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Peptide Synthesis, Custom Peptide, Peptide Coupling …

Better results will be obtained by repeating a coupling with fresh reagents (and changing coupling parameters if a low conversion was obtained) rather than by prolonging the reaction. Generally, coupling protocols may be changed in the course of a synthesis, especially when optimizing an SPPS.

AB - Attachment of a growing peptide chain to a glycylaminomethyl resin via a thioglycinamide bond is compatible with Fmoc-chemistry solid-phase peptide synthesis. Subsequent S-alkylation of the thioamide gives a thioimide that, on treatment with aqueous trifluoroacetic acid, releases the peptide from the resin in the form of a C-terminal thioester.

T1 - Direct Fmoc-chemistry-based solid-phase synthesis of peptidyl thioesters

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Several examples of aspartimide formation during the peptide elongation have been reported, together with the reopening of the aspartimide cycle during the subsequent Fmoc deprotection step, yielding piperidides [64,65,66].

In Fmoc based SPPS aspartimide can thus be generated during the final TFA cleavage as well as during the chain elongation; this cyclization is accompanied by epimerization.

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Diketopiperazine formation may be circumvented in Fmoc/tBu SPPS

- by using 2-chlorotrityl chloride resin or other bulky resins such as DHPP-Resin.
- by coupling the appropriate Fmoc-dipeptide in lieu of the penultimate amino acid. In that case a risk of epimerization exists if the C-terminal amino acid of this dipeptide is not Gly or Pro.

The cleavage of a sample is also a reliable method to monitor the completion of the Fmoc cleavage.

A special paragraph will be dedicated to the problems caused by peptide aggregation in the course of the synthesis. This phenomenon is a major cause of trouble as it is difficult to predict, is sequence dependent and no universal solution has been found up to now.

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Solid-phase oligonucleotide synthesis - ATDBio


Custom Peptides Synthesis and Peptides for sale in …

DCC activation has been used from the first days of the solid phase technique [19] and is still popular today. DIC [20] is also frequently used and presents the advantage that the corresponding urea is more soluble than the one obtained from DCC.

ChemPep - Peptide Synthesis, Peptide Array, HATU, …

N2 - Attachment of a growing peptide chain to a glycylaminomethyl resin via a thioglycinamide bond is compatible with Fmoc-chemistry solid-phase peptide synthesis. Subsequent S-alkylation of the thioamide gives a thioimide that, on treatment with aqueous trifluoroacetic acid, releases the peptide from the resin in the form of a C-terminal thioester.

ChemPep: One stop for peptide synthesis

The preactivation time must be kept at a minimum when generating the Fmoc-Arg(Pmc,Pbf)-OBt derivative as the activated Arg derivatives may cyclize yielding an unreactive lactam.

Liberty Blue - Automated Microwave Peptide Synthesizer

The same is true for the activation of Fmoc-His(Trt)-OH since racemization catalyzed by the nitrogen of the imidazole ring may occur. For the coupling of especially bulky amino acids such as Aib, Tic, ... or in the case of recognized difficult coupling we recommend the replacement of HOBt by HOAt, or the use of other activating agents.

Solid Phase Peptide Synthesis - RealPeptide

- the choice of the solvent. It will in part determine the swelling of the peptide-resin and influence the accessibility to the reactive sites; it will also have a direct effect on the kinetics of the coupling reaction.
- the steric hindrance. It is determined by the nature of the side chains R1 and R2 and of their protecting groups.
- the reactivity of the activated carboxylic acid.

Solid-phase peptide synthesis (SPPS), C-terminal vs. …

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Attachment of a growing peptide chain to a glycylaminomethyl resin via a thioglycinamide bond is compatible with Fmoc-chemistry solid-phase peptide synthesis. Subsequent S-alkylation of the thioamide gives a thioimide that, on treatment with aqueous trifluoroacetic acid, releases the peptide from the resin in the form of a C-terminal thioester.

Structural Biochemistry/Proteins/Synthesis - …

Also small scale manual SPPS as well as multiple peptide synthesis and the synthesis of pep- tide libraries can be performed very rapidly and conveniently with preformed active esters. Fmoc-AA-ONp and Fmoc-AA-OSu have found only restricted application in SPPS.

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