Peptide coupling reagents are used to form the ..

In organic chemistry, peptide synthesis is the production of peptides, ..

Coupling Reagents | Sigma-Aldrich

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.

New coupling reagents in peptide chemistry - …

In peptide synthesis diketopiperazine formation is a notorious side-reaction at the dipeptide stage and is particularly prone to occur in Fmoc based SPPS because of its mechanism.

A range of cleavage reagents for peptides synthesized on 2-chlorotrityl resin has been described. TFE/AcOH/DCM (1:1:3) has been developed by Barbs [62]. Cleavage is also rapidly attained with 0.5% TFA/DCM as well as with HFIP/DCM (1:4 or 3:7) [63].


Use of Onium Salt-Based Coupling Reagents in Peptide Synthesis1

To begin peptide synthesis on Fmoc-polyamide-Rink resin the Fmoc group is by removed by treating the resin with piperidine. The first amino acid is then coupled to the Fmoc-deprotected N-terminal amine of the resin, or previously coupled amino acid, using PyBOP (3 eq), HOBt (3 eq), and DIPEA (6 eq) in 1:1 DCM:DMF until the resin is negative to ninhydrin.

Coupling Agents| Peptide Synthesis| Gyros Protein …

This section "Coupling Reagents" contains most of the common reagents used to create amide and/or ester bonds in peptide chemistry, and in organic chemistry in general. Iris Biotech offers well-tried compounds, as well as new and innovative coupling reagents.

PEPTIDE COUPLING REAGENTS – AN UPDATE | …

For the coupling of very bulky amino acids such as N-alkylamino acids or α-dialkylamino acids, the moderately reactive TBTU should be replaced by more potent reagents such as HATU [16], TATU, or PyBOP [25].

Large-Scale Applications of Amide Coupling Reagents …

Manual peptide synthesis can be accomplished in a fritted-filter reaction vessel with a three-way valve fitted onto a 1 L side arm vacuum flask by way of a 1-hole stopper. One valve is used to bubble nitrogen, which is first passed through a small column of Drierite, and then into the reaction mixture to agitate the solution and mix reagents. The other valve is used to evacuate excess reaction solutions and wash solvent using a vacuum flask. All glass pieces to be used in Solid-phase synthesis should be treated with a silanizing agent (such as 1-5% dimethyldichlorosilane in DCM) prior to use, to avoid accumulation of static charge, which makes the resin very difficult to handle.

Peptide Coupling Reagents: Carbodiimides

This section "Coupling Reagents" contains most of the common reagents used to create amide and/or ester bonds in peptide chemistry, and in organic chemistry in general. Iris Biotech offers well-tried compounds, as well as new and innovative coupling reagents.

Coupling Reagents in Amide Synthesis - organic …

Stepwise elongation, in which the amino acids are connected step-by-step in turn, is ideal for small peptides containing between 2 and 100 amino acid residues. Another method is fragment condensation, in which peptide fragments are coupled. Although the former can elongate the peptide chain without racemization, the yield drops if only it is used in the creation of long or highly polar peptides. Fragment condensation is better than stepwise elongation for synthesizing sophisticated long peptides, but its use must be restricted in order to protect against racemization. Fragment condensation is also undesirable since the coupled fragment must be in gross excess, which may be a limitation depending on the length of the fragment.