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Met174 side chain is the site of photoinsertion of a substance P competitive peptide antagonist photoreactive in position 8
Author(s) -
Sachon E,
Bolbach G,
Lavielle S,
Karoyan P,
Sagan S
Publication year - 2003
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/s0014-5793(03)00447-2
Subject(s) - chemistry , peptide , photoaffinity labeling , agonist , side chain , stereochemistry , covalent bond , residue (chemistry) , receptor , antagonist , affinity label , cleavage (geology) , biochemistry , organic chemistry , geotechnical engineering , fracture (geology) , engineering , polymer
Numerous photoaffinity studies of the NK‐1 receptor have been carried out with peptide agonist analogues of substance P (SP). However, no information is available with regard to the domain interaction of peptide antagonists within this receptor. We describe herein the photoaffinity labelling of the SP receptor with a peptide antagonist analogue, Bapa 0 [( p Bzl)Phe 8 , D Pro 9 ,MePhe 10 ,Trp(CHO) 11 ]SP. Photolabelling, enzymatic or chemical cleavage of the covalent complex, purification via streptavidin‐coated beads and matrix‐assisted laser desorption/ionization time of flight mass spectrometry analysis led us to show that the methyl of Met174 side chain, within the receptor's second extracellular loop, is covalently linked to the antagonist photoreactive at position 8.