The aspartimide problem in Fmoc-based SPPS. Part III

Journal of Peptide Science

Volumn 11, Issue 10, 2005, Pages 650-657

  Mergler, M ^a   Dick, Fritz ^a  

^a Bachem Holding AG   (Switzerland)

Author keywords

Asp carboxy protection; Asp ( 2,3,4 trimethyl pent 3 yl) ester; Aspartimide formation; Fmoc solid phase synthesis

Indexed keywords

ARGININE; ASPARAGINE; CYSTEINE; GLYCINE; HEXAPEPTIDE; PEPTIDE DERIVATIVE; PIPERIDINE;

AMINO ACID SEQUENCE; ARTICLE; CATALYSIS; CONTROLLED STUDY; MOLECULAR MODEL; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; PROTEIN STRUCTURE;

AMINO ACIDS; ASPARTIC ACID; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLUORENES; OLIGOPEPTIDES;

EID: 27144504450     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/psc.668     Document Type: Article

References (8)

1. Lauer JL, Fields CG, Fields GB. Sequence dependence of aspartimide formation during 9-fluorenylmethoxycarbonyl solid-phase peptide synthesis. Lett. Pept. Sci. 1994; 1: 197-205.
2. Karlström A, Undén A. A new protecting group for aspartic acid that minimizes piperidine-catalyzed aspartimide formation in Fmoc solid-phase peptide synthesis. Tetrahedron Lett. 1996; 37: 4243-4246.
3. Mergler M, Dick F, Sax B, Weiler P, Vorherr T. The aspartimide problem in Fmoc-based SPPS. Part I. J. Pept. Sci. 2003; 9: 36-46.
4. Nicolás E, Pedroso, E, Giralt E. Formation of aspartimide peptides in Asp-Gly sequences. Tetrahedron Lett. 1989; 30: 497-500.
5. Mergler M, Dick F, Sax B, Stähelin C, Vorherr T. The aspartimide problem in Fmoc-based SPPS. Part II. J. Pept. Sci. 2003; 9: 518-526.
6. Rounsefell TD, Pittman Jr CU. Search for a steric penultimate effect: copolymerization of 2,3,4-trimethyl-3-pentyl methacrylate with styrene. J. Macromol. Sci. Chem. 1979; A13: 153-167.
7. Murugan R, Scriven EFV. Applications of dialkylaminopyridine (DMAP) catalysts in organic synthesis. Aldrichimica Acta 2003; 36: 21-27.
8. α-fluorenylmethoxycarbonylamino-acids on polyamide supports. Synthesis of substance P and of acyl carrier protein 65-74 decapeptide. J. Chem. Soc. Perkin Trans. I 1981; 538-546.