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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks Fmoc-N-Me-Asp(OAll)-OH

DESCRIPTION

Fmoc-N-Me-Asp(OAll)-OH combines backbone N-methylation with allyl protection of the Asp side-chain carboxyl group. The α-carboxyl remains available for peptide-bond formation.

The OAll group is valuable when the side-chain acid must be exposed orthogonally on resin while many acid-labile protecting groups remain intact.

Product Information

Product NameFmoc-N-Me-Asp(OAll)-OH
Catalog No.AS4165
CAS No.2298323-86-9
Molecular FormulaC23H23NO6
Molecular Weight409.44 g/mol
Material / Building Block TypeFmoc-protected N-methyl Asp side-chain allyl ester
Primary ApplicationsBackbone N-methyl peptide synthesis; orthogonal side-chain deprotection; lactam/cyclization strategies; branched or modified peptide synthesis

Application Scope in Orthogonal Side-Chain Chemistry

Selective removal of an allyl ester can expose the Asp side-chain carboxyl for lactam cyclization, linker installation or other on-resin derivatization. The N-methyl residue simultaneously changes backbone conformation and hydrogen-bond donation.

Deprotection Sequence and Compatibility

Allyl protection is commonly removed by palladium-mediated chemistry, whereas Fmoc uses base and many other side-chain groups use acid. The complete sequence should be screened for palladium-sensitive motifs or scavenging requirements before committing to the route.

Coupling and QC

N-methyl residues are more sterically demanding during peptide-bond formation. Confirm CAS 2298323-86-9, C23H23NO6, MW 409.44 g/mol, N-methylation and the side-chain OAll ester.

For lactamization or other orthogonal Asp-side-chain modifications, Alan Scientific can support custom cyclic and modified peptide synthesis.

Product Documents

A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.

Fmoc-N-Me-Asp(OAll)-OH MSDS

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 OAll protect?

The Asp side-chain carboxyl group as an allyl ester.

Why use allyl instead of OtBu?

Allyl provides a different, typically palladium-triggered deprotection pathway.

Does N-methylation remain in the final peptide?

Yes.

Related Technical Resources

Read about noncanonical amino-acid design

Research Use Only.

Fmoc-N-Me-Asp(OAll)-OH

Catalog No: AS4165
Cas No: 2298323-86-9

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