Boc-Met-Gly-OH is a protected dipeptide acid consisting of methionine and glycine linked through an amide bond, with the methionine residue bearing a Boc (tert-butoxycarbonyl) protecting group on the amino terminus and the overall molecule presented as a carboxylic acid. The structure contains a free C-terminal carboxylic acid functionality and the Boc-protected N-terminus, while the methionine side chain provides a thioether (sulfide) group and the glycine side chain is hydrogen, giving the molecule a defined polarity profile for peptide coupling and handling. It is used as a peptide synthesis intermediate or building block in stepwise or solid-phase peptide assembly, where the Boc group helps control chemoselectivity of subsequent deprotection and coupling steps while the C-terminal carboxyl group serves as the acyl component for forming extended peptide sequences.
CAT No: CP26836
CAS No:23446-03-9
Synonyms/Alias:BOC-MET-GLY-OH;23446-03-9;BOC-L-METHIONYL-GLYCINE;SCHEMBL9611898;CTK7B5607;PEKPTLWQVLOJAJ-QMMMGPOBSA-N;ZINC2530788;tert.-butyloxycarbonyl-L-methionyl-glycine;N-tert-butyloxycarbonyl-L-methionyl-glycine
Boc-Met-Gly-OH is a Boc-protected dipeptide acid building block containing methionine (Met) and glycine (Gly) with a carboxylic acid at the C-terminus, making it a practical coupling unit for assembling short peptide sequences. The presence of the Boc group at the N-terminus provides controlled reactivity for stepwise peptide construction, while the Met side chain offers a thioether functionality that is commonly used to probe or modulate peptide microenvironments and oxidative sensitivity in downstream studies. As a defined, protected peptide intermediate, Boc-Met-Gly-OH is typically selected when a Met-Gly motif is required with a stable, isolable form compatible with peptide synthesis workflows.
1. Dipeptide Segment Assembly
Boc-Met-Gly-OH is used by peptide synthesis groups to build defined Met-Gly segments during custom peptide manufacturing and research-grade peptide library preparation. The Boc-protected N-terminus and C-terminal carboxylic acid enable reliable incorporation into longer sequences as a discrete intermediate, allowing chemists to control where the Met-Gly motif is placed without requiring in situ generation of the dipeptide. This format is particularly convenient when the target peptide contains additional protected residues that must remain stable under the coupling conditions used for segment condensation.
2. Met-Gly Motif Incorporation
Boc-Met-Gly-OH supports workflows that require a specific Met-Gly motif for structure-activity relationship studies, peptide epitope design, or biochemical binding assays where short sequence context matters. Researchers commonly incorporate this building block into longer peptides to standardize the local backbone and side-chain presentation around the thioether-containing Met residue, while maintaining the glycine position for flexibility and conformational tuning. Because the product is supplied as a protected, defined intermediate, it is frequently chosen when reproducibility across peptide batches is required for comparative studies.
3. Protected Peptide Intermediate Development
Boc-Met-Gly-OH is also applied in medicinal chemistry and pharmaceutical intermediate development when Met-containing peptide fragments are needed as downstream precursors for further functionalization or conjugation strategies. Process development teams and synthetic chemists use this dipeptide acid to streamline route design for assembling peptide-based intermediates, including the preparation of sequence-defined fragments that will later be elaborated into larger constructs. The protected dipeptide format helps maintain chemoselectivity during iterative assembly steps, supporting consistent handling in multi-step synthesis planning.
4. Analytical Reference Fragment Preparation
Boc-Met-Gly-OH is frequently used to generate or validate analytical standards for peptide characterization workflows, including LC-MS method development and fragment-based confirmation of peptide assembly. Laboratories use this defined dipeptide acid to confirm retention and mass spectral behavior of Met-Gly-containing segments, or to serve as a reference material when monitoring coupling efficiency and sequence integrity during peptide synthesis. The Boc-protected intermediate form provides a stable reference point that reflects the protected-state chemistry used in the synthetic sequence, improving interpretability of intermediate and final product analyses.
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