Boc-3-Iodo-L-Phenylalanine is a Boc-protected, L-configured phenylalanine derivative bearing an iodine substituent at the 3-position of the aromatic ring, classifying it as a protected amino acid suitable for peptide chemistry. The molecule contains a carbamate-protected amino group (Boc) and a free carboxylic acid, while the iodinated phenyl side chain provides a heavy-atom handle that can support subsequent derivatization or labeling strategies and influences aromatic reactivity. In synthesis, this protected amino acid is used as a stepwise building block in peptide assembly to control chemoselectivity at the amine and to introduce a halogenated aromatic residue into peptides or peptide-related intermediates for structure-activity and analytical studies.
CAT No: CP15104
Boc-3-Iodo-L-Phenylalanine is a Boc-protected L-phenylalanine building block bearing an iodine substituent at the meta (3-) position of the aromatic ring. This aryl iodide functionality makes it a practical intermediate for downstream diversification while the Boc group supports its use in protected-amino-acid workflows for peptide and peptidomimetic assembly. Researchers select this reagent when they need an iodinated phenylalanine unit for coupling chemistry, radiolabeling-compatible handling, or late-stage aromatic functionalization.
1. Peptide Building Block Use
Boc-3-Iodo-L-Phenylalanine is used as a protected amino acid building block for custom peptide synthesis where an iodinated phenylalanine residue is required in the final sequence. Solid-phase or solution-phase peptide assembly workflows benefit from the Boc-protected amino functionality to enable controlled incorporation of this aromatic side-chain into peptide scaffolds. Medicinal chemistry and chemical biology groups often choose the meta-iodo aryl handle to support subsequent side-chain derivatization after peptide assembly, allowing structure-activity relationship studies that require an aromatic substitution pattern not available from standard phenylalanine building blocks.
2. Medicinal Chemistry Diversification
Boc-3-Iodo-L-Phenylalanine is commonly incorporated into peptidomimetic and peptide-like medicinal chemistry intermediates to provide a reactive aryl iodide for late-stage functionalization. Synthetic teams use the iodine substituent as a convenient electrophilic handle for cross-coupling and aromatic substitution strategies when building analog libraries around a phenylalanine-derived motif. Because the amino group is protected as Boc, the compound is particularly useful for workflows that require sequential assembly and diversification, where the aromatic iodide is preserved for downstream chemistry rather than being consumed during amino-acid coupling steps.
3. Radiolabeling-Compatible Intermediate
Boc-3-Iodo-L-Phenylalanine is frequently selected as an iodinated amino-acid intermediate for radiochemistry workflows that require an aryl iodide starting material. Research groups developing radioiodinated aromatic motifs use this type of protected iodinated phenylalanine to generate labeled derivatives through iodine-specific chemistry while maintaining the amino-acid-derived substitution pattern. The Boc protection helps keep the molecule in a defined, synthetic-ready form during precursor preparation, enabling controlled conversion to iodinated analogs for analytical tracer development and labeling studies.
4. Analytical Reference Standards
Boc-3-Iodo-L-Phenylalanine supports analytical method development and reference preparation for experiments involving iodinated phenylalanine-containing peptides or derivatives. Analytical chemistry teams use this compound as a structurally defined starting point to generate calibration or qualification materials for LC-MS workflows that monitor iodinated aromatic fragments and peptide analogs. In metabolite profiling and chemical stability studies where iodinated phenylalanine derivatives are tracked, having a consistent iodinated reference precursor helps improve traceability of downstream derivative formation and analytical signal assignment.
2. Myotropic activity of allatostatins in tenebrionid beetles
3. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
4. Low bone turnover and low BMD in Down syndrome: effect of intermittent PTH treatment
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