The stability of pseudopeptides bearing sulfoximines as chiral backbone modifying element towards proteinase K.
Incorporation of sulfoximines as backbone modifying element results in two new pseudopeptide bonds which display enhanced (bond A) and strongly reduced reactivity (bond B) towards hydrolysis by Proteinase K.
Bolm
Carsten
C
Institut für Organische Chemie, RWTH Aachen, Prof.-Pirlet-Strasse 1, D-52056 Aachen, Germany. carsten.bolm@oc.rwth-aachen.de
Müller
Dirk
D
Dalhoff
Christian
C
Hackenberger
Christian P R
CP
Weinhold
Elmar
E
D000596:Amino Acids / Q000737:chemistry / Q000493:pharmacokinetics; D004355:Drug Stability; D019286:Endopeptidase K / Q000378:metabolism*; D009842:Oligopeptides / Q000737:chemistry* / Q000493:pharmacokinetics*; D010455:Peptides / Q000737:chemistry / Q000493:pharmacokinetics; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry* / Q000493:pharmacokinetics*
D000596:Amino Acids; D009842:Oligopeptides; D010455:Peptides; D013449:Sulfonamides; D019286:Endopeptidase K