TY - JOUR
T1 - Epoxide derivatives of pipecolic acid and proline are inhibitors of pipecolate oxidase
AU - Ho, Bin
AU - Zabriskie, T. Mark
N1 - Funding Information:
Acknowledgment: This work is supported by a grant from the National Institute for Neurological Disorders and Stroke (NS 32421). Primate tissue used in these studies was obtained from the Oregon Regional Primate Research Center which is supported by NIH grant RR 00163. We thank Thomas Williamson and Brian Marquez for obtaining 600 MHz HMQC and NOE NMR spectra. The Broker DRX600 NMR spectrometer was purchased with funds from the NSF (BIR-9413692) and a grant from the W.M. Keck Foundation.
PY - 1998/4/7
Y1 - 1998/4/7
N2 - The cis-4,5-epoxide derivative of L-pipecolic acid (2S,4S,5R-epoxypipecolic acid, cis-3) was synthesized and found to serve as an excellent substrate for L-pipecolate oxidase (L-PO) and also to cause time-dependent, irreversible inactivation of the enzyme. Data are presented showing this compound is a mechanism-based inhibitor of L-PO, whereas 2S,3R,4S-epoxyproline acts as a reversible inhibitor.
AB - The cis-4,5-epoxide derivative of L-pipecolic acid (2S,4S,5R-epoxypipecolic acid, cis-3) was synthesized and found to serve as an excellent substrate for L-pipecolate oxidase (L-PO) and also to cause time-dependent, irreversible inactivation of the enzyme. Data are presented showing this compound is a mechanism-based inhibitor of L-PO, whereas 2S,3R,4S-epoxyproline acts as a reversible inhibitor.
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U2 - 10.1016/S0960-894X(98)00106-1
DO - 10.1016/S0960-894X(98)00106-1
M3 - Article
C2 - 9871533
AN - SCOPUS:0032492704
SN - 0960-894X
VL - 8
SP - 739
EP - 744
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 7
ER -