Fmoc-D-Gln(Trt)-OH

Fmoc-D-Gln(Trt)-OH is the definitive building block for the introduction of D-glutamine residues into synthetic peptides via Fmoc solid-phase peptide synthesis (Fmoc SPPS). The dual-protected design ensures that the side-chain carboxamide of Fmoc-D-Gln(Trt)-OH remains inert during chain assembly, preventing unwanted branching or aggregation — a common challenge in the synthesis of glutamine-rich peptides. Fmoc-D-Gln(Trt)-OH is supplied by Cosperpharm as a high-purity crystalline solid, with each batch fully characterized by HPLC, optical rotation, and moisture content, making this amino acid derivative an essential component in the development of protease-stable peptide therapeutics, epitope mapping libraries, and D-amino acid-containing bioactive peptides.

Product Parameters

Why Cosperpharm?

Cosperpharm specializes in delivering high-quality Fmoc-protected amino acid derivatives with the documentation and supply flexibility that peptide synthesis laboratories and contract research organizations require. Fmoc-D-Gln(Trt)-OH from Cosperpharm is manufactured under strict quality control parameters: each batch undergoes HPLC purity verification, enantiomeric purity assessment (≤ 0.5% L-enantiomer), optical rotation measurement, and loss-on-drying analysis — ensuring consistent performance in your automated SPPS workflow. Every shipment includes a Certificate of Analysis (COA) with batch‑specific analytical data, providing the traceability needed for cGMP peptide manufacturing and regulatory filing packages. Our technical team can support your SPPS coupling protocol optimization — from activation chemistry selection (HBTU/HOBt, PyBOP, or COMU) to deprotection cycle timing and aggregation prevention strategies — drawing on our extensive experience with Trt-protected glutamine derivatives. Cosperpharm supplies Fmoc-D-Gln(Trt)-OH from 1g reference quantities for research and method development to 1kg+ batches for commercial peptide manufacturing, with R&D samples shipping within 5–7 business days and bulk orders within 2–3 weeks. Our global logistics network ensures reliable delivery to research institutions, CROs, and pharmaceutical manufacturers worldwide, with full customs documentation included.

Synthetic Route

The synthesis of Fmoc-D-Gln(Trt)-OH proceeds from D‑glutamic acid derivatives via side‑chain amide formation and orthogonal protection. A representative preparation involves protection of the α‑amino and α‑carboxyl groups (e.g., as Z‑D‑Glu‑OBzl), activation of the γ‑carboxyl group with ethyl chloroformate, reaction with ammonia or a protected ammonia equivalent to form the glutamine side chain, followed by trityl protection of the primary amide and Fmoc installation at the N‑terminus. The final product is obtained as a crystalline solid after recrystallization from appropriate solvent systems. Cosperpharm employs validated, scalable synthetic routes optimized for industrial production, achieving ≥ 97% purity on commercial scale. Batch‑specific production records are available upon request for customers requiring detailed process documentation for regulatory filings.

Application Scenarios

Fmoc Solid‑Phase Peptide Synthesis (Fmoc SPPS)

As a standard building block for introducing D‑glutamine residues into synthetic peptides, Fmoc-D-Gln(Trt)-OH is routinely coupled to resin‑bound peptide chains using HBTU/HOBt or PyBOP activation under standard automated SPPS conditions. The Trt side‑chain protection prevents unwanted branching during chain assembly.

D‑Peptide Therapeutic Development

The D‑configuration of Fmoc-D-Gln(Trt)-OH enables the synthesis of D‑peptides that are resistant to proteolytic degradation by endogenous proteases — a critical advantage for developing peptide therapeutics with extended in vivo half‑lives, including D‑peptide antagonists for protein‑protein interaction targets.

Aggregation‑Prone Glutamine‑Rich Peptide Synthesis

The Trt side‑chain protection in Fmoc-D-Gln(Trt)-OH prevents aggregation during synthesis of polyglutamine sequences — a common challenge in synthesizing huntingtin‑related peptides and other glutamine‑rich sequences linked to neurodegenerative diseases.

Epitope Mapping and Peptide Microarray Preparation

Fmoc-D-Gln(Trt)-OH is used in the synthesis of positional scanning peptide libraries and peptide microarrays for antibody epitope mapping, T‑cell epitope identification, and specificity profiling of protein‑interaction domains.

Cyclic Peptide and Peptidomimetic Synthesis

The orthogonal protection scheme of Fmoc-D-Gln(Trt)-OH supports the synthesis of side‑chain‑to‑side‑chain cyclic peptides and other conformationally constrained peptidomimetics, with the Trt group selectively removed during TFA cleavage.

D‑Peptide Antagonist Discovery

Fmoc-D-Gln(Trt)-OH is employed in the construction of phage‑displayed and mirror‑image D‑peptide libraries for the discovery of high‑affinity D‑peptide antagonists targeting protein‑protein interactions — leveraging the enhanced metabolic stability of D‑peptides for in vivo applications.

Quality Control Reference Standard

As a well‑characterized amino acid derivative, Fmoc-D-Gln(Trt)-OH serves as an analytical reference standard for HPLC method development, system suitability testing, and identity confirmation in quality control laboratories serving peptide synthesis facilities.

Mutant p53‑Targeting Peptide Research

D‑peptides derived from Fmoc-D-Gln(Trt)-OH have been explored as potential reactivators of mutant p53 proteins — a research area with implications for developing targeted cancer therapies for patients with p53‑mutated solid tumors.

Bioconjugation and Peptide‑Drug Conjugate Development

The free carboxylic acid of Fmoc-D-Gln(Trt)-OH enables C‑terminal functionalization for bioconjugation applications, including the synthesis of peptide‑drug conjugates (PDCs) and peptide‑linked imaging probes for targeted therapeutics.

Peptide Library Synthesis for High‑Throughput Screening

Fmoc-D-Gln(Trt)-OH is incorporated into combinatorial peptide libraries synthesized on solid support, enabling high‑throughput screening campaigns for identifying bioactive sequences targeting enzymes, receptors, and other therapeutic targets.

Contact Us

Ready to move forward with Fmoc-D-Gln(Trt)-OH for your next peptide synthesis campaign? Whether you need a research‑scale gram or kilogram quantities for manufacturing, Cosperpharm provides the product quality, documentation depth, and responsive support you expect from a trusted amino acid derivative supplier. Reach out to our team today — we are here to help.