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Fmoc-Orn(Boc)-OH

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Related articles

  • The uses of 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 ....
  • Mar 28,2024
Fmoc-Orn(Boc)-OH Basic information
Product Name:Fmoc-Orn(Boc)-OH
Synonyms:N-DELTA-BOC-N-ALPHA-FMOC-L-ORNITHINE;RARECHEM EM WB 0176;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-GAMMA-T-BUTYL-OXYCARBONYL-L-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-DELTA-TERT-BUTYLOXYCARBONYL-L-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-DELTA-T-BUTOXYCARBONYL-L-ORNITHINE;N-ALPHA-FMOC-N-DELTA-BOC-L-ORNITHINE;N-ALPHA-FMOC-N-DELTA-T-BOC-L-ORNITHINE;N-ALPHA-FMOC-N-DELTA-T-BUTYLOXYCARBONYL-L-ORNITHINE
CAS:109425-55-0
MF:C25H30N2O6
MW:454.52
EINECS:
Product Categories:Ornithine [Org];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series;Amino Acids
Mol File:109425-55-0.mol
Fmoc-Orn(Boc)-OH Structure
Fmoc-Orn(Boc)-OH Chemical Properties
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
pka3.85±0.21(Predicted)
color White to Almost white
BRN 4772025
InChIKeyJOOIZTMAHNLNHE-NRFANRHFSA-N
SMILESC(O)(=O)[C@H](CCCNC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference109425-55-0(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29242990
MSDS Information
ProviderLanguage
SigmaAldrich English
Fmoc-Orn(Boc)-OH Usage And Synthesis
DescriptionFmoc-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 PropertiesWhite powder
UsesFmoc-Orn(Boc)-OH is a biochemical reagent. It can be used as a biomaterial or organic compound in life science-related research.
Preparation2 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 suitabilityReaction type: Fmoc solid-phase peptide synthesis
Solubility in organicsDMF: 20 mg/ml, DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml
Fmoc-Orn(Boc)-OH Preparation Products And Raw materials
Preparation ProductsN5-Acetyl-N2-Fmoc-L-Ornithine
Tag:Fmoc-Orn(Boc)-OH(109425-55-0) Related Product Information
Nalpha-Fmoc-Ndelta-trityl-L-glutamine Fmoc-Lys(Boc)-OH N-(tert-Butoxycarbonyl)-L-alanine 9-Fluorenylmethyl chloroformate Fmoc-O-trityl-L-serine Boc-Aib-OH L-Fmoc-Aspartic acid alpha-tert-butyl ester N-(9-Fluorenylmethoxycarbonyloxy)succinimide L(+)-Ornithine hydrochloride L-Ornithine Fmoc-Asp(OtBu)-OH Fmoc-Phe-OH N-Boc-N'-nitro-L-arginine 1,1'-Carbonyldiimidazole Fmoc-OrnMe(Alloc)-OH FMOC-ORN(ALOC)-OH FMOC-ORN(BOC)-OPFP Fmoc

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