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Generation of substance P carbamate in neutral aqueous solution
Author(s) -
Davis Adrian J.,
Hawkes Geoffrey E.,
Haycock Peter R.,
O'Brien Paul,
Kidd Bruce L.,
Mapp Paul I.,
Naughton Declan,
Grootveld Martin
Publication year - 1993
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 - 10.1016/0014-5793(93)80231-i
Subject(s) - chemistry , aqueous solution , dipeptide , carbamate , nuclear magnetic resonance spectroscopy , substance p , proton nmr , spectroscopy , stereochemistry , peptide , organic chemistry , neuropeptide , biochemistry , receptor , physics , quantum mechanics
High‐field proton ( 1 H) nuclear magnetic resonance (NMR) spectroscopy has been employed to evaluate the formation of substance P carbamate in aqueous solution. Equilibration of substance P with physiologically relevant concentrations of bicarbonate (2.50 × 10 −2 mol·dm −3 ) at pH 7.00 generated a new multiplet signal centred at 4.13 ppm in its NMR spectrum, characteristic of the α‐proton of peptide carbamate species. High‐field 1 H NMR spectroscopy also demonstrated that the model dipeptide, Arg‐Gly, formed a carbamate in neutral aqueous solutions containing 2.50 × 10 −2 mol·dm −3 HCO 3 . The physiological significance of these results is discussed in view of the central roles of vasoactive neuropeptides in human joint diseases and the hypercapnic environment of the inflamed rheumatoid joint.