PDF herunterladen
Synthesis 1990; 1990(10): 889-892
DOI: 10.1055/s-1990-27044
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of 1,2-Di-O-acyl-3-thioglycerols for Lipid Modification of Peptides and Proteins

Luis Moroder* , Hans-Jürgen Musiol, Gabriele Siglmüller
  • *Max-Planck-Institute of Biochemistry, Department of Peptide Chemistry, D-8033 Martinsried, Federal Republic of Germany
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
17. September 2002 (online)

 als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

Thiol-functionalized lipids were synthesized to exploit thiol-specific reaction principles for the selective conjugation of lipid moieties to peptides and proteins. Thioglycerol (3-mercapto-1,2-propanediol) protected as S-tert-butylthio derivative served as starting product for the esterification of the two hydroxy groups with identical saturated or unsaturated fatty acids as well as for the preparation of mixed diacyl derivatives. Reductive cleavage of the thiol protecting group produced the (RS)-1,2-di-O-acyl-3-thioglycerols (RS)- 2,3-diacyloxypropanethiols as suitable reagents for lipid modification of target molecules.