Ac-Glu-NH2 is an amino acid derivative in which glutamic acid is converted to the corresponding amide, with an N-acetyl (Ac-) group on the amino terminus and a terminal carboxamide (-CONH2) replacing the free carboxylic acid. The side chain retains the γ-carboxamide functionality characteristic of glutamate-derived structures, while the molecule presents both amide-linked nitrogen atoms and an acetylated backbone that modulate hydrogen-bonding and polarity relative to the free amino acid. This compound is used as a defined glutamate-based building block for peptide and peptidomimetic synthesis studies, for preparing related amide-containing analogues, and for analytical method development where a glutamate motif with controlled functional-group presentation is required.
CAT No: CP26889
CAS No:25460-87-1
Synonyms/Alias:25460-87-1;AC-GLU-NH2;SCHEMBL6840688;CTK8F7537;Ac-Isogln-OH,Ac-L-isoglutamine;Acetyl-L-glutamicacidalpha-amide;ZINC2560828;AKOS006274978
Ac-Glu-NH2 is an N-acetylated glutamine amide derivative in which the glutamate side chain is present as a free carboxamide (-CONH2) and the α-amino group is capped with an acetyl group, yielding a neutral, amide-rich functionality. This structure makes Ac-Glu-NH2 a compact, glutamate-derived building block for peptide and peptidomimetic work where a glutamyl motif with an amide terminus is required, including in solution- and solid-phase workflows that rely on stable, non-oxidizable amide functionality.
1. Peptidomimetic Building Block
Ac-Glu-NH2 is used by medicinal chemistry and chemical biology groups to construct peptidomimetic analogs that incorporate a glutamate-derived segment while maintaining an amide at the terminus. The N-acetyl capping and the side-chain carboxamide help define the local hydrogen-bonding pattern and reduce the need to manage a free α-amino group during downstream assembly, which is particularly useful when designing short bioactive sequences, receptor-binding motifs, or substrate analogs for enzyme and binding studies.
2. Amide-Terminated Peptide Segments
Ac-Glu-NH2 supports the preparation of peptide segments and coupling intermediates where the glutamyl unit must terminate as an amide rather than a free acid or ester. Researchers in custom peptide synthesis and peptide library development commonly use glutamate amide building blocks to generate analog series with controlled end-group chemistry, improving reproducibility across parallel syntheses and enabling systematic structure-property studies that probe the impact of terminal functional groups on solubility, aggregation behavior, and assay compatibility.
3. Analytical Reference Standards
Ac-Glu-NH2 is frequently used as an analytical reference material in method development and characterization workflows that involve glutamate-derived amide species, including LC-MS and related peptide/peptidomimetic analyses. Laboratories developing quantitation methods or confirming the identity of synthetic products benefit from having a defined, N-acetylated glutamate amide with a consistent fragmentation signature, making it useful for retention-time matching, impurity tracking, and verification of reaction outcomes in peptide chemistry pipelines.
4. Pharmaceutical Intermediate Development
Ac-Glu-NH2 is also applied as a glutamate-derived intermediate in industrial and preclinical chemical development contexts where amide-terminated glutamyl motifs are incorporated into larger synthetic targets. Process chemists and intermediate developers use this type of protected/functionalized amino acid derivative to streamline assembly of more complex molecules, leveraging the stability of the amide functionality and the reduced reactivity of the capped amino group to support controlled downstream transformations toward final drug-discovery scaffolds or specialty chemical intermediates.
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