The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol(SMILESS: CC1(C)[C@@]2([H])CC=C(CCO)[C@]1([H])C2,cas:35836-73-8) is researched.Product Details of 72792-54-2. The article 《Synergic “”Click”” Boronate/Thiosemicarbazone System for Fast and Irreversible Bioorthogonal Conjugation in Live Cells》 in relation to this compound, is published in Journal of the American Chemical Society. Let’s take a look at the latest research on this compound (cas:35836-73-8).
Fast, high-yielding and selective bioorthogonal ‘click’ reactions employing nontoxic reagents are in high demand for their great utility in the bioconjugation of biomols. in live cells. Although a number of click reactions were developed for this purpose, many are associated with drawbacks and limitations that justify the development of alternative systems for both single- or dual-labeling applications. Recent reports highlighted the potential of boronic ester formation as a bioorthogonal click reaction between abiotic boronic acids and diols. Boronic ester formation is a fast dehydrative process, however it is intrinsically reversible in aqueous medium. The authors designed and optimized a synergic system based on two bifunctional reagents, a thiosemicarbazide-functionalized nopoldiol and an ortho-acetyl arylboronic acid. Both reagents were shown to be chem. stable and nontoxic to HEK293T cells at concentrations as high as 50 μM. The desired irreversible boronate/thiosemicarbazone product forms rapidly without any catalyst at low μM concentrations, in neutral buffer, with a rate constant of 9 M-s-1 as measured by NMR spectroscopy. Control experiments using addnl. competing boronic acids showed no cross-over side-products and confirmed the stability and lack of reversibility of the boronate/thiosemicarbazone conjugates. Formation of the conjugates is not affected by the presence of biol. diols like fructose, glucose and catechol, and the thiosemicarbazide-functionalized nopoldiol is inert to aldehyde electrophiles of the sort found on protein-bound glyoxylyl units. The suitability of this system in the cell-surface labeling of live cells was demonstrated using a SNAP-tag approach to install the boronic acid reagent onto the extracellular domain of Beta-2 adrenergic receptor in HEK293T cells, followed by incubation with the optimal thiosemicarbazide-functionalized nopoldiol reagent labeled with fluorescein dye. Successful visualization by fluorescence microscopy was possible with a reagent concentration as low as 10 μM, thus confirming the potential of this system b in chem. biol. applications.
Different reactions of this compound(2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol)Quality Control of 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol require different conditions, so the reaction conditions are very important.
Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics