N-1-Fmoc-1,6-diaminohexane · HCl is an Fmoc-protected diaminohexane amino acid derivative featuring a six-carbon chain bearing terminal amino functionalities, with the N-terminus protected by an Fmoc carbamate. The molecule is supplied as a hydrochloride salt, which protonates one or more amine groups to form a stable salt while retaining nucleophilicity of the unprotected amino group for subsequent coupling chemistry. In peptide and amine-derivative synthesis, the orthogonally protected diamine framework supports stepwise construction of polyamine-containing linkers and incorporation of a protected diaminohexyl motif into larger conjugates or structured peptide-like materials.
CAT No: CP26471
CAS No:166410-37-3
Synonyms/Alias:Fmoc-1,6-diaminohexanehydrochloride;166410-37-3;9H-fluoren-9-ylmethylN-(6-aminohexyl)carbamateHydrochloride;Fmoc-hmdHCl;AC1MDWY1;Fmoc-NH(CH2)6NH2HCl;SCHEMBL13858071;CTK8B3780;MolPort-002-904-410;ANW-43160;N-1-Fmoc-1,6-diaminohexane.HCl;AKOS015910673;MCULE-3433068898;LP012222;LP076905;RT-012845;V3680;I14-39919
N-1-Fmoc-1,6-diaminohexane · HCl is an Fmoc-protected, primary diamine building block corresponding to a six-carbon linker bearing an Fmoc-carbamate on the N-terminus and a free terminal amino group at the opposite end, present as a hydrochloride salt to enhance handling and solubility. The molecule contains a chiral-free aliphatic backbone with two nucleophilic amine functionalities, enabling selective orthogonal chemistry when the free amine is targeted while the Fmoc group remains stable under standard peptide-coupling conditions. The Fmoc carbamate provides a removable protecting group strategy compatible with base-mediated deprotection, while the salt form supports downstream derivatization and controlled reactivity in aqueous or mixed solvents. As an amino acid derivative analog used in solid-phase and solution-phase synthesis, it functions as a chiral-independent linker precursor for constructing amide, urea, and amine-rich motifs that can be carried into peptide science and industrial fine-chemical routes.
1. Peptide Synthesis
N-1-Fmoc-1,6-diaminohexane · HCl supports peptide coupling workflows where a protected amine is required as a linker or spacer residue. The Fmoc-protected nitrogen participates in standard amide-forming chemistry after Fmoc deprotection, while the terminal free amine can be used to generate additional coupling handles, including bis-amide or branching architectures. Orthogonal control arises from the Fmoc group's base-labile character paired with the hydrochloride-stabilized free amine, enabling stepwise construction of peptide building blocks and side-chain-like linkers. Downstream, the resulting diamine-extended sequences can be used to prepare peptide analogs, scaffold libraries, and constrained conjugates for structure-activity relationship studies and chemical biology investigations.
2. Bioconjugation Chemistry
N-1-Fmoc-1,6-diaminohexane · HCl is applicable to bioconjugation workflows that require amine-rich linkers for attaching biomolecules or biomolecule-derived probes. The compound's two end-group amines enable sequential functionalization, where one end can be protected or activated while the other serves as a nucleophile for coupling to activated esters, isothiocyanates, aldehydes, or epoxide-derived intermediates. The Fmoc group can be used to regulate reactivity during synthesis of conjugation-ready intermediates, and subsequent deprotection can expose the amine for conjugation under controlled conditions. The hydrochloride salt form can facilitate reproducible handling during linker installation, supporting downstream formation of labeled peptides, antibody conjugates, and affinity reagents used in biochemical research and analytical assay development.
3. Chiral Building Block Development
N-1-Fmoc-1,6-diaminohexane · HCl serves as a chiral-independent spacer precursor within stereoselective synthesis programs that require defined linker length and protected functional-group control. The aliphatic diamine backbone provides a predictable distance between reactive sites, while the Fmoc carbamate offers a programmable protection strategy that can be removed to reveal a coupling-ready amine without altering the carbon chain. The remaining terminal amine can be converted into orthogonally protected derivatives, such as selectively N-protected forms or activated nucleophiles, enabling incorporation into chiral amino acid frameworks and peptidomimetic designs. Downstream, the linker can be used to assemble stereochemically defined molecules where spacing and functional-group placement influence binding conformations in SAR studies and molecular design programs.
4. Process Chemistry Intermediate
N-1-Fmoc-1,6-diaminohexane · HCl is suitable for process chemistry intermediate preparation where stable, protected amine handling is required at scale. The Fmoc protection strategy supports controlled reactivity during manufacturing steps, while the hydrochloride salt improves operational stability and can reduce variability associated with amine volatility or adsorption. The diamine functionality supports conversion into activated intermediates for downstream amide/urea formation, including routes that generate polymer-reactive or crosslinker-ready species. The resulting intermediates can be directed into fine chemical synthesis, specialty chemical production, and industrial manufacturing of amine-functional materials where reproducible linker chemistry and orthogonal protection are required.
5. Functional Materials And Polymer Modification
N-1-Fmoc-1,6-diaminohexane · HCl can be employed in functional materials and polymer modification programs that require pendant amine linkers for post-functionalization. The protected amine can be incorporated into polymer backbones or grafting intermediates, while Fmoc deprotection can generate reactive primary amines for subsequent crosslinking, surface functionalization, or attachment to electrophilic polymer additives. The terminal amine enables formation of amide or urea linkages with carboxyl- or isocyanate-derived partners, supporting the construction of amine-functional networks and tunable adhesion or binding surfaces. Downstream, the compound-derived linkers can be used to produce amine-rich coatings, biointerface materials, and peptide-compatible polymer conjugates used in applied product development and industrial chemical manufacturing.
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