AP20187

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AP20187
AP20187.svg
Names
IUPAC name
2,2′-[[2-[(dimethylamino)methyl]-1,3-propanediyl]bis[imino(2-oxo-2,1-ethanediyl)oxy-3,1-phenylene[(1R)-3-(3,4-dimethoxyphenyl)propylidene]]] ester
Other names
(2S,2′S)-1-[(2S)-1-oxo-2-(3,4,5-trimethoxyphenyl)butyl]-2-piperidinecarboxylic acid
B/B Homodimerizer
Identifiers
3D model (JSmol)
ChEBI
  • InChI=1S/C82H107N5O20/c1-15-61(57-43-71(98-9)77(102-13)72(44-57)99-10)79(90)86-37-19-17-27-63(86)81(92)106-65(33-29-52-31-35-67(94-5)69(39-52)96-7)55-23-21-25-59(41-55)104-50-75(88)83-47-54(49-85(3)4)48-84-76(89)51-105-60-26-22-24-56(42-60)66(34-30-53-32-36-68(95-6)70(40-53)97-8)107-82(93)64-28-18-20-38-87(64)80(91)62(16-2)58-45-73(100-11)78(103-14)74(46-58)101-12/h21-26,31-32,35-36,39-46,54,61-66H,15-20,27-30,33-34,37-38,47-51H2,1-14H3,(H,83,88)(H,84,89)/t61-,62-,63-,64-,65+,66+/m0/s1
    Key: NSBGUMKAXUXKGI-BPNHAYRBSA-N
  • CCC(C1=CC(=C(C(=C1)OC)OC)OC)C(=O)N2CCCCC2C(=O)OC(CCC3=CC(=C(C=C3)OC)OC)C4=CC(=CC=C4)OCC(=O)NCC(CNC(=O)COC5=CC=CC(=C5)C(CCC6=CC(=C(C=C6)OC)OC)OC(=O)C7CCCCN7C(=O)C(CC)C8=CC(=C(C(=C8)OC)OC)OC)CN(C)C
Properties
C82H107N5O20
Molar mass 1482.773 g·mol−1
Appearance White to beige powder
Solubility 2 mg/mL in DMSO[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

AP20187 is a ligand that can induce homodimerization of fusion proteins containing the F36V mutant of an FKBP domain(FKBPF36V),[2] available commercially as the DmrB domain.[3][4]

References[edit]

  1. ^ MilliporeSigma (May 5, 2020). "SAFETY DATA SHEET AP20187". SigmaAldrich. Retrieved June 6, 2022.{{cite web}}: CS1 maint: url-status (link)
  2. ^ Kawahara, Masahiro; Mabe, Satoru; Nagamune, Teruyuki. "Detecting protein–protein interactions based on kinase-mediated growth induction of mammalian cells". Scientific Reports. 4: 6127. doi:10.1038/srep06127. PMC 4137342.
  3. ^ "Dimerizer Ligands - B/B Homodimerizer (AP20187), A/C Heterodimerizer (AP21967), D/D Solubilizer (AP21998), B/B Washout Ligand". Clontech.com. Retrieved February 5, 2016.
  4. ^ Cotugno, G; Formisano, P; Giacco, F; Colella, P; Beguinot, F; Auricchio, A. "AP20187-mediated activation of a chimeric insulin receptor results in insulin-like actions in skeletal muscle and liver of diabetic mice". Hum Gene Ther. 18: 106–17. doi:10.1089/hum.2006.116. PMID 17328681.