FAUC50 is a covalent agonist of the β2 adrenoceptor.[1] It has been used as a template to form covalent agonists for other receptors.[2]

FAUC50
FAUC50.svg
Names
Preferred IUPAC name
5-[(1R)-2-{[2-(4-{3-[(2-Aminoethyl)disulfanyl]propoxy}-3-methoxyphenyl)ethyl]amino}-1-hydroxyethyl]-8-hydroxyquinolin-2(1H)-one
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C25H33N3O5S2/c1-32-23-15-17(3-7-22(23)33-12-2-13-34-35-14-10-26)9-11-27-16-21(30)18-4-6-20(29)25-19(18)5-8-24(31)28-25/h3-8,15,21,27,29-30H,2,9-14,16,26H2,1H3,(H,28,31)/t21-/m0/s1
    Key: MQROXSOVKCABJV-NRFANRHFSA-N
  • O=C1NC2=C(C([C@@H](O)CNCCC3=CC=C(OCCCSSCCN)C(OC)=C3)=CC=C2O)C=C1
Properties
C25H33N3O5S2
Molar mass 519.67 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

ReferencesEdit

  1. ^ Rosenbaum DM, Zhang C, Lyons JA, Holl R, Aragao D, Arlow DH, Rasmussen SG, Choi HJ, Devree BT, Sunahara RK, Chae PS, Gellman SH, Dror RO, Shaw DE, Weis WI, Caffrey M, Gmeiner P, Kobilka BK (January 2011). "Structure and function of an irreversible agonist-β(2) adrenoceptor complex". Nature. 469 (7329): 236–40. Bibcode:2011Natur.469..236R. doi:10.1038/nature09665. PMC 3074335. PMID 21228876.
  2. ^ Weichert D, Kruse AC, Manglik A, Hiller C, Zhang C, Hübner H, Kobilka BK, Gmeiner P (July 2014). "Covalent agonists for studying G protein-coupled receptor activation". Proceedings of the National Academy of Sciences of the United States of America. 111 (29): 10744–8. Bibcode:2014PNAS..11110744W. doi:10.1073/pnas.1410415111. PMC 4115510. PMID 25006259.