterstained with DAPI (blue, Catalog # 5748, Tocris).

Licensing Information

Sold for research purposes under exclusive agreement from The Brigham and Women's Hospital Inc. US patents 8,507,501 and 9,045,484

Product Specifications

Molecular Weight

479.40

Formula

C₂₅H₂₂N₆.2HCl

Storage

Store at -20°C

Purity

≥98% (HPLC)

Chemical Name

4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline dihydrochloride

CAS Number

1435934-00-1

PubChem ID

91900717

InChI Key

CMQXLLAILGGLRV-UHFFFAOYSA-N

SMILES

N1(C2=CC=C(C3=CN4N=CC(C5=CC=NC6=C5C=CC=C6)=C4N=C3)C=C2)CCNCC1.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	water	23.97	50
	DMSO	4.79	10

Preparing Stock Solutions for LDN 193189 dihydrochloride

The following data is based on the product molecular weight 479.40

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.5 mM	4.17 mL	20.86 mL	41.72 mL
2.5 mM	0.83 mL	4.17 mL	8.34 mL
5 mM	0.42 mL	2.09 mL	4.17 mL
25 mM	0.08 mL	0.42 mL	0.83 mL

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Background References

References are publications that support the biological activity of the product.

Wimmer Human blood vessel organoids as a model of diabetic vasculopathy. Nature 2019 PMID: 30651639
Kadoshima Self-organization of axial polarity, inside-out layer pattern, and species-specific progenitor dynamics in human ES cell-derived neocortex. Proc.Natl.Acad.Sci.USA. 2013 PMID: 24277810
Dye In vitro generation of human pluripotent stem cell derived lung organoids. Elife 2015 PMID: 25803487
Lancaster Generation of Cerebral Organoids from Human Pluripotent Stem Cells Nat. Protoc. 2015 PMID: 25188634
Li Chemical approaches to stem cell biology and therapeutics. Cell Stem Cell 2013 PMID: 24012368
Cuny Structure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors. Bioorg.Med.Chem.Lett. 2008 PMID: 18621530
Chambers Combined small-molecule inhibition accelerates developmental timing and converts human pluripotent stem cells into nociceptors. Nat.Biotechnol. 2012 PMID: 22750882
Yu BMP type I receptor inhibition reduces heterotopic ossification. Nat.Med. 2008 PMID: 19029982