CAT No: CP26221
CAS No:116939-85-6
Synonyms/Alias:Boc-Met-Pro-OH;116939-85-6;PubChem12318;BOC-L-METHIONYLPROLINE;SCHEMBL10889619;CTK7B5605;ZINC4899603
Boc-Met-Pro-OH is a Boc-protected peptide building block featuring a methionine-proline sequence in a protected, amino-acid-derived form designed for stepwise peptide assembly. The N-terminus is protected with a Boc group to support controlled coupling chemistry, while the C-terminus is present as a carboxylic acid for further elongation. As a short, defined segment containing a sulfur-containing side chain (Met) and a conformationally constrained proline residue, it is commonly selected for constructing peptides where backbone geometry and side-chain functionality must be preserved during synthesis.
1. Segment Condensation
Boc-Met-Pro-OH is used as a preassembled dipeptide segment in solution-phase or automated peptide synthesis workflows where sequential coupling relies on a Boc-protected N-terminus and a free C-terminal carboxylic acid. Peptide chemists incorporate this defined Met-Pro unit to reduce variability associated with assembling longer sequences from individual amino acids, especially when the proline residue is expected to influence local backbone conformation and the methionine side chain must remain intact through the synthetic steps. This format is also convenient for preparing intermediate fragments for later global deprotection and final purification.
2. Fmoc-Free Peptide Assembly
Boc-Met-Pro-OH is frequently chosen in synthetic strategies that rely on Boc-based protection logic rather than Fmoc chemistry, enabling compatibility with established Boc deprotection and coupling schedules used in many peptide synthesis laboratories. Researchers preparing peptides that include a Met-Pro motif use this building block to maintain a controlled protection state at the N-terminus during chain growth, while the carboxylic acid functionality supports activation for downstream bond formation. The presence of proline helps define turn-like structural elements in the growing chain, making this segment useful for constructing peptides where sequence-defined conformational behavior is important.
3. Peptide Intermediate Development
Boc-Met-Pro-OH serves as a practical intermediate for manufacturing peptide fragments and custom peptide libraries, where defined short sequences are required for modular assembly. Contract peptide synthesis teams and medicinal chemistry groups use this type of segment to build larger constructs while improving traceability of sequence composition at each stage of manufacturing, from early fragment assembly to final peptide generation. The Boc-protected N-terminus and carboxylic acid C-terminus provide a clear synthetic handle for iterative elongation, supporting reproducible downstream processing and purification of intermediates containing the Met-Pro motif.
4. Met-Pro Motif Libraries
Boc-Met-Pro-OH is applied in the preparation of peptide series and analog panels that systematically vary residues around a Met-Pro core to study sequence effects in chemical biology and structure-property investigations. By supplying a ready-made Met-Pro unit with controlled protection, the building block supports consistent incorporation across analogs, allowing researchers to attribute observed differences to specific substitutions rather than to assembly inconsistencies. This segment format is particularly useful when proline-driven conformational constraints and the methionine side-chain presence are expected to influence peptide behavior during subsequent characterization workflows such as analytical profiling, stability testing, or binding/interaction assays developed for non-therapeutic research contexts.
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