de.mpg.escidoc.pubman.appbase.FacesBean
Deutsch
 
Hilfe Wegweiser Impressum Kontakt Einloggen
  DetailsucheBrowse

Datensatz

DATENSATZ AKTIONENEXPORT

Freigegeben

Zeitschriftenartikel

SELECTIVE ENZYMATIC REMOVAL OF PROTECTING GROUPS - N-HEPTYL ESTERS AS CARBOXY PROTECTING FUNCTIONS IN PEPTIDE-SYNTHESIS

MPG-Autoren
http://pubman.mpdl.mpg.de/cone/persons/resource/persons98735

Waldmann,  Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

Externe Ressourcen
Es sind keine Externen Ressourcen verfügbar
Volltexte (frei zugänglich)
Es sind keine frei zugänglichen Volltexte verfügbar
Ergänzendes Material (frei zugänglich)
Es sind keine frei zugänglichen Ergänzenden Materialien verfügbar
Zitation

BRAUN, P., Waldmann, H., VOGT, W., & KUNZ, H. (1991). SELECTIVE ENZYMATIC REMOVAL OF PROTECTING GROUPS - N-HEPTYL ESTERS AS CARBOXY PROTECTING FUNCTIONS IN PEPTIDE-SYNTHESIS. LIEBIGS ANNALEN DER CHEMIE, (2), 165-170.


Zitierlink: http://hdl.handle.net/11858/00-001M-0000-0014-9AD3-7
Zusammenfassung
Amino acid (Hep) esters are accessible as generally crystalline hydro tosylates 3 from the amino acids by azeotropic esterification with 1-heptanol in high yields. They can be condensed with Z-, Boc-, and Aloc-protected amino acids to give the dipeptides 7-9 in the presence of 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ). From the fully protected dipeptides the N-terminal protecting groups are cleaved by chemical methods without affecting the Hep esters. On the other hand, the heptyl esters can be hydrolyzed under mild conditions (pH = 7.0, 37-degrees-C) and with high yields by means of a lipase from Rhizopus niveus without attacking the N-terminal urethane groups or the peptide bonds.