A novel α,α′-diaminoacetic acid derivative for the introduction of the α-oxo aldehyde functionality into peptides

Tetrahedron Letters

Volumn 45, Issue 6, 2004, Pages 1271-1273

  Far, Samia ^a   Melnyk, Oleg ^a  

^a INSTITUT DE BIOLOGIE DE LILLE   (France)

Author keywords

Oxime; Peptide; Oxo aldehyde

Indexed keywords

ACETIC ACID DERIVATIVE; ALDEHYDE DERIVATIVE; BASE; GLYOXYLIC ACID; PEPTIDE DERIVATIVE; TRIFLUOROACETIC ACID;

ARTICLE; DEPROTECTION REACTION; OXIDATION; PEPTIDE ANALYSIS; PROTEIN DEGRADATION; RNA TRANSLATION; SOLID;

EID: 0742304331     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.11.117     Document Type: Article

References (12)

1. Spetzler J.C., Tam J.P. Int. J. Pept. Protein Res. 45:1995;78-85.
2. Tam J.P., Rao C., Liu C.-F., Shao J. Int. J. Pept. Protein Res. 45:1995;209-216.
3. King T.P., Zhao S.W., Lam T. Biochemistry. 25:1986;5774-5779.
4. Rose K. J. Am. Chem. Soc. 116:1994;30-33.
5. Melnyk O., Duburcq X., Olivier C., Urbès F., Auriault C., Gras-Masse H. Bioconjugate Chem. 13:2002;713-720.
6. Olivier C., Hot D., Huot L., Ollivier N., El-Mahdi O., Gouyette C., Huynh-Dinh T., Gras-Masse H., Lemoine Y., Melnyk O. Bioconjugate Chem. 14:2003;430-439.
7. Geoghegan K.F., Stroh J.G. Bioconjugate Chem. 3:1992;138-146.
8. Qasmi D., René L., Badet B. Tetrahedron Lett. 35:1994;4343-4344.
9. 6 535.1869, found 535.1865 (-0.7 ppm).
10. Fields G.B., Noble R.L. Int. J. Pept. Protein Res. 35:1990;161-214.
11. + calcd 1046.59, found 1046.52.
12. A minor by-product, which gave a peak at m/z 2090.4 (monoisotopic) in the MALDI-TOF spectrum, was also isolated in this experiment.