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Y-27632

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Y-27632
Names
IUPAC name (1R,4r)-4-((R)-1-Aminoethyl)-N-(pyridin-4-yl)cyclohexanecarboxamide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.149.247 Edit this at Wikidata
IUPHAR/BPS
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H21N3O/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)/t10-,11-,12-/m1/s1Key: IYOZTVGMEWJPKR-IJLUTSLNSA-N
  • InChI=1/C14H21N3O/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)/t10-,11-,12-/m1/s1Key: IYOZTVGMEWJPKR-IJLUTSLNBP
SMILES
  • O=C(1CC((N)C)()CC1)NC2=CC=NC=C2
Properties
Chemical formula C14H21N3O
Molar mass 247.342 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Y-27632 is a biochemical tool used in the study of the rho-associated protein kinase (ROCK) signaling pathways. Y-27632 selectively inhibits p160ROCK, although it does inhibit other protein kinases such as PKCs at higher concentrations.

It has been studied for its effects on corneal endothelial cells (CECs) and cardiac stem cells (CSCs).

The substance has been used as part of a chemical cocktail to turn old and senescent human cells back into young ones (as measured by transcriptomic age), without turning them all the way back into undifferentiated stem cells.

A mixture of methylcellulose (1%), ethylene glycol (10%), dimethyl sulfoxide (10%), and Y-27632 (10 μM), termed MEDY, has been shown to be an effective cryopreservation reagent for brain tissue, enabling tissue to resume growth and function after freezing using liquid nitrogen.

References

  1. Uehata, Masayoshi (1999). "Y-27632. Selective probe of ROCK/Rho-kinase". Jikken Igaku. 17 (7): 850–855.
  2. Uehata, M; Ishizaki, T; Satoh, H; Ono, T; Kawahara, T; Morishita, T; Tamakawa, H; Yamagami, K; et al. (1997). "Calcium sensitization of smooth muscle mediated by a Rho-associated protein kinase in hypertension". Nature. 389 (6654): 990–4. Bibcode:1997Natur.389..990U. doi:10.1038/40187. PMID 9353125. S2CID 4419556.
  3. Peh, Gary S. L.; Adnan, Khadijah; George, Benjamin L.; Ang, Heng-Pei; Seah, Xin-Yi; Tan, Donald T.; Mehta, Jodhbir S. (2015-03-16). "The effects of Rho-associated kinase inhibitor Y-27632 on primary human corneal endothelial cells propagated using a dual media approach". Scientific Reports. 5: 9167. Bibcode:2015NatSR...5E9167P. doi:10.1038/srep09167. ISSN 2045-2322. PMC 4387913. PMID 25823914.
  4. Kan, Lijuan; Smith, Aubrie; Chen, Miao; Ledford, Benjamin T.; Fan, Huimin; Liu, Zhongmin; He, Jia-Qiang (2015-12-08). "Rho-Associated Kinase Inhibitor (Y-27632) Attenuates Doxorubicin-Induced Apoptosis of Human Cardiac Stem Cells". PLOS ONE. 10 (12): e0144513. Bibcode:2015PLoSO..1044513K. doi:10.1371/journal.pone.0144513. ISSN 1932-6203. PMC 4672899. PMID 26645568.
  5. Yang, Jae-Hyun; Petty, Christopher A.; Dixon-McDougall, Thomas; Lopez, Maria Vina; Tyshkovskiy, Alexander; Maybury-Lewis, Sun; Tian, Xiao; Ibrahim, Nabilah; Chen, Zhili; Griffin, Patrick T.; Arnold, Matthew; Li, Jien; Martinez, Oswaldo A.; Behn, Alexander; Rogers-Hammond, Ryan (2023-07-12). "Chemically induced reprogramming to reverse cellular aging". Aging. 15 (13): 5966–5989. doi:10.18632/aging.204896. ISSN 1945-4589. PMC 10373966. PMID 37437248.
  6. Xue, Weiwei; Li, Huijuan; Xu, Jinhong; Yu, Xiao; Liu, Linlin; Liu, Huihui; Zhao, Rui; Shao, Zhicheng (2024). "Effective cryopreservation of human brain tissue and neural organoids". Cell Reports Methods. 4 (5). doi:10.1016/j.crmeth.2024.100777. PMC 11133841. PMID 38744289.
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