Boc-3-Methoxy-D-Phenylalanine is a protected, non-natural amino acid derivative featuring a benzyl-substituted phenylalanine backbone with a 3-methoxy substituent on the aromatic ring and a Boc-protected amino group. The molecule contains a free carboxyl functional group and a side chain bearing an aryl ether (methoxy) substituent, with stereochemistry specified as the D configuration at the alpha carbon. It is used as a building block for stepwise peptide synthesis and for preparing aryl-methoxy-substituted peptide analogues where the Boc group helps control chemoselectivity during amide bond formation.
CAT No: CP15405
Boc-3-Methoxy-D-Phenylalanine is a D-configured, non-natural phenylalanine derivative bearing a 3-methoxy substituent on the aromatic ring and an N-terminal Boc protecting group. This protected amino acid building block is commonly used to introduce a sterically and electronically modified aromatic side chain into peptides and peptidomimetic structures, enabling structure-property studies and controlled incorporation during peptide assembly.
1. Peptide Library Building
Boc-3-Methoxy-D-Phenylalanine is used in custom peptide and peptidomimetic library synthesis where the D-stereocenter and 3-methoxy aromatic substitution are leveraged to tune backbone conformation and side-chain electronics. Researchers in peptide chemistry and medicinal chemistry workflows select this protected amino acid building block to generate analog series by solid-phase or solution-phase peptide assembly, supporting comparative studies of sequence-dependent properties while maintaining the amino functionality in a protected, coupling-ready form.
2. Medicinal Chemistry Analog Synthesis
Boc-3-Methoxy-D-Phenylalanine serves as a practical intermediate for medicinal chemistry programs that require non-natural aromatic amino acid substitutions. Medicinal chemistry groups incorporate this building block into lead-optimization peptides and peptidomimetics to probe how ring substitution (3-methoxy) and D-configuration influence physicochemical behavior and structure-activity relationship trends. The Boc-protected format supports downstream peptide coupling strategies used in SAR campaigns, particularly when preparing defined, sequence-accurate analogs for material characterization and biochemical assay development.
3. Stereodefined Peptidomimetic Development
Boc-3-Methoxy-D-Phenylalanine is routinely used by researchers developing stereodefined peptidomimetics and constrained peptide scaffolds where D-amino acid incorporation is a key design element. The combination of N-Boc protection and the modified aromatic side chain allows consistent introduction of the same stereochemical unit across analogs, supporting reproducible synthesis of peptide-like structures for conformational studies, binding-site mapping experiments, and structure-property characterization in chemical biology and protein chemistry research settings.
2. Store-operated Ca2+ entry sustains the fertilization Ca2+ signal in pig eggs
3. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists
5. An Open-label, Single-center, Safety and Efficacy Study of Eyelash Polygrowth Factor Serum
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