Boc-Met-Gly-OH

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

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

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C12H22N2O5S
M.W/Mr.
306.38

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.

Size
5 g;25 g;
InChI
1S/C12H22N2O5S/c1-12(2,3)19-11(18)14-8(5-6-20-4)10(17)13-7-9(15)16/h8H,5-7H2,1-4H3,(H,13,17)(H,14,18)(H,15,16)/t8-/m0/s1
InChI Key
PEKPTLWQVLOJAJ-QMMMGPOBSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCSC)C(=O)NCC(=O)O

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