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Synthesis 2002(11): 1592-1596
DOI: 10.1055/s-2002-33348
DOI: 10.1055/s-2002-33348
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York
Rapid Microwave-Assisted Solid Phase Peptide Synthesis
Weitere Informationen
Received
20 May 2002
Publikationsdatum:
23. August 2002 (online)
Publikationsverlauf
Publikationsdatum:
23. August 2002 (online)
Abstract
A microwave-assisted, rapid solid phase peptide synthesis procedure is presented. It has been applied to the coupling of sterically hindered Fmoc-protected amino acids yielding di- and tripeptides. Optimized conditions for a variety of coupling reagents are reported. Peptides were obtained rapidly (1.5-20 min) and without racemization.
Key words
SPPS - microwave - amino acids - peptide coupling - solid-phase
- 1
Merrifield RB. J. Am. Chem. Soc. 1963, 85: 2149 - 2
Lindström P.Tierney J.Wathey B.Westman J. Tetrahedron 2001, 57: 9225 -
3a
Stadler A.Kappe CO. Eur. J. Org. Chem. 2001, 919 -
3b
Kuster G.Scheren HW. Tetrahedron Lett. 2000, 41: 515 -
3c
Hoel AML.Nielsen J. Tetrahedron Lett. 1999, 40: 3941 -
3d
Larhed M.Lindeberg G.Hallberg A. Tetrahedron Lett. 1996, 37: 8219 -
3e
Lew A.Krutzik PO.Hart ME.Chamberlin AR. J. Comb. Chem. 2002, 4: 95 -
4a
Chen S.-T.Chiou S.-H.Wang K.-T. J. Chin. Chem. Soc. 1991, 38: 85 -
4b
Yu H.-M.Chen S.-T.Wang K.-T. J. Org. Chem. 1992, 57: 4781 -
4c
Chen S.-T.Tseng P.-H.Yu H.-M.Wu C.-Y.Hsiao K.-F.Wu S.-H.Wang K.-T. J. Chin. Chem. Soc. 1997, 44: 169 -
5a HATU:
O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluoro-phosphate
see:
Carpino LA.El-Faham A.Minor CA.Albericio F. J. Chem. Soc., Chem Commun. 1994, 201 -
5b TBTU: O-(Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium
tetrafluoro-borate see:
Zimmer S.Hoffmann E.Jung G.Kessler H. Liebigs Ann. Chem. 1993, 5: 497 -
5c PyBOP: (Benzotriazol-1-yloxy)-tripyrrolidinophosphonium
hexa-fluorophosphate see:
Coste J.Le-Nguyen D.Castro B. Tetrahedron Lett. 1990, 31: 205 -
5d Mukaiyama’s reagent:
2-fluoro-1-methyl-pyridinium tosylate see:
Mukaiyama T.Tanaka T. Chem. Lett. 1976, 303 - 6
Sarin VK.Kent SB.Tam JP.Merrifield RB. Anal. Biochem. 1981, 117: 147 -
7a
Wokaun A.Ernst RR. Chem. Phys. Lett. 1977, 52: 407 -
7b
Shaka AJ.Freeman R. J. Magn. Reson. 1983, 51: 169 -
8a
Kumar A.Ernst RR.Wüthrich K. Biochem. Biophys. Res. Commun. 1980, 95: 1 -
8b
Bodenhausen G.Kogler H.Ernst RR. J. Magn. Res. 1984, 58: 370