- +86 0371-86658258
- info@coreychem.com
English
Synonyms: N-DELTA-BOC-N-ALPHA-FMOC-L-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-GAMMA-T-BUTYL-OXYCARBONYL-L-ORNITHINE; N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-DELTA-T-BUTOXYCARBONYL-L-ORNITHINE; Appearance: White to Almost white powder to crystal MF: C25H30N2O6 MW: 454.52 Product manager Email: Joy@coreychem.com
| Melting point | 111-115℃ |
| Boiling point | 679.0±55.0 °C(Predicted) |
| density | 1.226±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | soluble in Methanol |
| pka | 3.85±0.21(Predicted) |
| form | White to Almost white powder to crystal |
| Purity | 98% |
| Optical Rotation | Consistent with structure |
| Product manager | Joy Wu; Joy@coreychem.com |
Frequently Asked Questions Question 1: What are the main advantages of using this compound in peptide synthesis? The primary advantage lies in its dual orthogonal protection strategy. The Fmoc group can be readily removed under mild basic conditions (e.g., piperidine), while the Boc group provides robust protection against acidic environments but can be selectively cleaved with strong acids like TFA. This orthogonality allows researchers to precisely control the deprotection sequence, enabling the construction of complex peptide architectures with high fidelity. Additionally, the compound has been shown to enhance cell permeability when conjugated to peptides, compared to unconjugated counterparts. Question 2: What is the Role of Ornithine in Modified and Cyclic Peptides? Ornithine contains a side-chain amino group similar to lysine but with a shorter carbon chain. This structural difference can be useful when researchers want to investigate how side-chain length, charge distribution, conformational flexibility, or functional-group positioning affects peptide activity. The δ-amino group of ornithine can also provide a useful functional handle for selected peptide engineering strategies, including side-chain modification, conjugation, and cyclization. For this reason, Fmoc-Orn(Boc)-OH is commonly considered when designing peptides that require a protected diamino-acid residue or an alternative to lysine in structure–activity relationship studies.
Question 3: How does Fmoc-Orn(Boc)-OH compare with alternative ornithine derivatives?
Common alternatives include other Fmoc-protected amino acids or ornithine derivatives with different side-chain protecting groups (e.g., N-[(9H-fluoren-9-ylmethoxy)carbonyl]ornithine). The choice depends on specific synthetic requirements, availability, and cost. Fmoc-Orn(Boc)-OH is distinguished by the Boc group’s acid stability, which is compatible with Fmoc-based solid-phase peptide synthesis (SPPS) protocols, whereas other protecting groups (e.g., Cbz or Alloc) may require different cleavage conditions.
Application 1: What is the common application for Fmoc-Orn(Boc)-OH ? Fmoc-Orn(Boc)-OH is an ornithine-containing amino acid building block. It has been used to conjugate ornithine to GFP-labeled peptides, enhancing cell permeability when compared to unconjugated GFP-labeled peptides. This compound is useful in preparing cyclic peptides and special arginine derivates.It is a biochemical reagent. It can be used as a biomaterial or organic compound in life science-related research.
Application 2: In which industries does this product have a promising application prospect? Pharmaceutical and Biotech Industry: Used in peptide-based drug development to enhance bioactivity and stability of therapeutic agents. It is also employed in the synthesis of peptidomimetics and modified bioactive sequences. CROs and CMOs: Employed in custom peptide synthesis services for clients in drug discovery and development. Bioconjugation and Diagnostics: Used to link biomolecules to drugs or imaging agents for targeted therapy and diagnostics. Neuroscience Research: Plays a role in studying neuropeptide functions and neurotransmitter systems. Protein Engineering: Valuable for modifying proteins to develop novel functions or improve therapeutic potential.
Application 3: Could this product applied in Anticancer Drug Development? The compound serves as a critical synthetic intermediate in the development of certain anticancer peptide drugs. Its ability to be selectively deprotected allows for the controlled assembly of complex peptide sequences needed for targeted cancer therapies.
Application 4: What are the future market trends for Fmoc-Orn(Boc)-OH ? --Higher Purity and Consistency: Advanced separation and purification technologies will drive demand for ultra-high-purity grades. --Green Chemistry: Adoption of bio-based raw materials, recyclable solvents, and low-emission production processes to meet environmental regulations. --Customization: Growing demand for tailor-made protected amino acids for specific peptide drugs and specialty functional peptides. --Expansion in Emerging Markets: Increasing biopharmaceutical development in Asia-Pacific and other regions will boost demand for peptide synthesis building blocks.
For further information about the product, please contact: Product Manager Email: Joy@coreychem.com
Packaging: 1kg,5kg in the bottle or Bag;10kg,20kg,25kg in Fiber Can; Packing according to requirements. Transportation way: Shipped by courier ( FEDEX,DHL), by Air flight,By sea. The forwarder is our long-term cooperated agent with professional experience for intermational transportation. We also could assistant with customs clearance and documents. Storage conditions: Keep sealed at dry and cool place.
