Fmoc Solid-Phase Peptide Synthesis

The Fmoc procedure offers more flexible reaction conditions and more reagent options. Because of the milder conditions of peptide synthesis, the Fmoc procedure is widely used for the synthesis of modified polypeptides that are phosphorylated, sulfated, or glycosylated. 

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Chan WC, White PD (2000) Fmoc solid phase peptide synthesis, a practical approach. Oxford University Press, New York... 

Breipohl G, Knolle J, Stuber W. Synthesis and application of acid labile anchor groups for the synthesis of peptide amides by Fmoc-solid-phase peptide synthesis. Int J Peptide Protein Res 1989 34 262-267. 

Chan, W.C. and White, P.D. (Eds.) (2000) Fmoc Solid Phase Peptide Synthesis. A Practical Approach. 368pp. Oxford University Press. Essential procedures and advanced techniques. 

DS King, CG Fields, GB Fields. A cleavage method which minimizes side reactions following Fmoc solid phase peptide synthesis. Ini J Pept Prot Res 36, 255, 1990. 

A Karsltrom, A Unden. A new protecting group for aspartic acid that minimizes piperidine-catalyzed aspartimide formation in Fmoc solid phase peptide synthesis. (3-methylpent-3-yl) Tetrahedron Lett 37, 4234, 1996. 

H Gausepohl, M Kraft, RW Frank. Asparagine coupling in Fmoc solid phase peptide synthesis. Int J Pept Prot Res 34, 287, 1989. 

T Kaiser, GJ Nicholson, H Kohlbau, W Voelter. Racemization studies of Fmoc-Cys(Trt)-OH during stepwise Fmoc-solid phase peptide synthesis. Tetrahedron Lett 37, 1187, 1996. 

Miller and Scanlan described the first general on-resin method for site-selective N-methyl-ation at any position in a given peptide. 142 This method is compatible with Fmoc solid-phase peptide synthesis and like the method of Kaljuste and Unden 140 (Section 10.1.2.1.1) avoids dimethylation of the amino termini and polymethylation of the peptide. 

W. C. Chan and P. D. White, Fmoc Solid-phase Peptide Synthesis A Practical Approach. Oxford University Press, Oxford, 2000. 

Since the monomeric method for peptoid synthesis is in principle identical to the standard Fmoc solid-phase peptide synthesis and the methods for preparation... 

Palasek, S.A., Cox, Z.J., and Collins, J.M. (2007) Limiting racemization and aspar-timide formation in microwave-enhanced Fmoc solid phase peptide synthesis. J. Pept. Sci. 13,143-148. 

Fmoc-solid-phase peptide synthesis, TFA/Et3SiH/H20 (95 2.5 2.5), 89%. 

Fmoc Solid Phase Peptide Synthesis, Oxford University Press, 2000 (b) G. B. Fields, R. L. Noble, Int. J. Peptide Protein Res. 1990, 35, 161—... 

Fmoc Solid Phase Peptide Synthesis. Chan, W. C White, P. D. Oxford University Press New York, 2000. 

Transport peptides can be synthesized using either t-Boc or Fmoc solid phase peptide synthesis strategies with a synthesizer or manually. We routinely synthesize CPPs in a stepwise manner on solid support using an Applied Biosystems Model 431A peptide synthesizer. tert-Butyloxycarbonyl amino acids are coupled as 1-hydroxybenzotriazole (HOBt) esters to a p-methylbenzylhydryl-amine (MBHA) resin (65). C-terminally amidated CPPs are less prone to degradation and show higher internalization efficiency than carboxylic acid derivatives. 

Rovero, R, Tetrahedron Lett, (1998) 39, 8529. [ 1 Matthews, B. H., Racemisation of C-terminal Cysteine in Fmoc Solid Phase Peptide Synthesis, M. Phil. Thesis, University of Exeter, UK, (1995), pp 104. 

Aziridine-incorporated peptides, capable of site- and stereoselective modification, have been formed using FmocAzyOH in Fmoc solid-phase peptide synthesis. This nonproteinogenic... 

WC Chan, PD White. Fmoc Solid-Phase Peptide Synthesis a Practical Approach. Oxford, UK Oxford Univ. Press, 2000. 

Monomeric peptide syntheses are performed on a Symphony peptide synthesizer by Fmoc solid-phase peptide synthesis but all methods reported here can be adapted to other solid phase synthesizers. 

LE Cammish, SA Kates. In W Chan, P White, eds. Fmoc Solid-Phase Peptide Synthesis A Practical Approach. Oxford, Oxford University Press, in press. JM Stewart, JD Young. Solid-Phase Peptide Synthesis. 2nd ed. Rockford, IL Pierce Chemical Co., 1984, p. v. 

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