Peptide dithiodiethanol esters for in situ generation of thioesters for use in native ligation

Tetrahedron Letters

Volumn 48, Issue 12, 2007, Pages 2105-2107

  Tofteng, A Pernille ^a,b   Jensen, Knud J ^a   Hoeg Jensen, Thomas ^b  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b NOVO NORDISK A S   (Denmark)

Author keywords

Dithiodiethanol linker; Hydrolysis; Native chemical ligation; Peptide thioester

Indexed keywords

ALCOHOL; AMINO ACID; CYSTEINE; ESTER DERIVATIVE; GUANIDINE; HYDROXYL GROUP; PEPTIDE; RESIN; THIOESTER; THIOL;

AMINO TERMINAL SEQUENCE; ARTICLE; ESTERIFICATION; HYDROLYSIS; LIGATION; PH MEASUREMENT; PURIFICATION; REACTION ANALYSIS; SOLID;

EID: 33847037080     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.01.137     Document Type: Article

References (14)

1. Dawson P.E., Muir T.W., Clark-Lewis I., and Kent S.B.H. Science 266 (1994) 776-779
2. Muir T.W., Sondhi D., and Cole P.A. Proc. Natl. Acad. Sci. U.S.A. 95 (1998) 6705-6710
3. Ingenito R., Bianchi E., Fattori D., and Pessi A. J. Am. Chem. Soc. 121 (1999) 11369-11374
4. Brask J., Albericio F., and Jensen K.J. Org. Lett. 5 (2003) 2951-2953
5. Eggelkraut-Gottanka R., Klose A., Beck-Sickinger A.G., and Beyermann M. Tetrahedron Lett. 44 (2003) 3551-3554
6. Camarero J.A., Hackel B.J., de Toreo J.J., and Mitchell A.R. J. Org. Chem. 69 (2004) 4145-4151
7. Ollivier N., Behr J.B., El-Mahdi O., Blanpain A., and Melnyk O. Org. Lett. 7 (2005) 2647-2650
8. Lu Y.A., and Tam J.P. Org. Lett. 7 (2005) 5003-5006
9. Botti P., Villain M., Manganiello S., and Gaertner H. Org. Lett. 6 (2004) 4861-4864
10. Warren J.D., Miller J.S., Keding S.J., and Danishefsky S.J. J. Am. Chem. Soc. 126 (2004) 6576-6578
11. Green J., and Bradley K. Tetrahedron 49 (1993) 4141-4146
12. Salo H., Guzaev A., and Lonnberg H. Bioconjugate Chem. 9 (1998) 365-371
13. Lack O., Zbinden H., and Woggon W.D. Helv. Chim. Acta 85 (2002) 495-501
14. Johnson E.C.B., and Kent S.B.H. J. Am. Chem. Soc. 128 (2006) 6640-6646