Ac-Asp-NH2

Ac-Asp-NH2 is an N-acetylated amino acid amide derived from aspartic acid, featuring a side-chain carboxamide-free β-carboxyl group and an amide-forming carboxyl terminus converted to the primary carboxamide (-CONH2). The molecule contains an N-acetyl group on the α-amino functionality while retaining the α-amino acid backbone, and the carboxamide and side-chain carboxy group provide two distinct hydrogen-bonding and acid/base sites that can influence solubility and conformational preferences. Ac-Asp-NH2 is used as a peptide-related intermediate and substrate analogue in peptide chemistry and chemical biology workflows where an aspartate-derived, carboxamide-terminated functionality is required for synthesis, structure-activity studies, or analytical method development.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27270

CAS No:60803-67-0

Synonyms/Alias:607366-21-2;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl)amino)butanoicacid;C32H38N2O6;AmbotzFAA1458;CTK8C0037;MolPort-008-267-664;9078AB;ANW-63923;AKOS015901142;ZINC100012137;AK-61271;KB-210826;RT-022522;I14-15352

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M.F/Formula
C32H38N2O6
M.W/Mr.
174.16

Ac-Asp-NH2 is an N-acetylated aspartamide featuring an Asp side chain with a terminal carboxamide, providing a protected, amide-stabilized amino acid motif that is commonly used as a short peptide building block or as an aspartate-containing unit in peptide-like structures. The N-acetyl group at the amino terminus helps define the N-terminal chemical environment, while the side-chain carboxamide supports downstream coupling and analytical characterization of Asp-derived segments in solution-phase workflows. As a defined, low-molecular-weight peptide fragment, Ac-Asp-NH2 is frequently selected when researchers need a controlled aspartamide functionality rather than the free amino acid.

1. Peptide Fragment Synthesis

Ac-Asp-NH2 is used in solution-phase peptide synthesis and fragment assembly to introduce an N-acetylated aspartamide residue into short peptides and peptide mimetics. Researchers in peptide chemistry and custom synthesis workflows rely on this format to maintain a specific N-terminal acetylation state and an Asp side-chain carboxamide, reducing variability that can arise from using free amino acids. The compound is particularly relevant when the target sequence or analog requires an aspartamide-like local functionality that remains stable under typical peptide coupling and purification conditions.

2. Medicinal Chemistry Building Block

Ac-Asp-NH2 serves as a practical building block for medicinal chemistry programs that develop peptidomimetic scaffolds and structure-activity relationship (SAR) analogs incorporating aspartamide motifs. Medicinal chemistry groups often use defined peptide fragments to systematically vary chain length, terminal capping, and side-chain amide character while keeping the backbone and functional group pattern consistent across analog series. This reagent format supports the preparation of intermediate structures for subsequent derivatization, enabling controlled exploration of how N-acetylation and Asp carboxamide presentation influence physicochemical properties relevant to lead optimization.

3. Bioconjugation and Linker Design

Ac-Asp-NH2 is applied as a defined aspartamide-containing unit in chemical biology workflows that require peptide-like linkers with a terminal amide functionality. Bioconjugation and materials chemistry teams use such fragments to construct coupling-ready intermediates where the N-acetylated backbone and side-chain amide provide a consistent handle for further functionalization by standard organic coupling strategies. In downstream conjugate synthesis, the defined acetylated Asp motif helps standardize the local chemical environment around the attachment point, which is valuable when comparing conjugates across experiments.

4. Analytical Reference Standards

Ac-Asp-NH2 is also used as an analytical reference material for method development and characterization of aspartamide-containing peptide fragments. Analytical chemistry teams employ it to verify retention behavior, confirm identity in LC-based workflows, and support targeted characterization of Asp-derived motifs during peptide intermediate purification. Because it is a discrete, well-defined small peptide building block with an N-acetylated terminus and an aspartamide side chain, it is useful for establishing consistent reference signals when monitoring synthesis progress and analyzing product purity in research and development settings.

Size
50 mg;250 mg;
InChI
1S/C32H38N2O6/c1-19(2)15-26(29-27(35)16-32(3,4)17-28(29)36)33-14-13-25(30(37)38)34-31(39)40-18-24-22-11-7-5-9-20(22)21-10-6-8-12-23(21)24/h5-12,19,24-25,33H,13-18H2,1-4H3,(H,34,39)(H,37,38)/t25-/m0/s1
InChI Key
PTMIGKZUTGSHED-VWLOTQADSA-N
Canonical SMILES
CC(C)CC(=C1C(=O)CC(CC1=O)(C)C)NCCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

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