Fmoc-10-Adc-OH is an Fmoc-protected amino acid derivative featuring a 10-amino group side chain on an amino acid scaffold, classifiable as a protected amino acid used for peptide-building chemistry. The molecule contains an Fmoc (9H-fluoren-9-ylmethoxycarbonyl) carbamate protecting group on the amino functionality, along with free carboxylic acid functionality (-COOH) that can participate in amide bond formation after deprotection, while the side-chain bears an additional amino group that can be further functionalized or protected depending on the synthetic sequence. In research workflows such as solid-phase or solution-phase peptide synthesis, it serves as a precursor bearing a protected α-amino group and a chemically addressable side-chain amine for preparing peptides and amino acid conjugates used in structure-activity studies, chemical biology labeling, or the construction of more complex biomolecular architectures.
CAT No: CP25353
CAS No:143688-82-8
Synonyms/Alias:143688-82-8;10-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}DECANOICACID;AmbotzFAA1633;Fmoc-10-Adc-OH;SCHEMBL178894;MolPort-008-267-707;ZINC82101572;LP013337;LP074428;N-(9-FLUORENYLMETHYLOXYCARBONYL)-10-AMINO-DECANOICACID
Chemical Name:N-(9-Fluorenylmethyloxycarbonyl)-10-amino-decanoic acid
Fmoc-10-Adc-OH is an Fmoc-protected amino acid derivative featuring an amino acid backbone suitable for solid-phase peptide synthesis and a side-chain architecture that includes a reactive functional motif associated with "10-Adc" substitution. The molecule contains an N-(9H-fluoren-9-ylmethoxycarbonyl) protecting group that masks the amino functionality during coupling chemistry while enabling orthogonal deprotection under standard base conditions for peptide elongation. The presence of a carboxylic acid (-CO2H) provides a defined C-terminal handle for amide bond formation, while the side-chain functionality can participate in further derivatization or serve as a conjugation-ready element depending on the downstream transformation. As a chiral, protected amino acid building block, Fmoc-10-Adc-OH functions as a stereochemically defined intermediate for assembling modified peptides, peptidomimetics, and labeled or functionalized biomolecule constructs.
1. Peptide Synthesis
Fmoc-10-Adc-OH is used in peptide building workflows where Fmoc chemistry enables controlled N-terminal protection during iterative coupling. The Fmoc-protected amine and free carboxylic acid allow standard peptide coupling strategies to form amide bonds at the C-terminus while keeping the nitrogen protected against side reactions. The side-chain "10-Adc" functionality can be maintained through protected-amino-acid assembly and carried forward into the final peptide for subsequent functional group manipulation. Downstream, Fmoc-10-Adc-OH supports preparation of sequence-defined peptides that incorporate a functionalized residue for chemical biology studies and synthetic scaffold generation.
2. Side-Chain Functionalization
Fmoc-10-Adc-OH is applied to side-chain functionalization routes that convert a protected amino acid scaffold into a conjugation-ready intermediate. The orthogonally removable Fmoc group helps isolate the reactive amine state when needed, while the carboxylic acid moiety supports derivatization to amides or activation for coupling to other fragments. The "10-Adc" side-chain element can be leveraged as a handle for post-assembly modification, including attachment of linkers, incorporation into peptidomimetic fragments, or preparation of functional analogs for structure-activity relationship studies. Formation of downstream derivatives from Fmoc-10-Adc-OH supports synthetic organic chemistry programs focused on amino acid derivatization and controlled functional group installation.
3. Bioconjugation Chemistry
Fmoc-10-Adc-OH is suitable for bioconjugation chemistry where an Fmoc-protected amino acid residue can be incorporated into peptide carriers or labeling constructs before conjugation. The protected backbone allows assembly of defined peptide sequences that present the "10-Adc" side-chain functionality in a predictable spatial context after Fmoc deprotection and purification. The resulting peptide or intermediate can then be used as a platform for attaching biomolecule-reactive groups, generating conjugates for analytical research, chemical biology probes, or protein modification workflows. Fmoc-10-Adc-OH thereby serves as a chiral intermediate bridging protected amino acid synthesis and downstream conjugate construction.
4. Peptidomimetics And SAR
Fmoc-10-Adc-OH is employed in peptidomimetic and SAR studies where incorporation of a functionalized amino acid residue helps tune molecular recognition and stability. The Fmoc-protected amine supports consistent peptide analog assembly, while the carboxylic acid enables formation of analogs that retain an amino acid-like amide linkage pattern. The "10-Adc" side-chain motif can be preserved during synthesis and then transformed into alternative substituents to probe structure-function relationships across related analog series. Fmoc-10-Adc-OH supports generation of stereochemically defined libraries and intermediate scaffolds for systematic medicinal chemistry and biochemical investigation.
5. Process Chemistry Intermediate
Fmoc-10-Adc-OH is relevant to process chemistry and specialty chemical production as a protected amino acid intermediate designed for scalable peptide-building operations. The Fmoc group provides a robust N-protection strategy that can be managed through manufacturing-compatible protection/deprotection cycles, while the free carboxylic acid supports predictable activation chemistry for coupling steps in peptide synthesis. The defined side-chain functionality associated with "10-Adc" supports downstream conversion into functional intermediates without requiring full redesign of the amino acid backbone. Use of Fmoc-10-Adc-OH in industrial fine chemical synthesis aligns with workflows that require chiral, protected amino acid building blocks for manufacturing of modified peptides and functionalized chemical entities.
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