Aloc-D-Phe-OH · DCHA is an Alloc-protected D-phenylalanine amino acid derivative provided as a dicyclohexylammonium (DCHA) salt, featuring a benzyl side chain characteristic of phenylalanine and an amino acid backbone bearing both amino and carboxyl functional groups. The N-terminus is protected with an allyloxycarbonyl (Alloc) group, which masks the primary amine to control chemoselectivity during stepwise peptide assembly, while the D-configuration is indicated by the "D" stereochemical designation in the product name. As a protected, salt-form amino acid building block, it is used in peptide synthesis workflows and related derivatization strategies where the Alloc-protected amine enables controlled coupling and downstream deprotection to generate a reactive amino functionality for further chain extension or analytical labeling.
CAT No: CP26415
CAS No:152507-71-6
Synonyms/Alias:Aloc-D-Phe-OHDCHA;152507-71-6;C13H15NO4.C12H23N;6129AH;KB-47250;Allyloxycarbonyl-D-Phenylalaninedicyclohexylamine
Aloc-D-Phe-OH · DCHA is an ALOC-protected D-phenylalanine amino acid salt, supplied as the di-cyclohexylamine (DCHA) salt to support handling and incorporation in peptide synthesis workflows. The D-configuration and benzyl side chain make it a stereochemically defined phenylalanine building block for preparing non-proteinogenic or stereochemically controlled peptide segments, while the Aloc (allyloxycarbonyl) protecting group is commonly used to enable selective deprotection strategies during stepwise assembly.
1. Stereocontrolled Peptide Synthesis
Aloc-D-Phe-OH · DCHA is used by peptide chemists to build D-phenylalanine-containing sequences where stereochemistry at the residue level is a key design parameter, such as in peptide library construction, structure-activity relationship (SAR) studies, and the preparation of stereochemically defined peptide fragments for downstream conjugation. The Aloc-protected amino acid format supports iterative coupling and orthogonal deprotection workflows, allowing the protected D-phenylalanine side chain to remain inert during earlier assembly steps. Researchers commonly select this salt form to improve practical weighability and dosing consistency when preparing peptide intermediates and custom peptide syntheses.
2. Non-Proteinogenic Segment Building
Aloc-D-Phe-OH · DCHA is frequently employed in the synthesis of peptidomimetics and modified peptide scaffolds where D-amino acid incorporation is used to introduce conformational and proteolysis-relevant stereochemical features at specific positions. In medicinal chemistry and chemical biology programs, D-phenylalanine residues are incorporated as defined building blocks to generate analog series for subsequent biological characterization, enabling controlled variation of stereochemistry without changing the aromatic side-chain identity. The ALOC-protected amino acid format is particularly useful when assembling complex sequences that require reliable protection of the amino functionality while maintaining compatibility with standard peptide coupling and purification workflows.
3. Pharmaceutical Intermediate Development
Aloc-D-Phe-OH · DCHA also serves as a stereochemically defined intermediate in the manufacturing and development of peptide-based drug candidates and related research materials, where consistent D-amino acid content is required for reproducible downstream processing. Pharmaceutical intermediate teams use this protected D-phenylalanine building block to prepare protected peptide segments or advanced intermediates that later undergo further functionalization and coupling. The DCHA salt form supports stable handling during multistep synthesis planning, helping development groups maintain accurate stoichiometry when producing gram-scale to kilogram-scale peptide intermediates for research and process development.
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