Ac-Lys-NH2 · HCl contains the side-chain of lysine in an acetamide-protected amino acid derivative, with an N-acetyl group on the alpha amino position and a free primary amide at the C-terminus (carboxamide) to give the molecule an overall amino acid-amide framework. The structure bears a lysine-type aliphatic side chain terminating in a terminal primary amine, and the hydrochloride indicates formation of an ammonium salt that can affect solubility and protonation state while leaving the acetamide and carboxamide functionalities intact. Ac-Lys-NH2 · HCl is used as a defined lysine-containing building block for peptide and peptidomimetic synthesis and for preparing or calibrating analytical standards and labeled or conjugated lysine derivatives where a protected alpha-amino group and carboxamide terminus are required.
CAT No: CP26154
CAS No:104584-11-4
Synonyms/Alias:Ac-Lys-NH2.HCl;104584-11-4;AC-LYS-NH2HCL;SCHEMBL7347980;N-AcetyllysineAmideHydrochloride;N-Acetyl-L-LysineAmideHydrochloride;K-0424;(2S)-2-(Acetylamino)-6-aminohexanamideHydrochloride;(S)-2-(Acetylamino)-6-aminohexanamideMonohydrochloride
Ac-Lys-NH2 · HCl is an N-acetylated lysine amide delivered as the hydrochloride salt, providing a protected amino group at the alpha position while retaining a free primary amine at the side chain for downstream derivatization. This structure is frequently used as a lysine-containing building block in peptide and amide assembly workflows, as well as in chemical biology contexts where controlled reactivity of the ε-amine is required. The salt form improves handling and facilitates coupling or labeling steps that depend on amine availability under standard organic and peptide-reagent conditions.
1. Peptide Segment Building
Ac-Lys-NH2 · HCl is used as a lysine-derived segment component for constructing amide-linked peptides and peptide-like structures, particularly when an N-acetylated lysine motif is desired at the lysine terminus. Researchers in peptide chemistry and custom synthesis commonly select this format to ensure the alpha-amino functionality is already masked as an acetamide, while the ε-amine remains available to set the lysine side-chain chemistry in the final assembly. In workflows that combine protected and unprotected lysine units, the hydrochloride salt form helps maintain practical reagent handling and consistent performance during coupling steps.
2. Bioconjugation Amine Handle
Ac-Lys-NH2 · HCl is frequently employed as a lysine amine building block for preparing conjugates where the ε-amine serves as the primary functional handle for attachment to activated esters, aldehydes, isothiocyanates, or other electrophiles used in bioconjugation chemistry. Chemical biology groups and materials researchers use this reagent to introduce lysine-like spacing and amide-compatible linkages into labeling reagents, affinity probes, and peptide conjugates. The N-acetylated backbone helps reduce undesired reactions at the alpha position, directing derivatization toward the side-chain amine and improving reproducibility in multi-step conjugation schemes.
3. Pharmaceutical Intermediate Development
Ac-Lys-NH2 · HCl is also used as a practical intermediate for medicinal chemistry and specialty chemical synthesis where a lysine-derived amide with an available ε-amine is needed to build larger fragments. Process development teams value the defined functional group pattern for sequential elaboration, enabling downstream transformations that introduce substituents on the lysine side chain while maintaining an acetamide at the alpha position. This makes the compound relevant to the preparation of amine-functionalized scaffolds, side-chain substituted analogs, and other lysine-based intermediates used in structure-activity relationship studies and analog library construction.
4. Analytical Derivatization Standard
Ac-Lys-NH2 · HCl is commonly used as a reference material for analytical method development and derivatization optimization involving lysine amine chemistry. In LC-MS and related workflows, a defined lysine amide with a free ε-amine provides a consistent substrate for testing derivatization reagents and monitoring reaction completion, recovery, and signal response. Analytical chemistry teams also use it as a controllable standard-like component when validating protocols for amine-reactive labeling, ensuring that the derivatization chemistry is evaluated on a lysine motif with an N-acetylated alpha position.
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