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Review
. 2012 Aug:Chapter 18:18.1.1-18.1.13.
doi: 10.1002/0471140864.ps1801s69.

Introduction to peptide synthesis

Maciej Stawikowski  1 , Gregg B Fields  1
Affiliations
Review

Introduction to peptide synthesis

Maciej Stawikowski et al. Curr Protoc Protein Sci. 2012 Aug.

Abstract

A number of synthetic peptides are significant commercial or pharmaceutical products, ranging from the dipeptide sugar substitute aspartame to clinically used hormones such as oxytocin, adrenocorticotropic hormone, and calcitonin. This unit provides an overview of the field of synthetic peptides and proteins. It discusses selecting the solid support and common coupling reagents. Additional information is provided regarding common side reactions and synthesizing modified residues.

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References

Literature Cited

References
    1. Albericio, F., Pons, M., Pedroso, E., and Giralt, E. 1989. Comparative study of supports for solid-phase coupling of protected-peptide segments. J. Org. Chem. 54:360-366.
    1. Albericio, F., Kneib-Cordonier, N., Biancalana, S., Gera, L., Masada, R.I., Hudson, D., and Barany, G. 1990. Preparation and application of the 5-(4-(9-fluorenylmethyloxycarbonyl)aminomethyl-3,5-dimethoxyphenoxy)valeric acid (PAL) handle for the solid-phase synthesis of C-terminal peptide amides under mild conditions. J. Org. Chem. 55:3730-3743.
    1. Albericio, F., Lloyd-Williams, P., and Giralt, E. 1997. Convergent solid-phase peptide synthesis. Methods Enzymol. 289:313-336.
    1. Angeletti, R.H., Bonewald, L.F., and Fields, G.B. 1997. Six-year study of peptide synthesis. Methods Enzymol. 289:697-717.
    1. Atherton, E. and Sheppard, R.C. 1987. The fluorenylmethoxycarbonyl amino protecting group. In The Peptides (S. Udenfriend and J. Meienhofer, eds.) pp. 1-38. Academic Press, New York.
Key References
    1. Atherton, E. and Sheppard, R.C. 1989. Solid Phase Peptide Synthesis: A Practical Approach. IRL Press, Oxford.
    1. Baasner, B., Hageman, H., and Tatlow, J.C. (eds.). 2004. Houben-Weyl Methods of Organic Chemistry. Vol 22a-e, Synthesis of Peptides and Peptidomimetics. Thieme Chemistry, New York.
    1. Barany, G. and Merrifield, R.B. 1979. See above.
    1. Chan, W.C. and White, P.D. 2000. Fmoc Solid Phase Peptide Synthesis: A Practical Approach. Oxford University Press, New York.
    1. Fields, 1997. See above.

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