Substrate specificity of human prolyl-4-hydroxylase.
Proline analogs (3-F, 3-Cl, 3-Br, 3,3-cyclopropyl, 3,3-methylene, 3-Me, and 4-Me) were synthesized, incorporated into CbzGlyPheXGlyOEt, and tested as substrate analogues/mechanistic probes for the human prolyl-4-hydroxylase catalyzed hydroxylation reaction. With the exception of the 3-fluoroproline containing peptide, none of these peptides were substrates for the enzyme.
Tandon
M
M
Department of Chemistry, Cornell University, Ithaca, New York 14853, USA.
Wu
M
M
Begley
T P
TP
Myllyharju
J
J
Pirskanen
A
A
Kivirikko
K
K
D006801:Humans; D006900:Hydroxylation; D007202:Indicators and Reagents; D015394:Molecular Structure; D011393:Procollagen-Proline Dioxygenase / Q000378:metabolism*; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D007202:Indicators and Reagents; D011392:Proline; D011393:Procollagen-Proline Dioxygenase