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Y0503

Sigma-Aldrich

Y-27632 dihydrochloride

≥98% (HPLC)

Synonym(s):
(R)-(+)-trans-4-(1-Aminoethyl)-N-(4-Pyridyl)cyclohexanecarboxamide dihydrochloride
Empirical Formula (Hill Notation):
C14H21N3O · 2HCl
CAS Number:
Molecular Weight:
320.26
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +3.5 to +5.0°, c = 0.5 in methanol

color

white to beige

solubility

H2O: 14 mg/mL

storage temp.

2-8°C

SMILES string

Cl.Cl.C[C@@H](N)[C@H]1CC[C@@H](CC1)C(=O)Nc2ccncc2

InChI

1S/C14H21N3O.2ClH/c1-10(15)11-2-4-12(5-3-11)14(18)17-13-6-8-16-9-7-13;;/h6-12H,2-5,15H2,1H3,(H,16,17,18);2*1H/t10-,11-,12-;;/m1../s1

InChI key

IDDDVXIUIXWAGJ-LJDSMOQUSA-N

Gene Information

General description

Y-27632 dihydrochloride is an effective bronchodilator and improves lung resistance (RL) induced by antigen and acetylcholine. Y-27632 controls neutrophil migration and lung edema and may be a potential drug for treating acute lung injury.

Application

Y-27632 dihydrochloride has been used:
  • as a medium supplement in pancreatic ductal adenocarcinoma organoid culture
  • in the inhibition of Ras homolog gene family (Rho) kinase in mouse embryonic stem cells
  • in the inhibition of Rho-associated protein kinase (ROCK) in human embryonic stem cells and human induced pluripotent stem cells (iPSCs)

Packaging

1, 5 mg in glass bottle

Biochem/physiol Actions

Y-27632 is highly potent, cell-permeable, selective ROCK (Rho-associated coiled coil forming protein serine/threonine kinase) inhibitor. Ki = 140 nM for p160ROCK. Y-27632 also inhibits ROCK-II with equal potency. The inhibition is competitive with respect to ATP.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Legal Information

Sold under license from Mitsubishi Pharma Corporation

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Evaluation of Y-27632, a rho-kinase inhibitor, as a bronchodilator in guinea pigs
Iizuka K, et al.
European Journal of Pharmacology, 406(2), 273-279 (2000)
Basement membrane destruction by pancreatic stellate cells leads to local invasion in pancreatic ductal adenocarcinoma
Koikawa K, et al.
Cancer Letters, 425, 65-77 (2018)
Taisuke Kadoshima et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(50), 20284-20289 (2013-11-28)
Here, using further optimized 3D culture that allows highly selective induction and long-term growth of human ES cell (hESC)-derived cortical neuroepithelium, we demonstrate unique aspects of self-organization in human neocorticogenesis. Self-organized cortical tissue spontaneously forms a polarity along the dorsocaudal-ventrorostral...
James L Hutchinson et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(1), 94-105 (2013-10-01)
Myometrial contraction is a central feature of labor. Although a link between infection and preterm labor is widely accepted, surprisingly little is known about the mechanisms coupling infection-induced inflammation to myocyte contractile machinery. This study explores the myocyte response to...
Human cardiomyocytes undergo enhanced maturation in embryonic stem cell-derived organoid transplants
Varzideh F, et al.
Biomaterials, 192, 537-550 (2018)

Articles

Naive Pluripotent Stem Cell Culture in an Inhibitor Based 2i/LIF Containing Serum-Free and Feeder-Free Stem Cell Media

Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.

3D Organoid Culture: New In Vitro Models of Development and Disease

Organoid culture products to generate tissue and stem cell derived 3D brain, intestinal, gut, lung and cancer tumor organoid models.

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