Boc-2-Methoxy-D-Phenylalanine is a Boc-protected, non-natural amino acid derivative featuring a D-configuration at the α-carbon and a phenylalanine backbone bearing a 2-methoxy substituent on the aromatic ring. The molecule contains a carbamate-forming Boc protecting group on the amino function while retaining a free carboxylic acid, and the aromatic side chain provides hydrophobic character with an ether (methoxy) functionality that can influence polarity and hydrogen-bonding interactions. As a protected amino acid building block, it is used in peptide synthesis workflows to control chemoselectivity of the amino group during coupling and to introduce the 2-methoxy-substituted D-phenylalanine residue into peptide or peptide-mimetic structures for structure-activity studies and chemical biology labeling.
CAT No: CP15305
Boc-2-Methoxy-D-Phenylalanine is a D-configured, non-proteinogenic amino acid building block bearing a Boc-protected amino group and a side-chain 2-methoxy substituent on the phenylalanine scaffold. This protected form is designed for peptide chemistry workflows where stereochemical control and side-chain functionality are required. The combination of the Boc group and the substituted aromatic side chain makes it a practical intermediate for assembling defined peptide segments and for preparing chiral, sterically and electronically modified amino acid residues for structure-activity relationship studies.
1. Boc-Based Peptide Synthesis
Boc-2-Methoxy-D-Phenylalanine is used by peptide synthesis groups to incorporate a D-amino acid residue with a methoxy-functionalized aromatic side chain into custom peptides and peptide libraries. The Boc protection supports standard protected-amino-acid handling in solution-phase or Boc-strategy segment assembly, enabling researchers to build sequences that require explicit stereocontrol at the residue level. In practice, the 2-methoxy substitution provides an additional handle for tuning local polarity and aromatic electronics, which is frequently leveraged in medicinal chemistry programs exploring conformational and interaction effects in peptidomimetics and D-amino-acid-containing analogs.
2. Chiral SAR Building Block
Boc-2-Methoxy-D-Phenylalanine serves as a defined chiral amino acid intermediate for medicinal chemistry and process development teams performing structure-activity relationship (SAR) studies. Researchers select this specific D-stereochemistry and 2-methoxy aromatic substitution to systematically compare how side-chain electronics and hydrogen-bonding capacity influence binding-site interactions and overall peptide conformation in analog series. Because the compound is already protected at the amino terminus, it integrates cleanly into downstream peptide assembly routes used to generate structure-defined analogs for profiling, without requiring additional stereochemical adjustments at the amino acid stage.
3. Peptidomimetic Intermediate Development
Boc-2-Methoxy-D-Phenylalanine is commonly used as a specialty intermediate for manufacturing peptidomimetic fragments and modified peptide building blocks where non-natural aromatic side-chain features are required. Development chemists and custom synthesis providers rely on the Boc-protected format to prepare consistent, residue-specific intermediates that can be condensed into larger peptide constructs with controlled composition. The D-configuration and substituted phenyl side chain help support the creation of analogs intended for chemical biology tool development and lead-optimization campaigns that require defined stereochemistry and side-chain differentiation across series.
1. Autoinhibition and phosphorylation-induced activation of phospholipase C-γ isozymes
2. TMEM16F and dynamins control expansive plasma membrane reservoirs
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