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Y0503

Sigma-Aldrich

Y-27632 dihydrochloride

≥98% (HPLC)

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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 +3.0 to +5.0°, c = 1.0 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

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This Item
SML2920L9908SML0608
vibrant-m

Y0503

Y-27632 dihydrochloride

vibrant-m

SML2920

Y-39983 dihydrochloride

vibrant-m

L9908

LY-294,002 hydrochloride

vibrant-m

SML0608

A-412997 dihydrochloride

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

solubility

H2O: 14 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: >5 mg/mL, H2O: insoluble

solubility

H2O: 20 mg/mL, clear

color

white to beige

color

white to beige

color

white to off-white

color

white to beige

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 agent against acute lung injury.The utilization of Y-27632 dihydrochloride, in conjunction with Accutase or other enzyme solutions, during the passaging of human embryonic stem (hES) cells has been demonstrated to enhance cell survival and significantly improve cloning efficiency

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)
  • Y-27632 dihydrochloride has been used as a supplement in the E8 medium to promote in vitro differentiation of human pluripotent stem cells

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

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Xiangyun Li et al.
Human reproduction (Oxford, England), 24(3), 580-589 (2008-12-06)
Efficient slow freezing protocols within serum-free and feeder-free culture systems are crucial for the clinical application of human embryonic stem (hES) cells. Frequently, however, hES cells must be cryopreserved as clumps when using conventional slow freezing protocols, leading to lower
Attenuation of endotoxin-induced acute lung injury by the Rho-associated kinase inhibitor, Y-27632
Tasaka S, et al.
American Journal of Respiratory Cell and Molecular Biology, 32(6), 504-510 (2005)
Molecular organization of integrin-based adhesion complexes in mouse Embryonic Stem Cells
Xia S, et al.
bioRxiv, 416503-416503 (2018)
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
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)

Articles

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.

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

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