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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks Boc-N-Me-Ser-OMe

DESCRIPTION

Boc-N-Me-Ser-OMe (CAS 122902-81-2) is supplied as an N-methylated protected amino-acid building block. In research synthesis, it is most relevant to backbone N-methylated peptide and peptidomimetic synthesis and backbone N-methylation, conformational tuning and proteolytic-stability/SAR studies.

N-methylation increases steric demand during coupling; reagent choice and coupling time may need adjustment relative to the unmethylated residue. For reproducible work, confirm identity and protection state against the COA before transferring conditions from a related analog.

Product Information

Product NameBoc-N-Me-Ser-OMe
Catalog No.AS4208
CAS No.122902-81-2
Molecular FormulaC10H19NO5
Molecular Weight233.26 g/mol
Compound TypeN-methylated protected amino-acid building block
Primary Research UseBackbone N-methylated peptide and peptidomimetic synthesis

Backbone N-Methylation

Boc-N-Me-Ser-OMe introduces an N-methylated amino-acid unit into peptide or peptidomimetic synthesis. Backbone N-methylation removes an amide hydrogen after incorporation and can alter local conformation, hydrogen bonding and proteolytic susceptibility.

Coupling Considerations

N-methylated residues are more sterically demanding than their unmethylated analogs. Difficult couplings may require stronger activation, longer reaction time or sequence-specific optimization rather than simple reagent excess.

Selection in SAR Programs

Use the exact residue and stereochemistry required by the design. N-methylation and side-chain changes should be treated as separate variables when interpreting conformational or activity effects.

Additional chemistry is available in the specialty amino acid set. For synthesis planning beyond the building block, see specialty SPPS building blocks.

Product Documents

MSDS - Boc-N-Me-Ser-OMe (AS4208)

The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.

Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.

Frequently Asked Questions

What does N-methylation change in Boc-N-Me-Ser-OMe?

It removes a backbone amide hydrogen after incorporation and can alter local hydrogen bonding, conformation and proteolytic susceptibility.

Can Boc-N-Me-Ser-OMe be more difficult to couple?

Yes. Its N-methylated backbone nitrogen is more sterically demanding than the corresponding unmethylated residue, so activation and reaction time may need sequence-specific adjustment.

Can the opposite stereoisomer replace Boc-N-Me-Ser-OMe?

No. Stereochemistry and N-methylation are independent structural variables and can produce different peptide conformations.

Research Use Only.

Boc-N-Me-Ser-OMe

Catalog No: AS4208
Cas No: 122902-81-2

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