Liebigs Annalen der Chemie

Synthese von Giycopeptiden: Selektive C??terminale Deblockierung und Peptidkettenverlängerung an Glucosylserin??Derivaten

M Buchholz, H Kunz

Index: Buchholz, Michael; Kunz, Horst Liebigs Annalen der Chemie, 1983 , # 11 p. 1859 - 1885

Full Text: HTML

Citation Number: 8

Abstract

Abstract Benzyloxycarbonyl-(Z-) serin-2-bromethylester (3b) wird mit 2, 3, 4, 6-Tetra-O- benzoyl-α-D-gluco-pyranosylbromid (14) zum Glucosylserinester 15 verknüpft. Nach Umwandlung in den entsprechenden 2-Iodethylester 23 wird die Carboxygruppe durch Eliminierung mit Zink selektiv deblockiert. Dabei bleiben die Z-und die Kohlenhydrat- Schutzgruppen sowie die empfindliche O-glycosidische Bindung unverändert erhalten. ...

Related Articles:

Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl) benzotriazoles

[Katritzky, Alan R.; Suzuki, Kazuyuki; Singh, Sandeep K. Synthesis, 2004 , # 16 p. 2645 - 2652]

Relationship between the Hydrophobicity of Dipeptides and the Michaelis-Menten Constant Km of Their Hydrolysis by Carboxypeptidase-Y and Carboxypeptidase-A

[Kanosue, Yoshifumi; Kojima, Satoshi; Hiraga, Yoshikazu; Ohkata, Katsuo Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 6 p. 1187 - 1193]

Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl) benzotriazoles

[Katritzky, Alan R.; Suzuki, Kazuyuki; Singh, Sandeep K. Synthesis, 2004 , # 16 p. 2645 - 2652]

Peptide coupling of unprotected amino acids through in situ p-nitrophenyl ester formation

[Gagnon, Paul; Huang, Xicai; Therrien, Eric; Keillor, Jeffrey W. Tetrahedron Letters, 2002 , vol. 43, # 43 p. 7717 - 7719]

Cyclodextrin-mediated deacylation of peptide esters with marked stereoselectivity

[Ueoka, Ryuichi; Matsumoto, Yoko; Harada, Katsuhiko; Akahoshi, Hirohiko; Ihara, Yasuji; Kato, Yasuo Journal of the American Chemical Society, 1992 , vol. 114, # 21 p. 8339 - 8340]

More Articles...