C(2)-Symmetric azobenzene-amino acid conjugates and their inhibition of Subtilisin Kexin Isozyme-1.
C(2)-Symmetric azobenzene-amino acid/peptide hybrids containing stable E-azo moiety have been synthesized. Upon irradiation with long wavelength UV, these compounds isomerized to the Z-form, whose thermal reisomerization to the E isomer slowed down considerably. These compounds exhibited in vitro moderate to strong inhibition of mammalian cellular protease Subtilisin Kexin Isozyme-1, also called Site 1 Protease, which plays vital roles in cholesterol synthesis, lipid metabolism, bone formation, and viral infections.
Basak
Amit
A
Department of Chemistry, Indian Institute of Technology, Kharagpur, India. absk@chem.iitkgp.ernet.in
Mitra
Debarati
D
Das
Amit K
AK
Mohottalage
Dayani
D
Basak
Ajoy
A
D000596:Amino Acids / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D001391:Azo Compounds / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D043484:Proprotein Convertases / Q000037:antagonists & inhibitors*; D012697:Serine Endopeptidases; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000596:Amino Acids; D001391:Azo Compounds; D004791:Enzyme Inhibitors; D010455:Peptides; D043484:Proprotein Convertases; D012697:Serine Endopeptidases; C115575:membrane-bound transcription factor peptidase, site 1; C009850:azobenzene