150828-96-9

Basic information

• Product Name: BOC-ORN(FMOC)-OH
• Synonyms: N-ALPHA-BOC-N-DELTA-FMOC-L-ORNITHINE;N-ALPHA-T-BUTOXYCARBONYL-N-DELTA-(9-FLUORENYLMETHOXYCARBONYL)-L-ORNITHINE;N-ALPHA-T-BUTYLOXYCARBONYL-N-GAMMA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-ORNITHINE;N-ALPHA-TERT-BUTYLOXYCARBONYL-N-DELTA-(9-FLUORENYLOXYCARBONYL)-L-ORNITHINE;N-DELTA-FMOC-N-ALPHA-BOC-L-ORNITHINE;BOC-ORNITHINE(FMOC)-OH;BOC-ORN(FMOC)-OH;BOC-L-ORN(FMOC)-OH
• CAS NO: 150828-96-9
• Molecular Formula: C25H30N2O6
• Molecular Weight: 454.52
• Product Categories: Unusual Amino Acids;Boc-Amino acid series;amino acids
• Mol File: 150828-96-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 150-154 °C
• Boiling Point: 679 °C at 760 mmHg
• Flash Point: 364.5 °C
• Appearance: /
• Density: 1.226 g/cm³
• Vapor Pressure: 2.28E-19mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: Store at RT.
• PKA: 3.95±0.21(Predicted)
• CAS DataBase Reference: BOC-ORN(FMOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-ORN(FMOC)-OH(150828-96-9)
• EPA Substance Registry System: BOC-ORN(FMOC)-OH(150828-96-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 150828-96-9(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Uses

BOC-Orn(FMOC)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

InChI:InChI=1/C25H30N2O6/c1-25(2,3)33-24(31)27-21(22(28)29)13-8-14-26-23(30)32-15-20-18-11-6-4-9-16(18)17-10-5-7-12-19(17)20/h4-7,9-12,20-21H,8,13-15H2,1-3H3,(H,26,30)(H,27,31)(H,28,29)/t21-/m0/s1

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

• 96382-72-8 H-Tyr-D-Orn[*]-Phe-Asp[*]-NH2 

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.