Ac-Gln(Trt)-OH contains an N-acetylated glutamine residue in which the side-chain amide of glutamine is retained and the α-amino group is acylated, giving a free carboxylic acid at the C-terminus. The side-chain amide nitrogen is not protected, while the α-amino functionality is masked by the acetyl group and the designation "Trt" indicates a trityl (Trt) protecting group associated with the amino acid's protected nitrogen functionality, supporting chemoselective handling during peptide assembly. Ac-Gln(Trt)-OH is used as a protected amino acid building block for peptide synthesis and as a precursor for preparing glutamine-containing peptide derivatives in which controlled protection of reactive nitrogens helps manage side reactions and supports stepwise coupling.
CAT No: CP26455
CAS No:163277-79-0
Synonyms/Alias:AC-GLN(TRT)-OH;163277-79-0;6089AH;ZINC15721576;K-5102
Ac-Gln(Trt)-OH is an N-acetylated glutamine derivative bearing a Trt (trityl) protected side-chain amide, providing a protected, non-nucleophilic side chain during peptide assembly and segment handling. The acetylated N-terminus and Trt group reduce undesired side reactions from the amino and side-chain functionality, making the compound a practical building block for controlled peptide fragment synthesis where glutamine's side-chain reactivity must be masked until the intended deprotection step. This reagent is commonly used in workflows that require glutamine incorporation with minimized scrambling, side-chain participation, or premature coupling events.
1. N-Acetylated Peptide Fragments
Ac-Gln(Trt)-OH is used to prepare glutamine-containing peptide fragments where the N-terminus is intentionally capped as an acetyl group, supporting assembly of peptides that require an Ac-protected N-terminus or that need to match a specific peptide end-group pattern for downstream studies. Peptide synthesis teams and peptide chemistry service providers rely on this type of protected glutamine building block to maintain side-chain amide protection with Trt during coupling and purification, improving reproducibility when assembling longer sequences or sensitive segments.
2. Protected Glutamine Building Block
Ac-Gln(Trt)-OH serves as a protected glutamine amino acid building block for stepwise peptide construction in both solution-phase and fragment condensation strategies, particularly when glutamine's side-chain must remain masked to prevent side reactions during the coupling of neighboring residues. The combination of N-acetylation and Trt protection makes it well-suited for preparing defined peptide intermediates used in structure-activity relationship (SAR) studies, peptide library synthesis, and custom peptide manufacturing where consistent residue identity and controlled deprotection timing are required.
3. Sequence-Defined Research Peptides
Ac-Gln(Trt)-OH is frequently selected by academic and industrial groups developing sequence-defined peptides for chemical biology assays and protein interaction studies, where glutamine residues are incorporated with minimized side-chain interference during synthesis and subsequent processing. By keeping the side-chain amide protected until the appropriate stage, this building block helps maintain the integrity of peptide fragments used for purification, analytical characterization (e.g., LC-MS confirmation of intermediates), and final assembly into target peptides that require accurate glutamine placement and end-group fidelity.
4. Pharmaceutical Intermediate Development
Ac-Gln(Trt)-OH is also used as a glutamine-protected intermediate in the preparation of peptide-like or peptide-derived pharmaceutical intermediates, including advanced building blocks that later undergo deprotection and further functionalization. Process development and scale-up teams value this reagent form because it provides a controlled, protected glutamine unit that can be handled as part of a defined synthetic sequence, supporting reliable intermediate generation for downstream coupling steps in complex manufacturing workflows.
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