A simple and effective procedure for the synthesis of the 'difficult' phosphotyrosine-containing peptide Stat 91 (695-708)

Tetrahedron Letters

Volumn 37, Issue 27, 1996, Pages 4765-4766

  Meutermans, Wim D F ^a   Alewood, Paul F ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHOPEPTIDE;

ARTICLE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PEPTIDE SYNTHESIS; TECHNIQUE;

EID: 0030200225     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00929-X     Document Type: Article

References (9)

1. 1. Johnson, G.L.; Vaillancourt, R.R., Current Opinion in Cell Biology 1994, 6, 230.
2. 2. Shuai, K.; Stark, G.R.; Kerr, I.M.; Darnell, J.E. Jr., Science 1993, 261, 1744.
3. 3. a. Perich, J.W.;Alewood, P.F.; Johns, R.B., Tetrahedron Lett. 1986, 27, 1373;
4. b. Valerio, R.M.; Alewood, P.F.; Johns, R.B.; Kemp, R.B., Tetrahedron Lett. 1984, 25, 2609
5. 4. Perich, J.W.; Johns, R.B., Tetrahedron Lett. 1988, 29, 2369.
6. 7; replacing HBTU by HATU did not significantly improve the yield. Yield of these couplings were increased to >99% by 15h treatment at 30°C.
7. 6. Ramage, R., Irving, S.L.; McInnes, C., Tetrahedron Lett. 1993, 34, 6599.
8. 7. The solid phase synthesis of this difficult sequence via modified procedures will be published elsewhere.
9. 8. There is literature precedence suggesting that steric hindrance can cause difficulties in post-assembly phosphorylation; see eg: Bannwarth, W.; Kitas, E.A., Helv. Chim. Acta 1992, 75, 707.