118476-89-4

Basic information

• Product Name: FMOC-D-ORN(BOC)-OH
• Synonyms: FMOC-D-ORNITHINE(BOC)-OH;FMOC-D-ORN(BOC)-OH;FMOC-(N-DELTA-BOC)-D-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-GAMMA-(T-BUTYLOXYCARBONYL)-D-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-DELTA-TERT-BUTYLOXYCARBONYL-D-ORNITHINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-DELTA-T-BUTOXYCARBONYL-D-ORNITHINE;N-ALPHA-FMOC-N-DELTA-T-BOC-D-ORNITHINE;N-ALPHA-FMOC-N-D-T-BOC-D-ORNITHINE
• CAS NO: 118476-89-4
• Molecular Formula: C25H30N2O6
• Molecular Weight: 454.52
• Product Categories: amino acids
• Mol File: 118476-89-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 679.036 °C at 760 mmHg
• Flash Point: 364.468 °C
• Appearance: Yellow/Powder
• Density: 1.226 g/cm³
• Vapor Pressure: 2.28E-19mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: Store at RT.
• PKA: 3.85±0.21(Predicted)
• CAS DataBase Reference: FMOC-D-ORN(BOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-ORN(BOC)-OH(118476-89-4)
• EPA Substance Registry System: FMOC-D-ORN(BOC)-OH(118476-89-4)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 118476-89-4(Hazardous Substances Data)

Usage

Description

FMOC-D-ORN(BOC)-OH, also known as N-(9-Fluorenylmethoxycarbonyl)-D-ornithine(2-amino-2-( tert-butoxycarbonyl)ethyl)sulfide), is a synthetic reagent with a white crystalline powder appearance. It is widely utilized in the field of organic chemistry and pharmaceutical research due to its unique chemical properties and potential applications.

Uses

Used in Pharmaceutical Industry:
FMOC-D-ORN(BOC)-OH is used as a synthetic reagent for the development of bisquinoline analogs, which exhibit antileishmanial and antimicrobial activities. These analogs are effective against a range of pathogenic bacteria and fungi, making them valuable in the fight against various infectious diseases.
Used in Organic Chemistry Research:
As a white crystalline powder, FMOC-D-ORN(BOC)-OH serves as a versatile building block in the synthesis of complex organic molecules. Its unique chemical properties allow researchers to explore new chemical reactions and develop novel compounds with potential applications in various fields, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C25H30N2O6/c1-25(2,3)33-23(30)26-14-8-13-21(22(28)29)27-24(31)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-/m1/s1

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 3184-13-2 L-ornithine hydrochloride 
• 851713-95-6 Fmoc-Orn(Boc)-1,1-dimethylallyl ester 
• 13650-49-2 N^δ-(tert-butoxycarbonyl)-L-ornithine 
• 70-26-8 L-ornithine 

Downstream Products

• 110172-15-1 H-Tyr-Orn[*]-Phe-Asp[*]-NH₂ 
• 106818-61-5 H-Tyr-D-Orn[*]-Phe-D-Asp[*]-NH₂ 
• 110172-16-2 H-Tyr-D-Orn[*]-D-Phe-Asp[*]-NH₂ 
• 106327-80-4 H-Tyr-D-Orn[*]-Phe(NMe)-Asp[*]-NH₂ 
• 110116-74-0 H-Tyr-D-Orn[*]-Hfe-Asp[*]-NH₂ 
• 106327-79-1 H-Tyr-D-Orn[*]-Phe(p-NO₂)-D-Asp[*]-NH₂ 
• 110116-73-9 H-Tyr-D-Orn<*>-Phg-Asp<*>-NH2 
• 119613-54-6 NPTX-11 
• 158599-00-9 (S)-5-Amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoic acid 
• 151812-60-1 Boc-D-Phe-Pro-Val-Orn(Boc)-Leu-OH 
• 681287-04-7 cyclo-[SAA(Piv)-Val-Orn(Boc)-Leu-^DPhe-Pro-Val-Orn(Boc)-Leu] 

Relevant articles and documents

COMPOUND FOR PREPARATION OF ANTIBODY-PAYLOAD CONJUGATE AND USE THEREOF

The present application relates to a novel linker for use in bioconjugation, comprising two or more electrophilic carbon atoms of a carbonyl group, and a click chemistry functional group and, more specifically, to a linker through which a compound, a peptide, and/or a protein can be directly and/or indirectly linked by a substitution reaction to a desired target molecule, that is, a target molecule.

PROPYL CATIONIC PEPTIDE LIPIDS, SYNTHESIS METHOD THEREOF, AND APPLICATION THEREOF

A class of propyl cationic peptide lipids is propyl cationic peptide lipid compounds having a general formula structure as follows. After the propyl cationic peptide lipids are dispersed in water, a cationic liposome with a particle size of approximately 100 nm is obtained. The cationic liposome can carry plasmid DNA (pDNA) or small interfering RNA (siRNA) into cells to realize the function of gene delivery, and is almost non-toxic to the cells.

The two pathways for effective orthogonal protection of L-ornithine, for amino acylation of 5'-O-Pivaloyl nucleosides, describe the general and important role for the successful imitation, during the synthesis of the model substrates for the ribosomal mimic reaction

Bz(NO2)-Orn(Boc)-OCH2CN was synthesized as an amino acid component with effective and successful orthogonal protection for amino acylation of 5'-O-Pivaloyl nucleosides and preparation of substrates for model ribosome reactions. The synthesis was carried out using suitable combinations of the methods of peptide synthesis and modification of amino acids.