Fmoc-N-methyltrityl-L-lysine

Fmoc-N-methyltrityl-L-lysine is a high-purity amino-acids supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

1. Solid-Phase Peptide Synthesis (SPPS)

Used as a protected amino acid building block in the synthesis of modified peptides and peptidomimetics.

The Fmoc group enables stepwise elongation of peptides using standard Fmoc-SPPS protocols.

The N-methyltrityl (Mmt) group on the lysine side chain allows orthogonal deprotection, enabling selective functionalization of the ε-amine during or after peptide assembly.

2. Site-Specific Modification of Peptides

Facilitates selective side-chain deprotection for:

Attachment of fluorescent labels

Conjugation of drugs (drug-peptide conjugates)

Introduction of post-translational modifications (e.g., glycosylation mimics)

Enables complex peptide architectures and multifunctional peptides.

3. Peptidomimetic and Medicinal Chemistry

Valuable in the synthesis of modified lysine-containing peptides which are crucial in studying:

Epigenetic marks (e.g., methylation on lysine residues)

Protein-protein interactions

Enzyme substrate specificity

The N-methyltrityl protection prevents undesired side reactions, improving synthetic yield and purity.

4. Custom Peptide Library Generation

Used in combinatorial peptide libraries for high-throughput screening.

Enables incorporation of protected lysine residues for downstream selective modification or labeling.

1. Orthogonal Protecting Groups

Fmoc and Mmt groups are orthogonal, meaning:

Fmoc can be removed under mild base conditions (piperidine treatment).

Mmt can be removed selectively under mild acidic conditions without affecting Fmoc or peptide backbone.

This allows stepwise selective deprotection and functionalization.

2. Improved Synthetic Control

The Mmt group's lability allows controlled side-chain modification without premature deprotection.

Enhances purity and yield by reducing side reactions during SPPS.

3. Compatibility with Standard SPPS

Fully compatible with automated peptide synthesizers and widely used protocols.

Allows for the synthesis of complex peptides with multiple functional groups and post-translational modifications.

4. Facilitates Advanced Peptide Engineering

Enables creation of bioconjugates, drug delivery systems, and molecular probes.

Useful in developing targeted therapeutics and diagnostic tools.

Fmoc-N-methyltrityl-L-lysine (CAS 167393-62-6) is a specially protected lysine derivative designed for advanced solid-phase peptide synthesis. The combination of Fmoc protection on the α-amino group and N-methyltrityl (Mmt) protection on the ε-amino side chain provides orthogonal protection, enabling selective deprotection and functionalization of lysine side chains. This makes it indispensable for synthesizing modified peptides, peptidomimetics, and complex bioconjugates in medicinal chemistry, chemical biology, and pharmaceutical research.

Previous

DL-Lysine丨CAS 70-54-2

Next

Boc-Glycine丨CAS 4530-20-5