Tripeptide probes for tripeptidyl protease I production via gene transfer.
Tripeptides derived from 5-chloroanthraquinone hydrazide and anthraquinone hydrazide have been prepared as potential reagents to probe cellular expression of tripeptidyl protease I (TPP-I). Attempted chemical synthesis of Gly-l-Pro-l-Ala-chloroanthraquinone hydrazide, a compound that had been reported to serve as a substrate for this enzyme, was complicated by formation of a pyrazoloquinone. In contrast, formation of pyrazoloquinones was not observed during coupling reactions with anthraquinone hydrazide, and several tripeptide derivatives of this compound were prepared. The most attractive probe for TPP-I activity in tests with mouse kidney tissue sections proved to be Gly-l-Pro-l-Ser anthraquinone hydrazide.
Kim
MeeKyoung
M
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242-1294, USA.
Mao
Qinwen
Q
Davidson
Beverly L
BL
Wiemer
David F
DF
D000626:Aminopeptidases; D000818:Animals; D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry; D004396:Coloring Agents; D004152:Dipeptidyl-Peptidases and Tripeptidyl-Peptidases; D010450:Endopeptidases / Q000096:biosynthesis*; D005629:Frozen Sections; D018014:Gene Transfer Techniques; D006651:Histocytochemistry / Q000379:methods; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry; D007668:Kidney / Q000201:enzymology; D051379:Mice; D008810:Mice, Inbred C57BL; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry; D057057:Serine Proteases; D013329:Structure-Activity Relationship; D000091346:Tripeptidyl-Peptidase 1
D000880:Anthraquinones; D004396:Coloring Agents; D006834:Hydrazines; D009842:Oligopeptides; D000091346:Tripeptidyl-Peptidase 1; C474144:glycyl-prolyl-seryl-1-anthraquinonylhydrazide; D010450:Endopeptidases; D057057:Serine Proteases; D000626:Aminopeptidases; D004152:Dipeptidyl-Peptidases and Tripeptidyl-Peptidases