TDBzcholine

Diazirine analog of acetylcholine
TDBzcholine
Names
IUPAC name
4-[(3-Trifluoromethyl)-3H-diazirin-3-yl]benzoylcholine
Identifiers
CAS Number
  • 496972-30-6 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 103875307
PubChem CID
  • 90716102
UNII
  • NTU9QE4VZL checkY
InChI
  • InChI=1S/C14H17F3N3O2/c1-20(2,3)8-9-22-12(21)10-4-6-11(7-5-10)13(18-19-13)14(15,16)17/h4-7H,8-9H2,1-3H3/q+1
    Key: IQGNIBHYFCIEEE-UHFFFAOYSA-N
  • C[N+](C)(C)CCOC(C1=CC=C(C2(C(F)(F)F)N=N2)C=C1)=O
Properties
Chemical formula
 C14H17F3N3O2+1
Molar mass 316.304 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

TDBzcholine is a diazirine analog of acetylcholine that can be used to label the nicotinic acetylcholine receptor.

Mechanism of action

TDBzcholine is able to bind to the nicotinic acetylcholine receptor. Once TDBzcholine is bound to the receptor, TDBzcholine can be activated by exposing the sample to UV light. This led to formation of a highly reactive carbene radical that can react with amino acid residues in the receptor and become covalently bound to the receptor.[1]

See also

  • Photoaffinity labeling

References

  1. ^ "Pharmacology of cell excitation". Biochemical Pharmacology Lecture Notes.


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