$308.00 - $1692.00
Fmoc-D-Lys(Boc)-OH is an Fmoc-protected D-lysine building block with the epsilon-amino side chain protected by Boc. This orthogonal combination is standard for Fmoc/tBu peptide synthesis: Fmoc is removed during iterative base-mediated cycles, while Boc remains in place until acidic final cleavage.
The reagent is used for introducing D-lysine into cationic peptides, stereochemical analogs and D-amino-acid libraries. After final deprotection, the epsilon-amino group becomes available for charge, binding interactions or side-chain conjugation. The protected-building-block molecular weight must be used for reagent and coupling calculations.
Product Information
| Product Name | Fmoc-D-Lys(Boc)-OH |
| Catalog No. | AS3032 |
| CAS No. | 92122-45-7 |
| Molecular Formula | C26H32N2O6 |
| Molecular Weight | 468.54 g/mol |
| Protecting Groups | Fmoc alpha-amino protection; epsilon-amino Boc protection |
| Primary Application | D-lysine incorporation in Fmoc-SPPS |
Application Scope and Assay Relevance
Primary use: Protected D-lysine building block for cationic peptides, antimicrobial peptides, cell-penetrating peptides and stereochemical peptide libraries.
| Typical in vitro relevance | D-Lys-containing peptides are commonly evaluated by antimicrobial MIC assays, membrane-permeabilization assays, hemolysis, macrophage or other cell-toxicity assays, and trypsin/plasma-protease stability. D-Lys substitutions can reduce proteolysis and can also alter helicity, membrane activity and selectivity. |
| In vivo relevance | Animal evaluation should use the final peptide and include efficacy plus toxicity. D-Lys substitution can improve stability in vitro, but published AMP studies show that in vivo activity and toxicity may diverge substantially from in vitro results. |
Boc protects the lysine side-chain amine through Fmoc cycles
The epsilon-amino group remains Boc-protected while Fmoc is repeatedly removed from the growing chain. Final acidic cleavage restores the lysine side-chain amine.
Purchasing and QC Considerations
Confirm CAS 92122-45-7, Boc protection and chiral purity. Reference peptide-synthesis grades report HPLC assay, enantiomeric purity, water content and DMF solubility as separate specifications.
Frequently Asked Questions
What does Boc protect?
Boc protects the D-lysine epsilon-amino side chain.
When is Boc removed?
During acidic final cleavage and global deprotection.
Can the deprotected Lys side chain be conjugated?
Yes. After deprotection, the epsilon-amino group can support suitable side-chain modification or conjugation strategies.
Product Documents
A Material Safety Data Sheet (MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Related Technical Resources
See Fmoc-D-Arg(Pbf)-OH for a closely related building block or synthesis resource.
Browse the complete D-Form Amino Acids category or use Alan Scientific's Chemical Peptide Synthesis service for custom peptides containing D-amino acids.