299173-24-3

Usage

Uses

Used in Pharmaceutical Industry:
1-METHYL 2-IODOTEREPHTHALATE is used as a building block or intermediate in organic synthesis for the production of complex organic molecules. The presence of both iodine and a methyl group allows for versatile reactions such as Suzuki coupling, Sonogashira coupling, and Stille coupling, facilitating the creation of pharmaceutical compounds.
Used in Fluorescent Compounds for Biological Imaging:
1-METHYL 2-IODOTEREPHTHALATE is also utilized in the creation of fluorescent compounds, which are essential for biological imaging applications. Its unique properties enable the development of compounds that can be used to visualize and study biological processes at the molecular level.

InChI:InChI=1/C9H7IO4/c1-14-9(13)6-3-2-5(8(11)12)4-7(6)10/h2-4H,1H3,(H,11,12)

Upstream product

• 60728-41-8 1-methyl-2-aminoterephthalate 
• 165534-79-2 dimethyl 2-iodoterephthalate 

Downstream Products

• 361154-31-6 3-(diphenylphosphino)-4-(methoxycarbonyl)benzoic acid 
• 1027211-40-0 2-iodoterephthalic acid 4-tert-butyl ester 1-methyl ester 
• 1416972-52-5 C₃₄H₄₂NO₈P 
• 1416972-53-6 C₃₀H₃₄NO₈P 
• 191104-99-1 methyl 4-(hydroxymethyl)-2-iodobenzoate 
• 1610434-46-2 methyl 4-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-2-iodobenzoate 
• 1610434-47-3 methyl 5-(((tert-butyldiphenylsilyl)oxy)methyl)-2’,5’-dimethoxy-[1,1’-biphenyl]-2-carboxylate 
• 1610434-48-4 2-(5-(((tert-butyldiphenylsilyl)oxy)methyl)-2’,5’-dimethoxy-[1,1’-biphenyl]-2-yl)propan-2-ol 

Relevant academic research and scientific papers

Display of azido glycoside on a sensor chip

Using 12-azidododecyl β-mannoside, we successfully immobilized azido glycoside onto a sensor chip by either the Staudinger reaction or reduction of azido group followed by condensation reaction. Specific binding of Concanavalin A to the sensor chip proved

Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds

This paper reports on the selective conversion of alkyl azido groups at the carbonyl α-position to diazo compounds. Through β-elimination of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl moieties were transformed into α-diazo carbonyl groups in one step. As these reaction conditions do not involve aryl or general alkyl azides, site-selective conversions of di- and triazides were achieved. Through this method, the successive site-selective conjugation of the triazido molecule with three different components is demonstrated.

Facile formation of hydrogels by using functional precursor polymers and the chemoselective Staudinger coupling

Hydrogel formation based on chemoselective crosslinking methods has become an important topic in biomedicine. Although the Staudinger ligation has been utilized in protein modification for many years only one example based on polysaccharides has been published to apply this reaction also for hydrogel formation. Therefore, methacrylate monomers with azide Az-MA or triphenylphosphine TPP-MA functional groups were synthesized and used to prepare two water-soluble precursor copolymers P1 (with Az-MA) and P2 (with TPP-MA) by free radical polymerization. The molecular weight and the composition of the copolymers were analyzed by SEC, 1H NMR, FTIR and UV/Vis spectroscopy. Mixing of the water-soluble copolymers P1 and P2 in aqueous media led to the irreversible and easy formation of covalently crosslinked polymers. The kinetics of gelation, swelling and mechanical properties of the hydrogels in aqueous PBS buffer can be tuned by the total polymer concentration and the stoichiometric ratio of the complementary functional groups.

MASSIVE PARALLEL METHOD FOR DECODING DNA AND RNA

This invention provides methods for attaching a nucleic acid to a solid surface and for sequencing nucleic acid by detecting the identity of each nucleotide analogue after the nucleotide analogue is incorporated into a growing strand of DNA in a polymerase reaction. The invention also provides nucleotide analogues which comprise unique labels attached to the nucleotide analogue through a cleavable linker, and a cleavable chemical group to cap the —OH group at the 3′-position of the deoxyribose.

Small gold nanoparticles for interfacial Staudinger-Bertozzi ligation

Small gold nanoparticles (AuNPs) that possess interfacial methyl-2-(diphenylphosphino)benzoate moieties have been successfully synthesized (Staudinger-AuNPs) and characterized by multi-nuclear MR spectroscopy, transmission electron microscopy (TEM), UV-Vi

Synthesis of a toolbox of clickable rhodamine B derivatives

Abstract An efficient method for the large-scale preparation of rhodamine B clickable derivatives has been developed. Starting from inexpensive rhodamine B as the starting material it was possible to functionalize the carboxylic functionality of rhodamine B with an azide, a strained-alkyne, a substituted triphenylphosphine, a thiol, and a maleimide. Through the synthetic strategy it was possible to obtain stable and pure clickable rhodamine compounds that can be readily used not only for chemoselectively probing biomolecules, but also for materials science.

BIOLUMINESCENCE IMAGING OF SMALL BIOMOLECULES

The invention relates to a technique to detect small molecules using Bioluminescence imaging (BLI) to image and quantify non-invasively, in vitro and in vivo,intracellular metabolite fluxes and which can be applied to azido-modified compounds, such as azi

Staudinger ligation towards cyclodextrin dimers in aqueous/organic media. Synthesis, conformations and guest-encapsulation ability

β-Cyclodextrin (β-CD) dimers have been prepared using the bioorthogonal Staudinger ligation for the first time. In addition to a known linker, methyl 2-(diphenylphosphanyl)terephthalate, a doubly active linker was specifically developed that enabled conne

Long-lived luminogenic probe for detection of RNA in a crude solution of living bacterial cells

A pre-type sensitizer for a lanthanide complex on an oligonucleotide was successfully converted to a perfect final structure in a target DNA/RNA-templated reaction, without any chemical reagent or enzyme, under neutral conditions. The final form of the lanthanide-oligonucleotide provided a long-lived luminescence signal, appropriate for time-gated luminescence analysis and signal amplification. Target DNA/RNA-assisted time-gated luminescence analysis is a powerful tool for elimination of autofluorescence and detection of target RNA in living bacterial cells.

Matrix-assisted polymer pen lithography induced Staudinger Ligation

The Staudinger Ligation has been combined with Polymer Pen Lithography to create patterns of fluorescent and redox-active inks with 1-micrometer scale feature diameters over centimeter-scale areas. This report presents a straightforward strategy to expand