Products
Dde-Lys(Fmoc)-OH

Dde-Lys(Fmoc)-OH

Model:156648-40-7
Dde-Lys(Fmoc)-OH (N-α-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-ε-fluorenylmethoxycarbonyl-L-lysine) is an orthogonally protected lysine derivative that incorporates two distinct protecting groups on the α-amino and ε-amino functions. The Fmoc (9-fluorenylmethyloxycarbonyl) group is attached to the α-amino group and is selectively removed under mild basic conditions, typically 20% piperidine in DMF. The Dde (1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl) group protects the ε-amino side chain and is orthogonal to both Fmoc and Boc chemistries, requiring treatment with 2% hydrazine in DMF for selective cleavage. This orthogonal protection strategy enables the sequential assembly of complex peptide architectures, making Dde-Lys(Fmoc)-OH an essential building block for constructing branched peptides, cyclic peptides, multiple antigenic peptides (MAPs), and site-specifically modified peptides in Fmoc solid-phase peptide synthesis (Fmoc SPPS) workflows.

Dde-Lys(Fmoc)-OH is a quasi-orthogonally protected lysine derivative widely utilized as a building block in Fmoc SPPS for the synthesis of branched, cyclic, and modified peptides. Dde-Lys(Fmoc)-OH enables researchers to introduce site-specific modifications at the lysine side chain after selective Fmoc removal, while the Dde group remains intact. Dde-Lys(Fmoc)-OH has been successfully employed in the preparation of peptide amphiphile micelles for vaccine delivery, lipopeptides as putative antifungal and cancer vaccines, and in studies exploring protein-protein interaction motifs. Dde-Lys(Fmoc)-OH is also utilized to facilitate the introduction of biotin or fluorescent labels to the side chain of lysine during peptide assembly.


Product Parameters




Parameter
Specification
Product Name
Dde-Lys(Fmoc)-OH
CAS Number
156648-40-7
Molecular Formula
C₃₁H₃₆N₂O₆
Molecular Weight
532.63 g/mol
Appearance
White powder
Melting Point
>70 °C (decomposition)
Boiling Point
750.1±60.0℃
pKa
12.30±0.46
Storage Condition
Store at -15℃ to -25℃



Why Cosperpharm?



When your peptide synthesis campaign requires orthogonal protection strategies and high-fidelity building blocks, Cosperpharm delivers Dde-Lys(Fmoc)-OH with the purity, documentation, and supply flexibility that peptide chemists trust.


Orthogonal protection you can count on. The Dde group on the ε-amine is completely orthogonal to Fmoc chemistry, enabling selective removal with 2% hydrazine in DMF while Fmoc remains intact. This means you can synthesize branched peptides, MAPs, and site-specifically modified peptides without scrambling or side reactions. Every batch undergoes HPLC purity verification, water content analysis (KF ≤1.0%), and enantiomeric purity testing (≥99.5%)—because your peptide architecture depends on the quality of this building block.


Documentation that supports your research and development. Every shipment includes a Certificate of Analysis (COA) with batch-specific HPLC purity, TLC confirmation, identity verification, and residual solvent data. Custom quality agreements and stability summaries are available upon request.


Flexible supply across all scales. Cosperpharm supplies Dde-Lys(Fmoc)-OH from 1g–50g R&D quantities for peptide design and method development, to 100g–500g batches for process validation, to kilogram scales for commercial peptide manufacturing.


Technical support from peptide chemists. Our team understands the challenges of orthogonal protection strategies, hydrazine deprotection conditions, and peptide purification. We can advise on protecting group selection, coupling conditions, and compatibility with other orthogonal protecting groups.


Global shipping with transparent pricing. Cosperpharm ships to research laboratories, CROs, and pharmaceutical manufacturers worldwide. Volume discounts apply at kilogram scales, and lead times are communicated upfront.



Product Advantages



1. True Orthogonal Protection Strategy

Dde-Lys(Fmoc)-OH features two completely orthogonal protecting groups: the Fmoc group is removed with piperidine, while the Dde group requires 2% hydrazine in DMF for cleavage. This orthogonality is distinct from the Fmoc/Boc strategy, as the Dde group is stable under both acidic and basic conditions encountered during peptide assembly, allowing for true sequential deprotection.


2. Enables Complex Peptide Architectures

The dual protection strategy makes Dde-Lys(Fmoc)-OH the building block of choice for constructing branched peptides, cyclic peptides, multiple antigenic peptides (MAPs), lipopeptides, and dendrimeric structures. This compound has been successfully employed in the preparation of peptide amphiphile micelles for vaccine delivery and lipopeptides as cancer vaccines.


3. High Enantiomeric Purity

Cosperpharm supplies Dde-Lys(Fmoc)-OH with enantiomeric purity ≥99.5%, ensuring that the incorporated lysine residue maintains the correct L-stereochemistry in your final peptide product. Poor enantiomeric purity in the building block translates directly to stereochemical impurities in your peptide.


4. Compatible with Standard SPPS Workflows

Dde-Lys(Fmoc)-OH is fully compatible with standard Fmoc SPPS reagents and protocols—HBTU, HATU, DIC/HOBt coupling reagents, and standard deprotection conditions. No special modifications to your synthesis workflow are required.


5. Dual-Use: Research and Process Development

Cosperpharm supplies Dde-Lys(Fmoc)-OH at two quality levels: research grade (≥95% HPLC) for peptide library synthesis and method development, and high-purity grade (≥97% HPLC) for process development and GMP peptide manufacturing.



Synthetic Preparation



Dde-Lys(Fmoc)-OH is prepared by first protecting the ε-amine of L-lysine with the Dde group via reaction with 2-acetyl-5,5-dimethyl-1,3-cyclohexanedione (Dde-OH), followed by Fmoc protection of the α-amine using Fmoc-OSu or Fmoc-Cl under Schotten-Baumann conditions. The compound is typically purified by recrystallization or flash chromatography and characterized by HPLC, NMR, and mass spectrometry. Commercial grades are available with purity ≥95%–97% by HPLC.


Contact Us



Need Dde-Lys(Fmoc)-OH for your next peptide synthesis project? Reach out to Cosperpharm—we‘re ready to help with pricing, documentation, and technical support.


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