Boc-12-Ado-OH

Boc-12-Ado-OH is a Boc-protected amino acid derivative featuring an N-Boc (tert-butoxycarbonyl) carbamate on the amino functionality and a carboxylic acid at the opposite terminus, with a side chain consistent with an Ado-substituted, chain-extended amino acid framework. The molecule contains both an amino acid backbone and a protected amine, while the Boc group masks the nitrogen to suppress undesired side reactions during coupling steps and to support chemoselective formation of peptide bonds. Boc-12-Ado-OH is used as a protected building block in peptide synthesis workflows and in the preparation of amino acid and peptide derivatives where an Ado-containing side chain provides a handle for downstream functionalization or structural studies.

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

CAT No: CP25507

CAS No:18934-81-1

Synonyms/Alias:Boc-12-Ado-OH;18934-81-1;12-(Boc-amino)dodecanoicacid;AmbotzBAA1323;AC1NAJZI;SCHEMBL1931146;09780_FLUKA;CTK8F8238;12-[(2-methylpropan-2-yl)oxycarbonylamino]dodecanoicAcid;MolPort-003-925-674;NNPOZNVKUHYVEJ-UHFFFAOYSA-N;ZINC4521154;6234AH;AKOS015909325;12-tert-butoxycarbonylaminododecanoicacid;LP003493;12-(tert-Butoxycarbonylamino)dodecanoicacid;K-5673;12-{[(tert-butoxy)carbonyl]amino}dodecanoicacid;12-[(TERT-BUTOXYCARBONYL)AMINO]DODECANOICACID;I14-33877;N-T-BUTYLOXYCARBONYL-12-AMINO-DODECANOICACID;3B3-068042;Dodecanoicacid,12-[[(1,1-dimethylethoxy)carbonyl]amino]-

Chemical Name:N-t-Butyloxycarbonyl-12-amino-dodecanoic acid

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M.F/Formula
C17H33NO4
M.W/Mr.
315,44 g/mole

Boc-12-Ado-OH is a Boc-protected amino acid building block designed for incorporation into peptide and peptidomimetic sequences, with the "12-Ado" side-chain motif providing a defined carbon framework for downstream functionalization and structure control. As a protected, N-terminally Boc-carbamate derivative, it is typically handled as a synthetic intermediate rather than a free amino acid reagent, enabling reliable segment assembly in protected-amino-acid workflows. This product is commonly used by peptide chemistry groups and contract peptide manufacturers to prepare defined intermediates for custom peptide synthesis and medicinal chemistry programs where side-chain architecture is a key design parameter.

1. Peptide Segment Building

Boc-12-Ado-OH is used as a protected amino acid building block for assembling peptide segments in both research and custom peptide manufacturing workflows. Peptide synthesis teams select this Boc-protected format to ensure controlled N-terminus reactivity during coupling and to maintain the side-chain framework intact through iterative chain elongation. The defined "12-Ado" side-chain structure makes it useful when sequence design requires a specific carbon spacing or scaffold geometry that is carried forward into the final peptide or peptidomimetic target.

2. Medicinal Chemistry Intermediates

Boc-12-Ado-OH supports medicinal chemistry route development by providing a stable, isolable intermediate for preparing structurally defined amide-linked scaffolds. Medicinal chemistry groups and process chemists often incorporate such protected amino acid derivatives into analog series where side-chain length and conformational presentation are tuned to probe structure-activity relationships. The Boc protection pattern helps keep the amino functionality masked during intermediate elaboration, allowing the compound to be carried through multi-step synthesis before final coupling into higher-complexity structures.

3. Custom Peptidomimetic Synthesis

Boc-12-Ado-OH is frequently applied in the synthesis of peptidomimetics and non-natural peptide analogs where a protected amino acid unit is required to control stepwise assembly. Chemical biology and peptide engineering teams use Boc-protected building blocks to construct analogs with defined backbone and side-chain topology, enabling systematic variation of scaffold features while maintaining synthetic reliability. This makes Boc-12-Ado-OH a practical choice for preparing defined library members or single targets where the "12-Ado" motif must be preserved until the final assembly stage.

Size
1 g;5 g;
InChI
1S/C17H33NO4/c1-17(2,3)22-16(21)18-14-12-10-8-6-4-5-7-9-11-13-15(19)20/h4-14H2,1-3H3,(H,18,21)(H,19,20)
InChI Key
NNPOZNVKUHYVEJ-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCCCCCCCCCCC(=O)O

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