H-Abu-NH2

H-Abu-NH2 is an amino acid derivative consisting of an aminoacetyl-type backbone bearing two primary amine functionalities (an N-terminus and a terminal amino group) and lacking a conventional carboxylic acid group typical of proteinogenic amino acids. The molecule is characterized by a free amino group at the N-terminus (H-Abu-) and an additional terminal -NH2 substituent on the side chain, enabling it to act as a polyamine-like building block with multiple sites for protonation and salt formation. In synthetic chemistry and chemical biology workflows, H-Abu-NH2 is used as a nitrogen-rich precursor for constructing amine-functionalized linkers, for preparing conjugation handles, and for assembling more complex amino-containing structures through amide, urea, or related condensation strategies.

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

CAT No: CP27406

CAS No:7324-11-0

Synonyms/Alias:2-aminobutanamide;53726-14-0;L-2-Aminobutanamide;7324-11-0;ST078504;Butanamide,2-amino-,(R)-;2-azanylbutanamide;amino-ethylacetamide;DL-2-Aminobutyramide;2-Amino-n-butanamide;Butanamide,2-amino-;ACMC-20m7fp;H-Abu-NH2;AC1N6MXE;SCHEMBL427318;CTK1G9010;HNNJFUDLLWOVKZ-UHFFFAOYSA-N;MolPort-009-753-214;104652-77-9;7674AB;ANW-65240;SBB017505;STK260847;AKOS005170718;CA-1873

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M.F/Formula
C4H10N2O
M.W/Mr.
102.14

H-Abu-NH2 (2-aminobutylamine hydrochloride-free or as supplied) is a short-chain amino acid derivative featuring an aliphatic, stereochemically simple but chemically reactive backbone with a terminal primary amine (NH2) and an additional amino group on the side chain. The molecule contains two nucleophilic primary amine functionalities that can participate in salt formation, acid-base tuning, and controlled coupling chemistry, while the flexible alkyl chain supports conformational adaptation in synthetic intermediates. As a chiral amino acid-adjacent building block lacking a stereogenic center, H-Abu-NH2 is typically handled as a nitrogen-rich intermediate for constructing polyamine motifs, amide/urea linkages, and amine-protected derivatives. The high polarity from the diamine profile enables downstream derivatization into protected amino groups and conjugatable handles used in peptide-adjacent and nitrogen-functionalized synthetic routes.

1. Polyamine Building Blocks

H-Abu-NH2 is used in polyamine and nitrogen-rich scaffold construction where a diamine motif enables sequential derivatization into mono- or bis-substituted amines. The two primary amines allow orthogonal protection strategies such as selective Boc or Fmoc installation to control chemoselective coupling steps and to manage reactivity during multi-step syntheses. The resulting protected or activated derivatives can be incorporated into amide-forming sequences, urea/thiourea formation, or linker assembly for peptide-like oligomers and dendritic nitrogen frameworks. Downstream, H-Abu-NH2-derived intermediates serve as practical building blocks for fine chemical synthesis and for manufacturing of polyamine-functional reagents used in materials and specialty chemical production.

2. Peptide Linker Chemistry

H-Abu-NH2 is applied in peptide synthesis workflows as an amine-bearing linker precursor that can connect peptide fragments through amide or carbamate-forming coupling chemistry. The terminal primary amine and the side-chain primary amine provide two distinct reactive sites that can be selectively protected to generate a mono-functionalized linker suitable for stepwise incorporation at a defined position. The flexible alkyl chain supports formation of spacer regions that can modulate solubility, steric accessibility, and conformational behavior in peptide conjugates and peptidomimetic constructs. H-Abu-NH2 therefore functions as a peptide-adjacent intermediate for constructing amine-terminated or amide-linked assemblies used in biochemical research and applied peptide scaffold generation.

3. Chemical Biology Conjugation

H-Abu-NH2 is suitable for chemical biology applications requiring amine-reactive handles and conjugation-ready nitrogen functionalities. The diamine structure can be converted into amine-protected derivatives or activated forms that participate in coupling to electrophilic partners such as activated esters, isothiocyanates, sulfonyl chlorides, or aldehyde-derived imine chemistry. The presence of two primary amines enables design of mono- or multi-point attachment strategies to proteins, peptides, or other biomolecular targets while maintaining controlled stoichiometry through selective protection and deprotection. H-Abu-NH2-based intermediates can thus support biomolecule modification, labeling reagent preparation, and downstream analytical studies involving nitrogen-functional conjugates.

4. Process Chemistry Intermediate

H-Abu-NH2 is used as a process chemistry intermediate for manufacturing routes that require a low-molecular-weight diamine feedstock and subsequent conversion into protected amines or activated coupling reagents. The aliphatic chain and dual primary amine functionality support straightforward salt formation, purification by acid-base manipulation, and conversion into stable derivatives that can be handled as discrete intermediates. The absence of stereochemical complexity simplifies process control for chiral purity considerations, while the functional group density enables predictable transformation into amide, urea, or carbamate derivatives used in subsequent steps. H-Abu-NH2 therefore serves as a practical intermediate for specialty chemical production and for industrial synthesis of nitrogen-containing building blocks used in downstream formulation and manufacturing.

5. Analytical Derivatization Reagent

H-Abu-NH2 can be employed in analytical research as a derivatization component for improving detectability of amines and amino-containing analytes in chromatographic or spectrometric workflows. The diamine profile supports formation of stable derivatives through nucleophilic addition or coupling reactions, enabling consistent derivatization chemistry across related nitrogen-functional compounds. Selective protection of one amine can further tailor reactivity to generate derivatization reagents with controlled stoichiometry and reproducible product profiles. H-Abu-NH2-derived derivatization products can serve as reference materials or intermediate standards that support method development for amino acid derivative analysis and nitrogen-species quantification in applied chemical research.

Size
1 g;5 g;
InChI
1S/C4H10N2O/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H2,6,7)
InChI Key
HNNJFUDLLWOVKZ-UHFFFAOYSA-N
Canonical SMILES
CCC(C(=O)N)N

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