Fmoc-Abg-OH*HCl

Fmoc-Abg-OH*HCl contains an Fmoc-protected amino acid framework bearing a side chain consistent with an aminobutyric acid (Abg) derivative, with the free carboxylic acid present as a hydrochloride salt. The molecule includes an Fmoc carbamate protecting group on the amino functionality, while the carboxyl group is protonated/paired as HCl to form the amino acid salt, and stereochemistry is not specified in the product name. Fmoc-Abg-OH*HCl is used as a protected amino acid building block for stepwise peptide synthesis, where the Fmoc group supports controlled chemoselective coupling after deprotection and the salt form can aid handling and solubility during synthesis or analytical derivatization workflows.

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

CAT No: CP26096

CAS No:908117-93-1

Synonyms/Alias:Fmoc-Abg-OHHCl;C21H24N2O4.HCl;6774AH;908117-93-1

Chemical Name:N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-(4-aminobutyl)-glycine hydrochloride

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M.F/Formula
C21H25ClN2O4
M.W/Mr.
368,44*36,45 g/mole

Fmoc-Abg-OH*HCl is an Fmoc-protected amino acid derivative presented as a hydrochloride salt, where the Fmoc carbamate masks the amino functionality for controlled peptide coupling. The structure contains a stereogenic amino acid backbone with a free carboxylic acid (as the salt-associated form) that can participate in amide bond formation after standard activation, while the Fmoc group supports orthogonal protection strategies during solid-phase or solution-phase synthesis. The hydrochloride counterion improves handling of the amino acid intermediate by moderating amine basicity and enabling consistent deprotection behavior under base-mediated Fmoc removal conditions. The resulting chiral, protected amino acid building block can be converted into downstream peptide fragments and chemically modified derivatives through established peptide chemistry and functional group transformation workflows.

1. Protected Amino Acid Synthesis

Fmoc-Abg-OH*HCl is used in protected amino acid synthesis workflows where the Fmoc carbamate provides an N-protection strategy compatible with common peptide coupling chemistries. The compound's Fmoc-protected amine and carboxylic acid functionality enable sequential protection management, allowing deprotection of the N-terminus while retaining the acid for activation and coupling. Salt formation as the hydrochloride can support reproducible handling during intermediate preparation and can influence solubility and mixing behavior in manufacturing-relevant setups. Conversion into activated esters or direct coupling reagents supports downstream peptide building block preparation and process chemistry intermediate formation.

2. Peptide Synthesis

Fmoc-Abg-OH*HCl is applied as a peptide building block in both solid-phase and solution-phase peptide synthesis for incorporating the chiral amino acid residue into defined sequences. The Fmoc group enables stepwise N-terminal deprotection and re-coupling, while the free carboxylic acid participates in amide bond formation to extend peptide chains. The hydrochloride salt form can aid in achieving consistent reaction stoichiometry during coupling steps by moderating the protonation state of the amino functionality prior to Fmoc removal. Peptide products derived from this residue can be used to generate sequence-specific analogs, mapping studies, and peptidomimetic scaffolds that rely on stereochemical fidelity at the incorporated chiral center.

3. Peptidomimetics And SAR Studies

Fmoc-Abg-OH*HCl supports peptidomimetic construction and structure-activity relationship studies by serving as a stereodefined chiral input for generating analog libraries. The protected amino acid format allows controlled incorporation into short peptides, constrained fragments, or precursor chains that can be further transformed into non-natural motifs through side-chain or backbone modifications. The retained carboxylic acid functionality enables downstream derivatization into amide-linked fragments, while the Fmoc strategy provides compatibility with iterative synthesis and purification schemes used in SAR-focused workflows. Resulting peptide-derived intermediates can feed fragment optimization programs where residue-level stereochemistry and functional group placement influence binding properties in biochemical assays.

4. Chemical Biology Labeling

Fmoc-Abg-OH*HCl can be utilized in chemical biology labeling contexts where peptide or peptide-like constructs containing the Abg residue serve as handles for subsequent conjugation. The Fmoc-protected amino acid enables clean assembly of peptide backbones that can later be functionalized at termini or through orthogonal chemistry, supporting the generation of probes for receptor-binding studies, protein interaction mapping, or intracellular target engagement assays. The hydrochloride salt form supports reproducible preparation of peptide intermediates that are then converted into conjugatable formats such as activated carboxyl derivatives or amide-linked labeling scaffolds. Downstream products derived from this residue can be employed as biochemical research intermediates for probe synthesis and analytical method development.

5. Pharmaceutical Intermediate Preparation

Fmoc-Abg-OH*HCl is suitable for pharmaceutical intermediate preparation in fine chemical and pharmaceutical manufacturing supply chains where protected amino acid building blocks are required for controlled synthesis of peptide-based or peptide-derived molecules. The Fmoc-protected amine and carboxylic acid combination supports standardized coupling-to-deprotection sequences used to build defined intermediates with stereochemical control. Hydrochloride salt handling can be advantageous for consistent material transfer and batch reproducibility during intermediate isolation and storage. The compound can therefore be incorporated into manufacturing routes that generate peptide fragments, protected intermediates for further functionalization, and downstream drug-candidate synthesis building blocks without altering the chiral amino acid configuration.

Size
1 g;5 g;25 g;
InChI
1S/C21H24N2O4.ClH/c22-11-5-6-12-23(13-20(24)25)21(26)27-14-19-17-9-3-1-7-15(17)16-8-2-4-10-18(16)19;/h1-4,7-10,19H,5-6,11-14,22H2,(H,24,25);1H
InChI Key
MBHKMMQEFPEQOO-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N(CCCCN)CC(=O)O.Cl

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