Boc-9-Anc-OH

Boc-9-Anc-OH is a Boc-protected amino acid derivative featuring a 9-anthracenyl (Anc) side chain attached to the amino acid backbone, placing it in the class of protected amino acid building blocks for peptide-related synthesis. The molecule contains an N-terminus protected as a tert-butoxycarbonyl (Boc) carbamate while retaining a carboxylic acid functionality on the α-carbon, and the aromatic anthracene side chain provides a rigid, hydrophobic, π-conjugated handle for fluorescence or spectroscopic labeling contexts. In synthesis, the Boc protection supports chemoselective handling of the amino group during stepwise assembly of peptides or amino acid conjugates, while the anthracenyl substituent can be used as a structural probe or reporter in chemical biology and materials research workflows.

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

CAT No: CP25464

CAS No:173435-78-4

Synonyms/Alias:9-((tert-Butoxycarbonyl)amino)nonanoicacid;173435-78-4;Boc-9-Anc-OH;9-[(TERT-BUTOXYCARBONYL)AMINO]NONANOICACID;AmbotzBAA1338;AC1N5ED7;SCHEMBL2704961;9-[(2-methylpropan-2-yl)oxycarbonylamino]nonanoicAcid;CTK0E4310;MolPort-002-345-653;ZINC2576799;8948AA;ANW-58805;AKOS016002148;AJ-42556;AK-62619;LP008419;RT-011710;ST2412608;4CH-016415;FT-0697138;N-T-BUTYLOXYCARBONYL-9-AMINO-NONANOICACID;Nonanoicacid,9-[[(1,1-dimethylethoxy)carbonyl]amino]-

Chemical Name:N-t-Butyloxycarbonyl-9-amino-nonanoic acid

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M.F/Formula
C14H27NO4
M.W/Mr.
273,37 g/mole

Boc-9-Anc-OH is a Boc-protected amino acid derivative bearing a side chain associated with an "Anc" functionality, supplied as a protected building block for peptide and peptidomimetic synthesis. The Boc group provides an acid-labile N-terminal protection strategy that is commonly used to control stepwise assembly, while the side-chain functionality is retained for downstream incorporation into larger synthetic targets. As a protected amino acid intermediate, it is typically selected when a specific side-chain motif must be preserved during coupling and later transformed or deprotected as part of a defined synthetic sequence.

1. Peptide Building Block Use

Boc-9-Anc-OH is used by peptide chemistry groups to introduce the corresponding protected amino acid residue into custom peptides and peptidomimetics during stepwise assembly. The Boc-protected N-terminus supports controlled coupling workflows in solution-phase peptide synthesis and in protected-residue segment strategies, where maintaining side-chain integrity through multiple transformations is critical. Researchers commonly select this derivative when the "Anc" side-chain motif is required as a structural element of the final peptide sequence, for example in SAR-oriented analog series or in the preparation of sequence-defined peptide standards for subsequent characterization.

2. Protected Residue Intermediate Synthesis

Boc-9-Anc-OH serves as a practical protected amino acid intermediate for pharmaceutical intermediate development, especially when a defined, protected stereochemical building block is needed to construct more complex nitrogen-containing scaffolds. Process and R&D chemists use this material to prepare downstream derivatives that retain the protected amino functionality while allowing selective elaboration of the side chain in later steps. This makes the compound a useful input for manufacturing-oriented synthetic planning, where protecting-group compatibility and step economy are important for reliable scale-up of intermediate sequences.

3. Peptidomimetic Library Construction

Boc-9-Anc-OH is frequently incorporated into peptidomimetic and constrained peptide analog libraries where consistent residue identity and protection-state control are required across many members. Medicinal chemistry teams use such protected amino acid derivatives to generate series of analogs that differ in neighboring residues or appended functional groups, while keeping the targeted "Anc" side-chain feature constant. The Boc protection pattern supports modular assembly approaches, enabling parallel synthesis and subsequent purification of library members for structure-activity relationship studies and physicochemical profiling workflows.

4. Analytical Reference Peptide Synthesis

Boc-9-Anc-OH is also used to prepare defined peptide fragments or standards that support analytical method development, including LC-MS characterization and impurity profiling of related synthetic series. Analytical chemistry groups rely on sequence- and residue-accurate standards to confirm retention behavior, fragmentation patterns, and identity of intermediates or final products. By using a protected, residue-specific building block like Boc-9-Anc-OH, teams can generate reproducible reference materials that reflect the exact protected-residue composition used in their synthetic routes.

Size
1 g;5 g;
InChI
1S/C14H27NO4/c1-14(2,3)19-13(18)15-11-9-7-5-4-6-8-10-12(16)17/h4-11H2,1-3H3,(H,15,18)(H,16,17)
InChI Key
QCCWTNAQYOOPQP-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCCCCCCCC(=O)O

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