Ac-Gln-NH2 is an N-acetylated glutamine amide derivative in which the glutamine side chain contains a carboxamide functionality and the α-amino group is acylated, while the α-carboxyl group is converted to an amide (-CO-NH2). The molecule therefore bears an N-acetyl group on the amino terminus and a free terminal primary amide at the C-terminus, with the side-chain carboxamide providing a polar hydrogen-bonding motif that can influence conformational preferences and solubility in peptide and protein chemistry. As a peptide-related intermediate, Ac-Gln-NH2 is used in synthesis and characterization contexts where a glutamine-derived residue with defined terminal functional groups is required, including preparation of glutamine-containing amide linkages and analytical standards for amino acid derivative studies.
CAT No: CP26578
CAS No:18839-88-8
Synonyms/Alias:18839-88-8;Ac-Gln-NH2;ZINC2560827;AKOS006274726;I14-33873
Ac-Gln-NH2 is an N-acetylated glutamine amide featuring the side-chain amide characteristic of glutamine and a free carboxamide at the C-terminus. This capped, amide-terminated amino acid derivative is commonly used as a short, chemically defined building block in peptide and peptidomimetic research where controlled terminal functionality is required. The N-acetyl group helps standardize the N-terminus for downstream coupling, analytical characterization, and structure-activity studies involving glutamine-containing sequences.
1. Peptide Segment Building Blocks
Ac-Gln-NH2 is used as a glutamine-containing fragment for assembling short peptides and peptidomimetics where both N-acetylation and a C-terminal amide are part of the intended target structure. Researchers in custom peptide synthesis and medicinal chemistry workflows select this derivative to maintain terminal fidelity, enabling consistent comparison across analog series that vary elsewhere in the sequence. In practice, it supports the preparation of glutamine-bearing peptide standards and sequence-specific intermediates used for structure-activity relationship (SAR) studies and receptor/ligand binding assays that rely on well-defined termini.
2. Bioconjugation Linker Design
Ac-Gln-NH2 is frequently incorporated into chemical biology and bioconjugation development when a glutamine side chain is needed as a stable, chemically addressable residue within a larger conjugate scaffold. The C-terminal amide and N-acetyl cap provide a defined chemical context that can be carried through linker construction toward antibody conjugates, affinity probes, or surface-immobilized peptide materials. Teams developing conjugation reagents and immobilization constructs value this derivative for its reproducible terminal chemistry, which reduces variability when conjugates are characterized by LC-MS, HPLC, or SDS-PAGE-based workflows.
3. Analytical and Reference Standards
Ac-Gln-NH2 is used to prepare analytical reference materials for method development and verification in peptide chemistry and mass spectrometry-based characterization. Its defined acetylated N-terminus and amide C-terminus make it a practical standard for monitoring glutamine-containing fragments, calibrating fragmentation behavior in LC-MS/MS workflows, and supporting targeted quantification strategies that require authentic, chemically characterized small peptide units. Analytical groups also use it to benchmark derivatization or digestion conditions when glutamine-containing peptides or peptidomimetic fragments are expected in the readout.
4. Pharmaceutical Intermediate Development
Ac-Gln-NH2 serves as a glutamine-derived intermediate in the synthesis of peptide-like building blocks and peptidomimetic precursors used in pharmaceutical intermediate manufacturing. Process and R&D chemists select this derivative when the desired downstream scaffold requires an N-acetylated glutamine motif and a C-terminal amide, reducing the number of terminal functional group adjustments later in the route. This positioning is especially common in the preparation of sequence-defined intermediates for lead optimization programs where consistent terminal chemistry supports reliable characterization and scale-up of subsequent coupling steps.
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More