This product is tested for solubility in water at a minimum concentration of 14.0 mg/mL. The lot specific concentration is reported in the Certificate of Analysis, with some lots being soluble at greater than 40 mg/mL.
Y0503
Y-27632 dihydrochloride
synthetic (organic), ≥98% (HPLC), ROCK inhibitor, powder
Synonym(s):
Rock inhibitor y-27632, Y-27632 2HCl, (R)-(+)-trans-4-(1-Aminoethyl)-N-(4-Pyridyl)cyclohexanecarboxamide dihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C14H21N3O · 2HCl
CAS Number:
Molecular Weight:
320.26
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name
Y-27632 dihydrochloride, ≥98% (HPLC)
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
biological source
synthetic (organic)
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
Quality Level
Gene Information
human ... ROCK1(6093), ROCK2(9475)
Related Categories
1 of 4
This Item | SML2920 | L9908 | SML0608 |
|---|---|---|---|
| assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| form powder | form powder | form solid | form powder |
| 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 |
Application
Y-27632 dihydrochloride has been used:
- as a medium supplement in pancreatic ductal adenocarcinoma organoid culture[1]
- in the inhibition of Ras homolog gene family (Rho) kinase in mouse embryonic stem cells[2]
- in the inhibition of Rho-associated protein kinase (ROCK) in human embryonic stem cells[3] and human induced pluripotent stem cells (iPSCs)[4]
- Y-27632 dihydrochloride has been used as a supplement in the E8 medium to promote in vitro differentiation of human pluripotent stem cells[5]
Biochem/physiol Actions
Y-27632 is a highly potent, cell-permeable, selective ROCK inhibitor.
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.
General description
Y-27632 dihydrochloride is an effective bronchodilator and improves lung resistance (RL) induced by antigen and acetylcholine.[6] Y-27632 controls neutrophil migration and lung edema and may be a potential agent against acute lung injury.[7]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[8]
Y-27632, a Rho-kinase inhibitor, counteracts noradrenergic contractions in the penile corpus cavernosum of rabbits and humans. It helps to relax vascular and non-vascular smooth muscle in various preparations and lower blood pressure in hypertensive rats.[9] Additionally, this inhibitor induces reversible changes in cell shape and decreases in actin stress fibers, focal adhesions, and protein phosphotyrosine staining in human trabecular meshwork (TM) cells and Schlemm′s canal cells.[10] Y-27632 inhibits the kinase activity of both ROCK-I and ROCK-II in vitro, and this inhibition is competitively reversed by ATP, indicating that these compounds bind to the catalytic site to inhibit the kinases.[11] Ki = 140 nM for p160ROCK.
Legal Information
Sold under license from Mitsubishi Pharma Corporation
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Y-27632, an inhibitor of Rho-kinase, antagonizes noradrenergic contractions in the rabbit and human penile corpus cavernosum
Rees RW, et al.
British Journal of Pharmacology, 133, 455-458 (2001)
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)
Pharmacological properties of Y-27632, a specific inhibitor of rho-associated kinases
Ishizaki T, et al.
J. Mol. Pharmacol., 57, 976-983 (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)
Reversal of diabetes with insulin-producing cells derived in vitro from human pluripotent stem cells
Rezania A, et al.
Nature Biotechnology, 32(11), 1121-1133 (2014)
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Can I dissolve it in sterile water to reach a 10mM solution for using on live cells?
1 answer-
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Do you recommend any specific reconstitution method?
1 answer-
This product is tested for solubility in water at a minimum rate of 14.0 mg/mL. The lot specific rate is reported in the Certificate of Analysis with some lots being soluble at greater than 40 mg/mL. The compound is also soluble in DMSO at 100 mM. Stock solutions are stable for up to 6 months when stored in working aliquots at -20°C.
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Once reconstituted in dH20, should aliquots be stored at -20 degrees?
1 answer-
After reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 6 months in the freezer.
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What is the highest concentration that I can use without causing harm to my live cells?
1 answer-
The toxicity tolerance of this product for cell culture applications has not been specifically characterized. Typically, toxicity is dependent on the cell type, and in the literature, this compound has been reported to be non-toxic at concentrations ranging from 20 uM to about 100 uM.
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What is the shelf life of this product?
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This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.
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