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Solid-Phase Peptide Synthesis: An Introduction

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Peptide Synthesis and Applications

Part of the book series: Methods in Molecular Biology ((MIMB,volume 1047))

Abstract

This chapter provides an introduction to and overview of peptide chemistry with a focus on solid-phase peptide synthesis. The background, the most common reagents, and some mechanisms are presented. This chapter also points to the different chapters and puts them into perspective.

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Abbreviations

Acm:

Acetamidomethyl

BAL:

Backbone Amide Linker

Boc:

Tert-butyloxycarbonyl

BOP:

Benzotriazol-1-yl-N-oxy-tris(dimethylamino)phosphonium hexafluorophosphate

Cbz:

Benzyloxycarbonyl

COMU:

(1-[(1-(Cyano-2-ethoxy-2-oxoethylideneaminooxy)-dimethylamino-morpholino-methylene)] methanaminium hexafluorophosphate)

DIC:

N,N′-Diisopropylcarbodiimide

DIEA:

N,N-Diisopropylethylamine

DMF:

N,N-Dimethylformamide

Fmoc:

Fluoren-9-ylmethyloxycarbonyl

HATU:

(N-[(Dimethylamino)-1H-1,2,3-triazole[4,5-b]pyridine-1-ylmethylene]-N-methyl- methanaminium hexafluorophosphate N-oxide)

HBTU:

(N-[(1H-Benzotriazol-1-yl)(dimethylamino)methylene]-N-methylmethan- aminium hexafluorophosphate N-oxide)

HOBt:

1-hydroxybenzotriazole

HOAt:

3-Hydroxy-3H-1,2,3-triazolo[4,5-b]pyridine [1-hydroxy-7-azabenzotriazole

NHS:

N-Hydroxysuccinimide

NMP:

N-Methyl-2-pyrrolidinone

Pbf:

2,2,4,6,7-Pentamethyl-dihydrobenzofuran-5-sulfonyl

Pfp:

Pentafluorophenyl

PyBOP:

(1-benzotriazolyloxy-tris-pyrrolidinophosphonium hexafluorophosphate)

TFA:

Trifluoroacetic acid

TFMSA:

Trifluoromethanesulfonic acid

Trt:

Trityl (triphenylmethyl)

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, University of Copenhagen, Frederiksberg, Denmark

    Knud J. Jensen

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  1. Knud J. Jensen
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Editors and Affiliations

  1. IGM, Faculty of Sciences, University of Copenhagen, Frederiksberg, Denmark

    Knud J. Jensen

  2. IGM, Faculty of Science, University of Copenhagen, Glostrup, Denmark

    Pernille Tofteng Shelton

  3. IGM, Faculty of Life Sciences, University of Copenhagen, Hørsholm, Denmark

    Søren L. Pedersen

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Jensen, K.J. (2013). Solid-Phase Peptide Synthesis: An Introduction. In: Jensen, K., Tofteng Shelton, P., Pedersen, S. (eds) Peptide Synthesis and Applications. Methods in Molecular Biology, vol 1047. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-62703-544-6_1

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  • DOI: https://doi.org/10.1007/978-1-62703-544-6_1

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