163336-15-0

Basic information

• Product Name: BOC-D-ORN(FMOC)-OH
• Synonyms: BOC-D-ORN(FMOC)-OH;BOC-D-ORNITHINE(FMOC)-OH;BOC-N-DELTA-FMOC-D-ORNITHINE;N-ALPHA-TERT-BUTYLOXYCARBONYL-N-DELTA-(9-FLUORENYLOXYCARBONYL)-D-ORNITHINE;N-ALPHA-T-BUTYLOXYCARBONYL-N-EPSILON-(9-FLUORENYLMETHYLOXYCARBONYL)-D-ORNITHINE;N-ALPHA-T-BUTOXYCARBONYL-N-DELTA-(9-FLUORENYLMETHOXYCARBONYL)-D-ORNITHINE;N-ALPHA-T-BUTOXYCARBONYL-N-SIGMA-(9-FLUORENYLMETHOXYCARBONYL)-D-ORNITHINE;N-α-Boc-N-δ-Fmoc-D-ornithine
• CAS NO: 163336-15-0
• Molecular Formula: C25H30N2O6
• Molecular Weight: 454.52
• Product Categories: amino acids
• Mol File: 163336-15-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 679 °C at 760 mmHg
• Flash Point: 364.5 °C
• Appearance: /
• Density: 1.226 g/cm³
• Storage Temp.: Store at RT.
• CAS DataBase Reference: BOC-D-ORN(FMOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-ORN(FMOC)-OH(163336-15-0)
• EPA Substance Registry System: BOC-D-ORN(FMOC)-OH(163336-15-0)

Safety Data

• Hazardous Substances Data: 163336-15-0(Hazardous Substances Data)

Usage

Description

BOC-D-ORN(FMOC)-OH, also known as Nα-(tert-Butoxycarbonyl)-D-ornithyl-9-fluorenylmethoxycarbonyl, is a synthetic amino acid derivative that plays a crucial role in chemical synthesis and peptide chemistry. It is characterized by its unique structure, which allows for the formation of peptide bonds and the creation of complex peptide sequences.

Uses

BOC-D-ORN(FMOC)-OH is used as a building block in the chemical synthesis of various compounds, particularly in the pharmaceutical and biotechnology industries. Its application is primarily due to its ability to form stable peptide bonds, which are essential for the structure and function of proteins and peptides.
Used in Pharmaceutical Industry:
BOC-D-ORN(FMOC)-OH is used as a key component in the synthesis of therapeutic peptides and proteins for various medical applications. Its incorporation into peptide sequences allows for the development of drugs with specific targeting and therapeutic properties, such as improved bioavailability, stability, and efficacy.
Used in Biotechnology Industry:
In the biotechnology sector, BOC-D-ORN(FMOC)-OH is utilized in the design and synthesis of novel bioactive peptides and protein-based therapeutics. Its unique properties enable the creation of peptides with enhanced biological activity, making it a valuable tool for the development of innovative treatments and diagnostic tools.
Used in Research and Development:
BOC-D-ORN(FMOC)-OH is also employed in research and development laboratories, where it is used to study the structure, function, and interactions of peptides and proteins. Its versatility in peptide synthesis allows researchers to explore the potential of new peptide-based compounds and their applications in various fields, including medicine, agriculture, and environmental science.

Upstream product

• 21887-64-9 N₂-(tert-butoxycarbonyl)-L-ornithine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 159877-12-0 (R)-5-amino-2-((tert-butoxycarbonyl)amino)pentanoic acid 

Downstream Products

• 91037-75-1 glycyl-L-arginyl-glycyl-L-aspartyl-L-seryl-L-proline 

Relevant articles and documents

Synthesis of Peptide–Adenine Conjugates as a New Tool for Monitoring Protease Activity

We took advantage of the powerful adenine SERS (Surface Enhanced Raman Spectroscopy) probe to design peptide–adenine conjugates as candidates for use as serine protease substrates. Whereas the direct introduction of the peptide sequence on the adenine exocyclic N6 amine gave an imidazopurinone derivative, the introduction of an aminoethyl linker between the adenine group and the peptide chain led to the expected candidate probes. These potential substrates were then evaluated for monitoring the hydrolytic activity of trypsin, used as a model protease, by HPLC and by SERS. We demonstrated that the Boc–VPR–adenine conjugate is a substrate of trypsin and constitutes a good starting point to design optimized substrates to monitor protease activity by SERS.