Fmoc-Orn(Boc)-OH
Synonym(s):Nα-Fmoc-Nδ-Boc-L -ornithine;Nδ-Boc-Nα-Fmoc-L -ornithine;Fmoc-Orn(Boc)-OH;N-α-Fmoc-N-δ-t.-Boc-L-ornithine
- CAS NO.:109425-55-0
- Empirical Formula: C25H30N2O6
- Molecular Weight: 454.52
- MDL number: MFCD00065668
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-03-28 10:43:24
What is Fmoc-Orn(Boc)-OH?
Description
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.
Chemical properties
White powder
The Uses of Fmoc-Orn(Boc)-OH
Fmoc-Orn(Boc)-OH is a biochemical reagent. It can be used as a biomaterial or organic compound in life science-related research.
What are the applications of Application
Fmoc-Orn(Boc)-OH is an Fmoc and Boc protected Ornithine derivative
Preparation
2 mmol L-Orn was weighted and dissolved in 15 ml of acetonitrile; 16 mmol Boc2O was dissolved in acetonitrile and added dropwise to an acetonitrile solution of ornithine, to react and generate a complex; 10 ml 20% sodium bicarbonate aqueous solution was added, and 2 g of anhydrous sodium carbonate and an appropriate amount of 8-hydroxyquinoline were added in batches; the mixture was stirred and reacted at room temperature for 4 hours to remove copper ions in the complex; then 2 mmol Fmoc-OSu was added to the aforesaid solution, followed by stirring at room temperature for 2 hours; the resultant was recrystallized with an ethyl acetate/petroleum ether mixed solvent, to obtain a peptide head intermediate Fmoc-Orn(Boc)-OH.
reaction suitability
Reaction type: Fmoc solid-phase peptide synthesis
Solubility in organics
DMF: 20 mg/ml, DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml
Properties of Fmoc-Orn(Boc)-OH
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 |
form | powder to crystal |
pka | 3.85±0.21(Predicted) |
color | White to Almost white |
BRN | 4772025 |
CAS DataBase Reference | 109425-55-0(CAS DataBase Reference) |
Safety information for Fmoc-Orn(Boc)-OH
Computed Descriptors for Fmoc-Orn(Boc)-OH
InChIKey | JOOIZTMAHNLNHE-NRFANRHFSA-N |
SMILES | C(O)(=O)[C@H](CCCNC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
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