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A system for solid phase peptide synthesis with true automation.

Atherton E andSheppard RC(1989)Solid Phase Peptide Synthesis: A Practical ApproachOxford: IRL Press.

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Source of truncated and failure sequences in solid phase synthesis.

The other approach is to introduce backbone protecting groups which will prevent the formation of hydrogen bonds. Such protection is made by the introduction of the Hmb group on the αnitrogen [53]. It has been shown that the presence of a Hmb unit every 6-7 residues is sufficient to disrupt the peptide aggregation [54]. The Hmb protected amino acid is introduced under the form of N,O-bis-Fmoc-N-(2hydroxy-4-methoxybenzyl) derivative, the O-Fmoc protection being cleaved during the following piperidine treatment. At the end of the synthesis the Hmb group is cleaved in the final TFA cleavage.

Synthesis of cyclic cystinyl peptides by conventional methods in solution and on solid supports.

The Fmoc group is removed via base-induced β-elimination. As a result dibenzofulvene and carbon dioxide are split off. Secondary bases such as piperidine add to the former molecule whereas bases such as DBU do not react with the dibenzofulvene which has to be removed rapidly from the peptide resin or scavenged by a secondary amine such as piperidine to avoid irreversible attachment to the liberated amino group. Since both cleavage products are strong chromophors the deblocking can be monitored by UV spectroscopy.

Peptide Synthesis, Peptide Array, HATU, Fmoc ..

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DMF (,-dimethylformamide) is the most widely used solvent for Fmoc-SPPS, which is the conventional method of choice for peptide synthesis. It is usually employed for coupling, washing, and Fmoc-removal steps. We have recently reported greener solvents such as 2-MeTHF (2-methyltetrahydrofuran) and CPME (cyclopentyl methyl ether) as environmentally friendlier alternatives to DMF. However, the Fmoc-removal step with these green solvents was not optimal. Thus, deletion peptides and α-Fmoc terminal peptides were observed upon TFA (trifluoroacetic acid) cleavage of the peptide from the resin during SPPS of a challenging aggregated peptide. Herein, Fmoc removal using a solution of 20% piperidine in a range of green solvents is reported. After evaluation of the resin’s swelling (PS and ChemMatrix resins), and Fmoc deprotection in solution and on solid-phase for these two resins, it was found that γ-valerolactone can replace DMF for Fmoc removal steps during SPPS on both resins, PS or ChemMatrix. Furthermore, -formylmorpholine showed an excellent performance with ChemMatrix resin.

Solid‐phase Peptide Synthesis: Fmoc

But, whichever cleavage reagent is preferred, it has to be washed out very carefully after Fmoc removal, the last washing must be neutral. When synthesizing large peptides the duration of Fmoc cleavage should be gradually increased. For safe removal of the deblocking reagent the resin may have to be washed more often.

With extensive experience in solid and solution phase synthesis, ChemPep provides premium quality custom peptides with the most competitive price.

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  • Handles for Fmoc Solid-Phase Synthesis of Protected ..

    The Fmoc Group

  • Green Solid-Phase Peptide Synthesis (GSPPS) 3

    Procedures for solid-phase synthesis using N α-fluorenylmethoxycarbonylamino-acids on polyamide supports.

  • Methods for Removing the Fmoc Group; G

    20/01/2016 · Today, Fmoc SPPS is the method of choice for peptide synthesis

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tboc fmoc protocol in solid phase peptide synthesis

The Fmoc group is the most frequently used protecting group in peptide chemistry. The most common deprotection conditions involve a solution of 20% piperidine in DMF.

Advances in Fmoc solid-phase peptide synthesis - …

Since the purity of the peptide obtained from the synthesis is sequence dependent, purification to >95% will be performed upon request. Major impurities can range from 10% to 50% by weight. They consist of small water-soluble molecules, salts and protecting groups from the cleavage reaction, deletion peptides created due to incomplete coupling during synthesis, and modified peptides created during the cleavage. These species can be removed using reversed phase HPLC. We recommend that, under most circumstances, all peptides be purified prior to employing them in research studies.

Solid Phase Peptide Synthesis - RealPeptide

Protected peptide fragments are valuable building blocks for the assembly of large peptide sequences through fragment condensation approaches, whereas protected peptides are typically synthesized for the preparation of amide-bridge cyclic peptides in solution. Efficient synthesis of both protected peptides and protected peptide fragments by solid-phase peptide synthesis methodology requires handles that attach the growing peptides to the polymeric support and can be cleaved under appropriate conditions, while maintaining intact the side-chain protecting groups. Here, we provide an overview of attachment methods described in the literature for the preparation of protected peptides using Fmoc/Bu chemistry, including the most commonly used acid-labile linkers along with the most recent and sophisticated.

Reagents for Solid Phase Peptide Synthesis - AAPPTec

As mentioned above, the generation and disappearance of Fmoc based chromophors allows the monitoring of the synthesis. Furthermore, samples may be taken to determine the load of Fmoc peptide. The completion of the deprotection reaction may be checked by cleaving samples and analyzing the obtained peptide.

Peptide Synthesis: Custom peptide synthesis services …

Synthetic peptides are increasingly important in biochemical, pharmacological, neurobiological, enzymological and molecular biological research. Use of Fmoc as temporary amino‐protecting group allows solid‐phase peptide synthesis with a milder acid cleavage process. Other advances in the ligation approach provide further potential for peptide synthesis.

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