Boc-L-9-Anthrylalanine is a Boc-protected, L-configured amino acid derivative in which the alanine backbone bears a 9-anthryl side chain, placing a polycyclic aromatic fluorophore-like group on the amino acid scaffold. The molecule contains a carbamate-protected amino function (Boc) and a free carboxylic acid, while the anthryl substituent provides a rigid hydrophobic aromatic moiety that can participate in π-π interactions and serve as an intrinsic spectroscopic handle. In peptide chemistry and chemical biology workflows, this protected anthrylalanine is used as a building block for incorporating an aromatic label into peptide sequences during stepwise synthesis and for preparing fluorescent or structurally informative amino acid and peptide derivatives for labeling and analytical method development.
CAT No: CP20204
Boc-L-9-Anthrylalanine is an N-Boc-protected L-amino acid building block featuring an anthracene-like 9-anthryl side chain that provides a rigid, strongly hydrophobic aromatic reporter for peptide and peptidomimetic construction. The combination of the Boc carbamate at the amino terminus and the aromatic anthryl functionality makes it a practical reagent for assembling modified peptides where fluorescence or hydrophobic packing motifs are built into the sequence. Researchers use this type of protected aromatic amino acid to introduce a defined bulky chromophore/aryl group at a specific position during synthetic workflows.
1. Fmoc-Free Peptide Building
Boc-L-9-Anthrylalanine is used as a protected residue for custom peptide synthesis where a pre-installed N-terminal Boc group supports segment coupling and controlled assembly strategies. Peptide chemists commonly incorporate the anthryl side chain to create sequence-defined hydrophobic/aromatic environments that can influence folding propensity, aggregation behavior, or local microenvironment in peptide materials. Because the anthryl group is part of the side chain, it remains tethered to the peptide backbone after assembly, enabling position-specific studies in peptide libraries and structure-property experiments.
2. Fluorescent Peptide Probes
Boc-L-9-Anthrylalanine is frequently selected as a chromophore-bearing amino acid for preparing fluorescent or environmentally sensitive peptide probes. Chemical biology groups and analytical researchers incorporate the 9-anthryl side chain at defined sites to generate reporters whose emission can respond to polarity, proximity effects, or local quenching within a peptide scaffold. This approach is particularly useful for designing binding or conformational readouts in peptide systems without relying on external dye conjugation, since the aromatic reporter is introduced directly during peptide synthesis.
3. Peptidomimetic And SAR Intermediates
Boc-L-9-Anthrylalanine is also used in medicinal chemistry and peptidomimetic development as a building block to construct analogs for structure-activity relationship studies where an aromatic, bulky side chain is required. Medicinal chemistry teams incorporate the anthryl residue to probe how hydrophobic surface area and aromatic stacking motifs affect activity trends across a series of peptide-like candidates. As a protected amino acid intermediate, it supports downstream conversion into defined peptide fragments and analogs used in hit-to-lead optimization workflows.
4. Hydrophobic Triggered Materials
Boc-L-9-Anthrylalanine finds application in biomaterials and materials chemistry where peptide-derived components are engineered to drive hydrophobic interactions, π-stacking, or microphase organization. Researchers use the anthryl-bearing residue to tune intermolecular packing in peptide-based materials, coatings, or self-assembling constructs, leveraging the strong aromatic character of the side chain. In these workflows, the Boc-protected amino acid format supports the incorporation of the anthryl functionality into larger peptide architectures that are then used to study assembly, morphology, and stability in material-relevant environments.
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More