A folding decalin tetra-urea for transmembrane anion transport

New Insights into the Anion Transport Selectivity and Mechanism of Tren‐based Tris‐(thio)ureas

“…Many groups, including our own have used chloride/nitrate exchange assays to measure the chloride transport properties of a variety of anion transporters including compounds 1 – 10 . This assay relies upon the assumption that the transport of chloride is rate limiting, and the nitrate anion is more easily transported due to its higher lipophilicity .…”

Anthracene Bisureas as Powerful and Accessible Anion Carriers

“…An important goal in this area is the development of anion carriers that are (a) highly active, (b) easily synthesized, and (c) readily delivered to bilayer membranes. We have shown that ureas and thioureas in the cholapod ( 1 ) and trans ‐decalin ( 2 ) series (Figure ) can serve as highly effective chloride transporters in large unilamellar vesicles (LUVs). The most powerful, such as bisthioureas 1 b and 2 b (Figure ), can promote significant Cl − /NO 3 − exchange when present as single molecules in LUV membranes .…”

“…[9,10] Synthetic anion transporters (anionophores) that can mimic the functiono fe ndogenousi on transport proteins could potentially be used to treat these conditions and their development has become an active area of supramolecular chemistry. [4,11,12] An important goal in this area is the development of anion carriers that are (a) highly active, (b) easily synthesized, and (c) readilyd elivered to bilayer membranes.W eh ave shown that ureas and thioureas in the cholapod (1) [13][14][15][16][17][18][19] and trans-decalin (2) [15,17,[20][21][22] series ( Figure 1) can serve as highly effective chloride transporters in large unilamellar vesicles (LUVs). The most powerful, such as bisthioureas 1b and 2b (Figure 2), can promote significant Cl À /NO 3 À exchange whenp resent as single molecules in LUV membranes.…”

New Efficient Synthesis of tRNA Related Adenosines Bearing the Hydantoin Ring (ct6A, ms2ct6A) by Intramolecular Cyclization of N6‐(N‐Boc‐α‐aminoacyl)‐adenosine Derivatives

“…Activation of the Boc group in 2 a using 1.5 equivalents of Tf 2 O in the presence of 3 equiv. of 2-Cl-Py in CH 2 Cl 2 at room temperature (the conditions frequently used for the formation of the ureido system in intermolecular processes using Tf 2 O activated carbamates [31,[37][38][39][40][41][42] ) resulted in fast formation of many products. Fortunately, a reaction executed at milder conditions (0 °C for 5 min) furnished one major product (38 %, Table 1, entry 1) with lower TLC mobility than the substrate (R f 0.43 vs 0.60; CHCl 3 /MeOH 95 : 5, v/v), which was isolated by column chromatography on silica gel.…”