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HomeProduct name listFmoc-Orn(Boc)-OH

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

Fmoc-Orn(Boc)-OH Structural

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.
Nalpha-Fmoc-Ndelta-Boc-L-ornithine

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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