TY - JOUR
T1 - Identification of the amino acid bound to the labile adduct formed during inactivation of monoamine oxidase by 1-phenylcyclopropylamine
AU - Silverman, Richard B.
AU - Zieske, Paul A.
N1 - Funding Information:
*Alfred P. Sloan Research Fellow (1981-1985) and recipient of a NIH Research Career Development Award (1982-1987). Author to whomc orrespondences should be sent at the Department of Chemistry.
PY - 1986/2/26
Y1 - 1986/2/26
N2 - Three reactions are carried out on the reversible adduct formed when 1-phenylcyclopropylamine (1-PCPA) inactivates monoamine oxidase (MAO) in order to determine the identity of the amino acid involved in reversible adduct formation. Raney nickel treatment yields trans-β-methyl[14C]styrene, the compound that would result from carbon-sulfur bond reduction of a (3-hydroxy-3-phenylpropyl)cysteine adduct. A 5,5′-dithiobis(2-nitrobenzoic acid) assay for cysteine residues indicates that upon reversible inactivation of MAO by 1-PCPA, one cysteine is lost. The third reaction involves sodium periodate and hydrogen peroxide oxidation, but no definitive result is obtained. The first two reactions provide evidence that the amino acid residue involved in reversible adduct formation is a cysteine.
AB - Three reactions are carried out on the reversible adduct formed when 1-phenylcyclopropylamine (1-PCPA) inactivates monoamine oxidase (MAO) in order to determine the identity of the amino acid involved in reversible adduct formation. Raney nickel treatment yields trans-β-methyl[14C]styrene, the compound that would result from carbon-sulfur bond reduction of a (3-hydroxy-3-phenylpropyl)cysteine adduct. A 5,5′-dithiobis(2-nitrobenzoic acid) assay for cysteine residues indicates that upon reversible inactivation of MAO by 1-PCPA, one cysteine is lost. The third reaction involves sodium periodate and hydrogen peroxide oxidation, but no definitive result is obtained. The first two reactions provide evidence that the amino acid residue involved in reversible adduct formation is a cysteine.
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U2 - 10.1016/0006-291X(86)90955-1
DO - 10.1016/0006-291X(86)90955-1
M3 - Article
C2 - 3954763
AN - SCOPUS:0022467997
SN - 0006-291X
VL - 135
SP - 154
EP - 159
JO - Biochemical and Biophysical Research Communications
JF - Biochemical and Biophysical Research Communications
IS - 1
ER -