Y-27632

Last updated
Y-27632
Y-27632.svg
Names
IUPAC name
(1R,4r)-4-((R)-1-Aminoethyl)-N-(pyridin-4-yl)cyclohexanecarboxamide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.149.247 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • 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/s1 Yes check.svgY
    Key: IYOZTVGMEWJPKR-IJLUTSLNSA-N Yes check.svgY
  • 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/s1
    Key: IYOZTVGMEWJPKR-IJLUTSLNBP
  • O=C([C@H]1CC[C@@]([C@H](N)C)([H])CC1)NC2=CC=NC=C2
Properties
C14H21N3O
Molar mass 247.342 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Y-27632 is a biochemical tool used in the study of the rho-associated protein kinase (ROCK) signaling pathways. [1] Y-27632 selectively inhibits p160ROCK, although it does inhibit other protein kinases such as PKCs at higher concentrations. [2]

It has been studied for its effects on corneal endothelial cells (CECs) [3] and cardiac stem cells (CSCs). [4]

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. [5]

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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. 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. PMID   38744289.