A new method for the synthesis of (S)-α-methylisoserine and its incorporation into peptides

Synthesis

Volumn , Issue 11, 1996, Pages 1277-1279

  Pires, Raul ^a   Burger, Klaus ^a  

^a UNIVERSITY OF LEIPZIG   (Germany)

Author keywords

(S) (+) citramalic acid; (S) methylisoserine; hexafluoroacetone; non proteinogenic amino acids; peptides

Indexed keywords

ALPHA METHYLISOSERINE; AMINO ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; ENANTIOMER; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE; PEPTIDE SYNTHESIS; REACTION ANALYSIS;

EID: 0029800205     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-4387     Document Type: Article

References (7)

1. Part of this work was presented at the 4 Congress on Amino Acids, Peptides and Analogues, Vienna, Austria, Aug. 1995.
2. See for example: Tetrahedron Symposia-in-print 50, Peptide Secondary Structure Mimetics, Tetrahedron 1993, 49, 3433ff. Giannis, A.; Kolter, Th. Angew. Chem. Int. Ed. Engl. 1993, 32, 1244. Gante, J. Angew. Chem. Int. Ed. Engl. 1994, 33, 1699.
3. See for example: Tetrahedron Symposia-in-print 50, Peptide Secondary Structure Mimetics, Tetrahedron 1993, 49, 3433ff. Giannis, A.; Kolter, Th. Angew. Chem. Int. Ed. Engl. 1993, 32, 1244. Gante, J. Angew. Chem. Int. Ed. Engl. 1994, 33, 1699.
4. See for example: Tetrahedron Symposia-in-print 50, Peptide Secondary Structure Mimetics, Tetrahedron 1993, 49, 3433ff. Giannis, A.; Kolter, Th. Angew. Chem. Int. Ed. Engl. 1993, 32, 1244. Gante, J. Angew. Chem. Int. Ed. Engl. 1994, 33, 1699.
5. For alternative syntheses of α-methylisoserine see: Melikoff, Liebigs Ann. Chem. 1886, 234, 217. Kay, F. W. Liebigs Ann. Chem. 1908, 362, 327. Cativiela, C.; Diaz-de-Villegas, M. D.; Gálvez, J. A. Tetrahedron 1996, 52, 687.
6. For alternative syntheses of α-methylisoserine see: Melikoff, Liebigs Ann. Chem. 1886, 234, 217. Kay, F. W. Liebigs Ann. Chem. 1908, 362, 327. Cativiela, C.; Diaz-de-Villegas, M. D.; Gálvez, J. A. Tetrahedron 1996, 52, 687.
7. For alternative syntheses of α-methylisoserine see: Melikoff, Liebigs Ann. Chem. 1886, 234, 217. Kay, F. W. Liebigs Ann. Chem. 1908, 362, 327. Cativiela, C.; Diaz-de-Villegas, M. D.; Gálvez, J. A. Tetrahedron 1996, 52, 687.