119798-08-2

Basic information

• Product Name: BOC4-SPER-CO2H
• Synonyms: N-ALPHA-N-DELTA-BIS-BOC-N-ALPHA-N-DELTA-BIS(3-BOC-AMINOPROPYL)-L-ORNITHINE;TETRA-BOC-SPERMINE-5-CARBOXYLIC ACID;BOC4-SPER-CO2H
• CAS NO: 119798-08-2
• Molecular Formula: C₃₁H₅₈N₄O₁₀
• Molecular Weight: 646.81
• Mol File: 119798-08-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 737.1±60.0 °C(Predicted)
• Appearance: /
• Density: 1.112±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 3.95±0.21(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: BOC4-SPER-CO2H(CAS DataBase Reference)
• NIST Chemistry Reference: BOC4-SPER-CO2H(119798-08-2)
• EPA Substance Registry System: BOC4-SPER-CO2H(119798-08-2)

Safety Data

• Hazardous Substances Data: 119798-08-2(Hazardous Substances Data)

Usage

Description

BOC4-SPER-CO2H, also known as tetra-Boc-spermine-5-carboxylic acid, is a spermidine derivative characterized by the presence of four Boc (tert-butyloxycarbonyl) protecting groups and a carboxylic acid functional group. It plays a crucial role in the development of degradable multivalent cationic lipids and nucleic acid transfer reactions, making it a valuable compound in the field of gene delivery.

Uses

Used in Gene Delivery:
BOC4-SPER-CO2H is used as a key intermediate in the synthesis of degradable multivalent cationic lipids with disulfide-bond spacers. These lipids are essential for the development of efficient gene delivery systems, as they enable the safe and targeted delivery of genetic material into cells.
Used in Nucleic Acid Transfer Reactions:
BOC4-SPER-CO2H is utilized as a spermidine derivative in nucleic acid transfer reactions, which are vital for the manipulation and analysis of nucleic acids, such as DNA and RNA. Its unique structure allows for the formation of stable complexes with nucleic acids, facilitating their transfer and subsequent applications in research and therapeutics.

Upstream product

• 124076-28-4 N_α,N_δ-bis(3-aminopropyl)-L-ornithine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 119798-07-1 N_α,N_δ-bis(2-cyanoethyl)-L-ornithine 
• 3184-13-2 L-ornithine hydrochloride 

Downstream Products

• 1323443-65-7 {(S)-1-[2-(2-{(3,4-di(oleyloxy)benzoyl)amino}-ethyldisulfanyl)-ethylcarbamoyl]-4-[tert-butoxycarbonyl-(3-tert-butoxycarbonylaminopropyl)-amino]-butyl}-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

A columnar phase of dendritic lipid-based cationic liposome-DNA complexes for gene delivery: Hexagonally ordered cylindrical micelles embedded in a DNA honeycomb lattice

Gene therapy holds great promise as a future approach to fighting disease and is explored in worldwide clinical trials. Cationic liposome (CL)-DNA complexes are a prevalent nonviral delivery vector, but their efficiency requires improvement and the unders

A highly efficient approach for the synthesis of cationic lipid DOSPA

A highly efficient strategy has been developed for the synthesis of the cationic lipid, N-[2-({2,5-bis[(3-aminopropyl)amino]-1-oxopentyl}amino)ethyl]-N, N-dimethyl-2,3-bis[(1-oxo-9-octadecenyl)oxy] salt with hydrogen chloride (DOSPA). It involves the linkage of a cationic head group and a hydrophobic moiety in the presence of the standard coupling reagents. Georg Thieme Verlag Stuttgart.