Aloc-L-Phe-OH*DCHA is an Alloc-protected L-phenylalanine free carboxylic acid salt, where the amino group of phenylalanine is masked with an allyloxycarbonyl (Alloc) protecting group and the counterion is DCHA (dicyclohexylamine). The molecule therefore contains a carboxylic acid functional group and a phenyl side chain, while the protected nitrogen is rendered less nucleophilic to control chemoselectivity during stepwise peptide assembly. In peptide chemistry and solid-phase peptide synthesis workflows, the Alloc group can be removed under conditions compatible with orthogonal protecting groups to enable sequential formation of amide bonds using the phenylalanine residue as a building block.
CAT No: CP25155
CAS No:110637-43-9
Synonyms/Alias:ALOC-L-PHE-OHDCHA;Alloc-Phe-OH(dicyclohexylammonium)salt;Alloc-L-phenylalanine(dicyclohexylammonium)salt;110637-43-9;N-Allyloxycarbonyl-L-phenylalanine(dicyclohexylammonium)salt;C13H15NO4.C12H23N;39398_ALDRICH;39398_FLUKA;Alloc-Phe-OHdicyclohexylamine salt;6134AH;KB-47251;Alloc-L-phenylalanine dicyclohexylamine salt;K-0688;Allyloxycarbonyl-L-Phenylalanine dicyclohexylamine;N-Allyloxycarbonyl-L-phenylalanine dicyclohexylamine salt;ALOC-L-PHE-OH DCHA;Alloc-L-phe-oh dcha;ALOC-L-PHE-OHDCHA;N-cyclohexylcyclohexanamine;(2S)-3-phenyl-2-(prop-2-enoxycarbonylamino)propanoic acid;Na-Allyloxycarbonyl-L-phenylalanine dicyclohexylammonium salt;MFCD04973097;Aloc-Phe-OH.DCHA;Allyloxycarbonyl-L-Phenylalanine dicyclohexylamine;DTXSID20553447;Alloc-L-phenylalanine dicyclohexylamine salt;G84487;Alloc-Phe-OH (dicyclohexylammonium) salt, >=97.0%;((Allyloxy)carbonyl)-L-phenylalanine dicyclohexylammonium salt;dicyclohexylamine (S)-2-(allyloxycarbonylamino)-3-phenylpropanoate;N-{[(Prop-2-en-1-yl)oxy]carbonyl}-L-phenylalanine--N-cyclohexylcyclohexanamine (1/1);N-alpha-Allyloxycarbonyl-L-phenylalanine dicyclohexylamine salt (Alloc-L-Phe-OH.DCHA)
Chemical Name:N-alpha-Allyloxycarbonyl-L-phenylalanine dicyclohexylamine
Aloc-L-Phe-OH*DCHA is an allyloxycarbonyl (Aloc) protected L-phenylalanine supplied as a dicyclohexylamine (DCHA) salt, combining a protected amino acid building block with improved handling characteristics for peptide and intermediate synthesis workflows. The Aloc group provides temporary protection that is compatible with orthogonal deprotection strategies commonly used in modern peptide assembly, while the phenylalanine side chain supports incorporation into peptide sequences for structure-activity and bioconjugation studies.
1. Orthogonal Peptide Building Block
Aloc-L-Phe-OH*DCHA is used as a protected phenylalanine residue in peptide synthesis workflows where orthogonal protecting-group logic is required to control chemoselectivity during stepwise assembly. Researchers in custom peptide synthesis and peptide library development rely on the Aloc-protected amino acid to enable selective deprotection at defined stages, supporting the preparation of peptides with phenylalanine positioned for downstream studies such as receptor-binding analogs, protease substrate panels, and SAR-focused sequence variants. The DCHA salt form is commonly selected to improve reagent manageability and reproducible coupling performance in automated or semi-automated peptide synthesis setups.
2. Side-Chain Functionalization Targets
Aloc-L-Phe-OH*DCHA is frequently incorporated into peptide intermediates intended for subsequent chemical diversification at the aromatic side chain environment of phenylalanine-containing sequences. In chemical biology and medicinal chemistry research, phenylalanine-bearing segments are used as scaffolds for generating analogs, mapping structure-activity relationships, or introducing sequence context that modulates local conformation and reactivity in later derivatization steps. Using this protected amino acid ensures that the α-amino functionality is masked during assembly, minimizing side reactions while the phenylalanine residue remains available as part of the final peptide framework for further conjugation or analytical labeling strategies.
3. Pharmaceutical Intermediate Development
Aloc-L-Phe-OH*DCHA is also used in the preparation of peptide-based pharmaceutical intermediates and related building blocks where controlled protection of the amino group is necessary to maintain synthetic fidelity across multi-step manufacturing or development routes. Process chemists and medicinal chemistry teams commonly select Aloc-protected amino acid salts when they need reliable, staged deprotection to build defined fragments prior to final coupling, purification, and downstream conversion to larger synthesis targets. The phenylalanine identity makes this reagent particularly relevant for constructing aromatic-containing peptide segments used in drug discovery tool compounds, linker-containing intermediates, and standardized fragment libraries for further lead optimization.
4. Peptide Library And SAR Studies
Aloc-L-Phe-OH*DCHA supports peptide library construction and SAR studies that require systematic variation of sequence composition while keeping protecting-group behavior predictable across many analogs. In academic and industrial screening programs, phenylalanine is a frequently used residue for probing aromatic contributions to binding and conformation, and the Aloc-protected form helps maintain consistency during iterative synthesis and purification cycles. By providing a protected, salt-form amino acid building block, this reagent fits workflows that prioritize reproducibility and scalability of peptide analog generation for comparative studies in chemical biology and medicinal chemistry.
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