Boc-L-Met-CHN2 is a Boc-protected derivative of the amino acid methionine in which the carboxyl group is protected as a tert-butoxycarbonyl (Boc) carbamate and the side-chain sulfur remains in the thioether form characteristic of methionine, while the terminal group is converted to a diazomethyl (CHN2) functionality. The molecule contains an α-amino group masked by the Boc protecting group, a Boc carbamate carbonyl, and a carboxyl-derived carbonyl within the protected residue, with stereochemistry indicated as L at the α-center by the product name. In peptide and amino acid synthesis, Boc protection provides chemoselective control of the α-amino functionality during stepwise coupling, and the diazomethyl side-chain handle is used as a reactive functional motif for preparing more complex methionine-based analogues and for chemical labeling or derivatization workflows.
CAT No: CP25465
CAS No:173472-42-9
Chemical Name:N-alpha-t-Butyloxycarbonyl-L-methioninyl-diazomethane, (S)-3-Boc-amino-1-diazo-5-methylthio-2-pentanone
Boc-L-Met-CHN2 is a Boc-protected L-methionine derivative bearing a terminal diazomethyl (CHN2) functionality, combining a peptide-synthesis-ready backbone with a reactive diazo group suitable for downstream chemical transformations. This protected amino acid building block is typically used when controlled incorporation of a methionine residue is required alongside a diazo handle for labeling, conjugation, or functional group interconversion in chemical biology workflows. The Boc group provides compatibility with standard protected-amino-acid handling during peptide assembly and intermediate preparation.
1. Diazo-Functionalized Peptide Building
Boc-L-Met-CHN2 is used as a functionalized methionine building block for preparing peptides or peptide segments that require a diazo handle for subsequent derivatization. Researchers in custom peptide synthesis and peptide chemistry select this protected amino acid when they want to introduce a methionine residue while retaining a diazo functionality that can be carried through segment coupling and then converted in a later step to install a target chemical motif. The Boc protection supports routine protected-amino-acid workflows, while the CHN2 group enables downstream chemistry that is not available with unfunctionalized Met derivatives, making it particularly useful for constructing diazo-bearing peptide intermediates for chemical biology studies.
2. Bioconjugation Handle Development
Boc-L-Met-CHN2 serves as a specialized intermediate for developing diazo-based bioconjugation strategies where a methionine-containing linker or peptide fragment is needed as part of the final conjugate. Chemical biologists and bioconjugation method developers use this reagent to generate reactive intermediates that can be transformed into conjugation-ready products, enabling attachment to biomolecules such as proteins or peptides through a defined synthetic sequence. The combination of a protected amino acid scaffold and a diazo functional group helps maintain modularity: the methionine unit can be introduced as a controlled building block, and the CHN2 functionality can be leveraged to create a specific reactive platform for downstream coupling chemistry.
3. Pharmaceutical Intermediate Synthesis
Boc-L-Met-CHN2 is applied in medicinal chemistry and pharmaceutical intermediate development as a diazo-functional amino acid derivative for constructing advanced building blocks that incorporate methionine-derived motifs. Process and R&D chemists use this material when a protected amino acid framework is advantageous for handling and stepwise assembly, while the diazo group provides access to further functionalization routes during synthesis planning. This product format is particularly relevant for workflows that require a protected stereodefined amino acid precursor paired with a reactive CHN2 functionality, supporting the preparation of specialized intermediates used in the build-out of complex small-molecule or peptidomimetic scaffolds.
4. Chemical Biology Labeling Intermediates
Boc-L-Met-CHN2 is commonly used to prepare diazo-bearing labeling intermediates used in chemical biology tool development. Researchers developing chemical probes and labeling reagents choose this reagent when they need a methionine-containing fragment that can be carried into a probe synthesis sequence and then converted from the diazo form into the desired labeling functionality. The Boc-protected amino acid structure supports reliable intermediate handling during probe assembly, while the CHN2 group provides a chemically distinct handle for late-stage modification, enabling the generation of probe precursors that can be tailored for specific experimental labeling workflows.
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