55400-73-2

Usage

Uses

Used in Pharmaceutical Industry:
1,11-BIS(METHANESULFONYLOXY)-3,6,9-TRIOXANDECANE is used as a protecting group for primary alcohols in the synthesis of various pharmaceutical compounds. The mesyl groups provide a stable and easily removable protection, allowing for selective reactions and increased synthetic efficiency.
Used in Chemical Synthesis:
1,11-BIS(METHANESULFONYLOXY)-3,6,9-TRIOXANDECANE is used as a PEG linker in the chemical synthesis of various molecules, including drugs, polymers, and other bioactive compounds. The hydrophilic PEG linker improves the water solubility of the resulting compounds, which can be beneficial for their biological activity, stability, and pharmacokinetic properties.
Used in Drug Delivery Systems:
1,11-BIS(METHANESULFONYLOXY)-3,6,9-TRIOXANDECANE can be used as a component in the design of drug delivery systems, such as nanoparticles or hydrogels, due to its hydrophilic nature and ability to form stable linkages with other molecules. This can lead to improved drug release profiles, targeted drug delivery, and reduced side effects.
Used in Bioconjugation:
1,11-BIS(METHANESULFONYLOXY)-3,6,9-TRIOXANDECANE can be employed as a bioconjugation agent, allowing for the attachment of biologically active molecules, such as peptides, proteins, or nucleic acids, to various surfaces or other molecules. The PEG linker can provide a flexible and hydrophilic spacer, which can be advantageous for maintaining the biological activity of the attached molecules and reducing non-specific interactions.

InChI:InChI=1/C10H22O9S2/c1-20(11,12)18-9-7-16-5-3-15-4-6-17-8-10-19-21(2,13)14/h3-10H2,1-2H3

Upstream product

• 914311-67-4 N-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide 
• 124-63-0 methanesulfonyl chloride 
• 112-60-7 Tetraethylene glycol 

Downstream Products

• 55333-93-2 6,9,12,15,18-Pentaoxa-1,23-tricosandiol 
• 25990-94-7 octaethylene glycol dimethyl ether 
• 101187-39-7 1,11-diazido-3,6,9-trioxaundecane 
• 916330-95-5 12-[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9,12-tetraoxadodecan-1-ol 
• 916330-72-8 1,13-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13-pentaoxatridecane 
• 99314-01-9 25,27-(3,6,9-trioxaundeca-1,11-diyl)oxy-26,28-dihydroxy-5,11,17,23-tetra-tert-butyl-calix[4]arene 
• 1356146-38-7 N-[9-(2-[(14-azido-2-oxo-6,9,12-trioxa-3-azatetradec-1-yl)(1-methylethyl)carbamoyl]phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium chloride 
• 929-75-9 2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine 
• 642091-68-7 tert-butyl N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]carbamate 
• 101187-40-0 1-Boc-amine-11-amino-3,6,9-trioxaundecane 
• 57602-02-5 1,14-dibromo-3,6,9,12-tetraoxatetradecane 
• 1469479-27-3 2,2-[oxybis(2,1-ethanediyloxy-2,1-ethanediyloxy)]bis(4-methylbenzaldehyde) 
• 1333107-40-6 3-(4-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethoxy)phenyl)-7-methoxyisoquinolin-1(2H)-one 
• 75832-82-5 <3,5>-dibenzo-24-crown-8 

Relevant academic research and scientific papers

A convenient route to diversely substituted icosahedral closomer nanoscaffolds

The design and synthesis of icosahedral polyhedral borane closomer motifs based upon carbonate and carbamate anchoring groups for biomedical applications are described. Dodecacarbamate closomers containing easily accessible groups of interest at their linker termini were synthesized via activation of the B-OH vertices as aryl carbonates and their subsequent reaction with primary amines. Novel dodecacarbonate closomers were successfully synthesized for the first time by reacting [closo-B12(OH)12]2- with an excess of respective aryl chloroformates, utilizing relatively short reaction times, mild conditions and simple purification strategies, all of which had previously presented difficulties in closomer chemistry. This methodology for the 12-fold degenerate synthesis of carbonate and carbamate closomers will greatly facilitate further exploration of closomers as monodisperse nanomolecular delivery platforms.

Synthesis of a series of oligo(ethylene glycol)-terminated alkanethiol amides designed to address structure and stability of biosensing interfaces

A strategy for the synthesis of a series of closely related oligo(ethylene glycol)-terminated alkanethiol amides (principally HS(CH2)mCONH(CH2CH2O) nH; m = 2, 5, 11, 15, n = 1, 2, 4, 6, 8, 10, 12) and analogous esters has been developed. These compounds were made to study the structure and stability of self-assembled monolayers (SAMs) on gold in the prospect of designing new biosensing interfaces. For this purpose, monodisperse heterofunctional oligo(ethylene glycols) with up to 12 units were prepared. Selective monoacylation of the symmetrical tetra- and hexa(ethylene glycol) diols as their mesylates with the use of silver(I) oxide was performed. The synthetic approach was based on carbodiimide couplings of various oligo(ethylene glycol) derivatives to ω-(acetylthio) carboxylic acids via a terminal amino or hydroxyl function. SAM structures on gold were studied with respect to thickness, wettability (water contact angles ～30°), and conformation. A good fit was obtained for the relation between monolayer thickness (d) and the number of units in the oligo(ethylene glycol) chain (n): d = 2.8n + 21.8 (A). Interestingly, the corresponding infrared spectroscopy analysis showed a dramatic change in conformation of the oligomeric chains from all-trans (n = 4) to helical (n ≥ 6) conformation. A crystalline helical structure was observed in the SAMs for n > 6.