Abstract
This review highlights the use of enzymatic protecting group techniques in the synthesis of lipidated peptides. Lipidated proteins play key roles in signal transduction processes. Moreover, structurally well-defined peptides containing the characteristic linkage region of the peptide backbone with the lipid can provide valuable tools for the study of biological phenomena associated with these protein conjugates. The multifunctionality and pronounced lability towards acids and bases of such compounds render their synthesis a formidable challenge. However, the recent development of enzymatic protection groups provides an efficient access to these sensitive and biologically relevant peptide conjugates under particular mild conditions and with high selectivity.
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References
Resh MD (1999) Biochim Biophys Acta 1451: 1
Dunphy JT, Linder ME (1998) Biochim Biophys Acta 1436: 245
For recent reviews see (a) Geyer M, Wittinghofer A (1997) Curr Op Struct Biol 7: 786; (b) Rommel C, Hafen E (1998) Curr Op Gen Dev 8: 412; (c) Vojtek AB, Der CJ (1998) J Biol Chem 273: 19925
Waldmann H, Wittinghofer A, Angew Chem (in press)
Barbacid M (1987) Annu Rev Biochem 56: 779
Waldmann H, Sebastian D (1994) Chem Rev 94: 911;
Schelhaas M, Waldmann H (1996) Angew Chem 108: 2192, Angew Chem Int Ed Engl 35: 2056;
Pathak T, Waldmann H (1998) Curr Op Chem Biol 2: 112
Guibé F (1997) Tetrahedron 53: 13509;
Guibé F (1998) Tetrahedron 54: 2967
Schelhaas M, Glomsda S, Hänsler M, Jakubke HD, Waldmann H (1996) Angew Chem 108: 82, Angew Chem Int Ed Engl 35: 106;
Schelhaas M, Nägele E, Kuder N, Bader B, Kuhlmann J, Wittinghofer A, Waldmann H (1999) Chem Eur J 5: 1239
Sander J, Waldmann H (1999) Angew Chem 111: 1337, Angew Chem Int Ed Engl 38: 1250
Flohr S, Jungmann V, Waldmann H (1999) Chem Eur J 5: 669
Cotté A, Bader B, Kuhlmann J, Waldmann H (1999) Chem Eur J 5: 922
Kuhn K, Waldmann H (1999) Tetrahedron Lett 40: 6369
Kappes T, Waldmann H (1998) Carbohydr Res 305: 341
Le Corre G, Guibé-Jampel E, Wakselman M (1978) Tetrahedron 34: 3105
Waldmann H, Nägele E (1995) Angew Chem 107: 2425, Angew Chem Int Ed Engl 34: 2259
Nägele E, Schelhaas M, Kuder N, Waldmann H (1998) J Am Chem Soc 120: 6889
Waldmann H, Schelhaas M, Nägele E, Kuhlmann J, Witinghofer A, Schroeder H, Silvius JR (1997) Angew Chem 109: 2334, Angew Chem Int Ed Engl 36: 2238
Koppitz M, Spellig T, Kahmann R, Kessler H (1996) Int J Peptide Protein Res 48: 377
Owen DJ, Kuhn K, Bader B, Wittinghofer A, Kuhlmann J, Waldmann H, Angew Chem (submitted for publication)
Hermanson GT (1996) In: Bioconjugate Techniques. Academic Press, London
Schroeder H, Leventis R, Rex S, Schelhaas M, Nägele E, Waldmann H, Silvius JR (1997) Biochemistry 36: 13102
Hinterding K, Alonso-Díaz D, Waldmann H (1998) Angew Chem 110: 716, Angew Chem Int Ed Engl 37: 688;
Kadereit D, Kuhlmann J, Waldmann H (2000) Angew Chem (submitted for publication)
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© 2000 Springer-Verlag Vienna
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Kadereit, D., Waldmann, H. (2000). Chemoenzymatic Synthesis of Lipidated. In: Griengl, H. (eds) Biocatalysis. Springer, Vienna. https://doi.org/10.1007/978-3-7091-6310-8_3
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DOI: https://doi.org/10.1007/978-3-7091-6310-8_3
Publisher Name: Springer, Vienna
Print ISBN: 978-3-211-83527-2
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