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Fmoc-D-Asn(Trt)-Alko-PEG Resin

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Wang resins are the standard supports for the preparation of peptide acids by the Fmoc batch solid phase synthesis strategy. Fmoc amino acids are pre-loaded to Wang resins so that that epimerization and dipeptide formation are minimized.

Category

Wang Resin with Amino Acids

Catalog number

BAT-001135

Synonyms

Fmoc-D-Asn(Trt)-Wang-PEG Resin; N-α-(9-Fluorenylmethoxycarbonyl)-N-γ-trityl-D-asparagine p-methoxybenzyl alcohol polyethyleneglycol resin

DVB Crosslinking

1% DVB

Substitution

1.0-1.4 meq/g

Storage

Store at 2-8 °C

Fmoc-D-Asn(Trt)-Alko-PEG Resin, a specialized reagent for solid-phase peptide synthesis (SPPS), holds immense importance in various applications. Let's explore the key applications of Fmoc-D-Asn(Trt)-Alko-PEG Resin with a high degree of perplexity and burstiness:

Peptide Synthesis: A cornerstone in peptide synthesis, this resin facilitates the creation of peptides with precise sequences and modifications. Its capability to introduce the D-asparagine (D-Asn) residue is vital for crafting bioactive peptides. With the PEG linker enhancing solubility and accessibility, seamless peptide elongation and modification are achieved, paving the way for innovative peptide designs.

Drug Development: At the forefront of drug development, Fmoc-D-Asn(Trt)-Alko-PEG Resin plays a pivotal role in crafting peptide-based therapeutics. The incorporation of the D-isomer of asparagine confers unique biological attributes to peptides, such as heightened resistance to proteolytic breakdown.

Bioconjugation: Enabling versatile bioconjugation, this resin facilitates the binding of peptides to various molecules like drugs, imaging agents, or proteins. The alkyloxy (Alko) linker enables precise attachment, empowering researchers to create multifaceted bioconjugates with enhanced therapeutic and diagnostic properties. Such advancements are crucial in targeted drug delivery systems and molecular imaging techniques, pushing boundaries in medical research.

Proteomics Research: In the realm of proteomics, Fmoc-D-Asn(Trt)-Alko-PEG Resin is a vital tool for synthesizing diverse peptide libraries for high-throughput studies. By generating an array of peptide sequences, researchers can explore protein interactions, enzyme activities, and antibody binding, leading to the discovery of novel biomarkers and therapeutic targets. This aids in advancing proteomics research, unraveling the complexities of biological systems with each peptide synthesized.

1. A Shelf Stable Fmoc Hydrazine Resin for the Synthesis of Peptide Hydrazides

Michael J Bird, Philip E Dawson Pept Sci (Hoboken). 2022 Sep;114(5):e24268. doi: 10.1002/pep2.24268. Epub 2022 Apr 16.

C-terminal hydrazides are an important class of synthetic peptides with an ever expanding scope of applications, but their widespread application for chemical protein synthesis has been hampered due to the lack of stable resin linkers for synthesis of longer and more challenging peptide hydrazide fragments. We present a practical method for the regeneration, loading, and storage of trityl-chloride resins for the production of hydrazide containing peptides, leveraging 9-fluorenylmethyl carbazate. We show that these resins are extremely stable under several common resin storage conditions. The application of these resins to solid phase peptide synthesis (SPPS) is demonstrated through the synthesis of the 40-mer GLP-1R agonist peptide "P5". These studies support the broad utility of Fmoc-NHNH-Trt resins for SPPS of C-terminal hydrazide peptides.

2. Solid-Phase Insertion of N-mercaptoalkylglycine Residues into Peptides

Spyridon Mourtas, Dimitrios Gatos, Kleomenis Barlos Molecules. 2019 Nov 22;24(23):4261. doi: 10.3390/molecules24234261.

N-mercaptoalkylglycine residues were inserted into peptides by reacting N-free amino groups of peptides, which were initially synthesized on 2-chlorotrityl resin (Cltr) using the Fmoc/tBu method, with bromoacetic acid and subsequent nucleophilic replacement of the bromide by reacting with S-4-methoxytrityl- (Mmt)/S-trityl- (Trt) protected aminothiols. The synthesized thiols containing peptide-peptoid hybrids were cleaved from the resin, either protected by treatment with dichloromethane (DCM)/trifluoroethanol (TFE)/acetic acid (AcOH) (7:2:1), or deprotected (fully or partially) by treatment with trifluoroacetic acid (TFA) solution using triethylsilane (TES) as a scavenger.

3. Convergent Synthesis of Thioether Containing Peptides

Spyridon Mourtas, Christina Katakalou, Dimitrios Gatos, Kleomenis Barlos Molecules. 2020 Jan 5;25(1):218. doi: 10.3390/molecules25010218.

Thioether containing peptides were obtained following three synthetic routes. In route A, halo acids esterified on 2-chlorotrityl(Cltr) resin were reacted with N-fluorenylmethoxycarbonyl (Fmoc) aminothiols. These were either cleaved from the resin to the corresponding (Fmoc-aminothiol)carboxylic acids, which were used as key building blocks in solid phase peptide synthesis (SPPS), or the N-Fmoc group was deprotected and peptide chains were elongated by standard SPPS. The obtained N-Fmoc protected thioether containing peptides were then condensed either in solution, or on solid support, with the appropriate amino components of peptides. In route B, the thioether containing peptides were obtained by the reaction of N-Fmoc aminothiols with bromoacetylated peptides, which were synthesized on Cltr-resin, followed by removal of the N-Fmoc group and subsequent peptide elongation by standard SPPS. In route C, the thioether containing peptides were obtained by the condensation of a haloacylated peptide synthesized on Cltr-resin and a thiol-peptide synthesized either on 4-methoxytrityl(Mmt) or trityl(Trt) resin.