158041-84-0

Upstream product

• 112-60-7 Tetraethylene glycol 
• 40615-36-9 4,4'-dimethoxytrityl chloride 

Downstream Products

• 249504-20-9 N-[11-(4,4'-dimethoxytrityloxy)-3,6,9-trioxaundecanyloxy]phthalimide 
• 152998-05-5 N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-cytidine 3'-(2-cyanoethylphosphonate) 
• 1277153-54-4 C₆₉H₇₃N₄O₁₆P 
• 860030-85-9 1-(4,4'-dimethoxytrityloxy)-29-[N-(1-benzyloxycarbonylamino)butyl]carbamoylmethylenoxy-3,6,9,12,15,18,21,24,27-nonaoxanonacosane 
• 860030-81-5 1-(4,4'-dimethoxytrityloxy)-29-[4-(1-tert-butyldimethylsilyloxyprop-2-en-1-yl)phenyl]methylenoxy-3,6,9,12,15,18,21,24,27-nonaoxanonacosane 
• 860030-83-7 1-(4,4'-dimethoxytrityloxy)-29-[4-(1-benzyloxyprop-2-en-1-yl)phenyl]methylenoxy-3,6,9,12,15,18,21,24,27-nonaoxanonacosane 
• 860030-79-1 1-(4,4'-dimethoxytrityloxy)-29-(9-anthrylmethyloxy)-3,6,9,12,15,18,21,24,27-nonaoxanonacosane 
• 860030-82-6 1-(4,4'-dimethoxytrityloxy)-29-[4-(1-hydroxyprop-2-en-1-yl)phenyl]methylenoxy-3,6,9,12,15,18,21,24,27-nonaoxanonacosane 
• 860030-86-0 29-[N-(1-benzyloxycarbonylamino)butyl]carbamoylmethylenoxy-3,6,9,12,15,18,21,24,27-nonaoxanonacosan-1-ol 

Relevant academic research and scientific papers

Beyond PEG2000: Synthesis and functionalisation of monodisperse pegylated homostars and clickable bivalent polyethyleneglycols

A new strategy to access highly monodisperse, heterobifunctional linear polyethylenglycols (PEGs) has been designed. This was built around unidirectional, iterative chain extension of a 3-arm PEG homostar. A mono-(4,4′-dimethoxytriphenylmethyl) octagol building block, DmtrO-EG 8-OH, was constructed from tetragol. After six rounds of chain extension, the monodisperse homostar reached the unprecedented length of 56 monomers per arm (PEG2500). The unique architecture of the synthetic platform greatly assisted in facilitating and monitoring reaction completion, overcoming kinetic limitations, chromatographic purification of intermediates, and analytical assays. After chain terminal derivatisation, mild hydrogenolytic cleavage of the homostar hub provided heterobifunctional linear EG56 chains with a hydroxyl at one end, and either a toluene sulfonate, or a tert-butyl carboxylate ester at the other. A range of heterobifunctional, monodisperse PEGs was then prepared having useful cross-linking functionalities (-OH, -COOH, -NH2, -N3) at both ends. A rapid preparation of polydisperse PEG homostars, free of multiply cross-linked chains, is also described. The above approach should be extendable to other high value oligomers and polymers.

Structural optimization of non-nucleotide loop replacements for duplex and triplex DNAs

Described are studies systematically exploring structural effects in the use of ethylene glycol (EG) oligomers ' as non-nucleotide replacements for nucleotide loops in duplex and triplex DNAs. The new structurally optimized loop replacements are more stab

Efficient liposome fusion mediated by lipid-nucleic acid conjugates

The fusion of biomembranes with release of encapsulated content in a controlled way is crucial for cell signaling, endo- and exocytosis and intracellular trafficking. Programmable fusion of liposomes and an efficient mixing of their contents have the potential to enable the study of chemical and enzymatic processes in a confined environment and under crowded conditions outside biological systems. We report on DNA-controlled fusion of lipid bilayer membranes using lipid-nucleic acid conjugates (LiNAs) to mediate lipid and content mixing of liposomes. Screening of different membrane anchor and linker structures as well as incubation temperatures led to significantly improved fusion and content mixing compared to reported systems. LiNA designs were optimized by changing lipophilic moieties as membrane anchors, PEG-spacer patterns and by introducing locked nucleic acid (LNA) modifications. Liposome fusion induced by complementary LiNAs results in remarkable efficient content mixing at 37 °C and 50 °C (up to 70%) with low leakage (≤5%).

Solid Phase Stepwise Synthesis of Polyethylene Glycols

Polyethylene glycol (PEG) and derivatives with eight and twelve ethylene glycol units were synthesized by stepwise addition of tetraethylene glycol monomers on a polystyrene solid support. The monomer contains a tosyl group at one end and a dimethoxytrityl group at the other. The Wang resin, which contains the 4-benzyloxy benzyl alcohol function, was used as the support. The synthetic cycle consists of deprotonation, Williamson ether formation (coupling), and detritylation. Cleavage of PEGs from solid support was achieved with trifluoroacetic acid. The synthesis including monomer synthesis was entirely chromatography-free. PEG products including those with different functionalities at the two termini were obtained in high yields. The products were analyzed with ESI and MALDI-TOF MS and were found close to monodispersity.

Chromophoric and dendritic phosphoramidites enable construction of functional dendrimers with exceptional brightness and water solubility

The fluorescence brightness of a molecular probe determines whether it can be effectively measured and its water solubility dictates if it can be applied in real-world biological systems. However, molecules brighter than the most efficient fluorescent dye

Prompt site-selective DNA hydrolysis by Ce(iv)-EDTA using oligonucleotide multiphosphonate conjugates

Oligodeoxyribonucleotide multiphosphonate conjugates have been prepared by on-support oximation of aminooxy-functionalized oligonucleotides with 2-(4-formylphenoxy)ethyl esters of nitrilotris(methylenephosphonic acid) (NTP) and ethylenediaminetetrakis(met

Efficient preparation of organic substrate-RNA conjugates via in vitro transcription

A concise synthetic way has been developed for the preparation of guanosine monophosphate derivatives carrying a decaethylene glycol spacer at their 5′-oxygen to which are attached a range of organic substrates. The four different compounds, prepared via a convergent synthetic strategy, carry a tethered benzylallyl ether residue (1a), an anthracene (1b), a benzyl carbamate residue (1c), or a primary amino group (1d), respectively. All four compounds have been successfully incorporated at the 5′-end of a 25-mer long RNA transcript via T7 RNA polymerase, and no inhibition of chain elongation could be observed. Under proper conditions, 1a and 1b can be incorporated up to 90-95% and 1c up to 68%. The amino-terminated initiator 1d is incorporated less efficiently although still up to 49%. These results show that the more hydrophobic the guanosine monophosphate derivative is, the higher is its enzymatic incorporation.

Aminooxy functionalized oligomers

The present invention provides oligomers which are specifically hybridizable with a selected sequence of RNA or DNA wherein at least one of the nucleoside moieties of the oligomer is modified to include an aminooxy linkage. These oligomers are useful for

Composite magnetic and non-magnetic beads as efficient solid supports for machine-aided oligonucleotide synthesis

The synthesis of oligodeoxyribonucleotides on composite magnetic and nonmagnetic beads of 4.5 μm with a cleavable and non-cleaveable linker for biochemical applications is described.