Tandon M, Wu M, Begley T P, Myllyharju J, Pirskanen A, Kivirikko K
Department of Chemistry, Cornell University, Ithaca, New York 14853, USA.
Bioorg Med Chem Lett. 1998 May 19;8(10):1139-44. doi: 10.1016/s0960-894x(98)00183-8.
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.