Recognition of caffeine by a water-soluble acyclic phane compound
Recognition of caffeine by a water-soluble acyclic phane compound
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DOI：
10.1016/j.tet.2013.12.035
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发表时间：
2014-01-28
期刊：
影响因子：
2.1
通讯作者：
Jin, Shigeki
中科院分区：
文献类型：
--
作者：
Hayashi, Nobuyuki;Ujihara, Tomomi;Jin, Shigeki
咖啡因（1，3，7-三甲基黄嘌呤）是一种与人类日常生活有关的化学物质。为了识别水中的咖啡因，研究了六种由三个芳香环组成的水溶性无环化合物作为人工受体。1H-1 NMR滴定实验表明，6，6 ′-[1，3-亚苯基双（羰基亚氨基）]双-1，3-萘二磺酸盐对咖啡因的结合能力最强，在300 K时的结合常数（K-b）为127 +/- 5 M-1。虽然这种phane化合物也与茶碱（1，3-二甲基黄嘌呤）形成复合物，其结合常数约为咖啡因结合常数的一半（K-b=64 +/- 4 M-1），但它对腺苷、鸟苷、肌苷及其5 '-磷酸盐（腺苷酸、鸟苷酸和肌苷酸的钠盐）的复合作用很弱或很小。(C)2013爱思唯尔有限公司保留所有权利。
Caffeine (1,3,7-trimethylxanthine) is a chemical substance associated with everyday human life. In order to recognize caffeine in water, six water-soluble acyclic phane compounds composed of three aromatic rings were examined as artificial receptors. H-1 NMR titration experiments revealed that 6,6'-[1,3-phenylenebis(carbonylimino)]bis-1,3-naphthalenedisulfonate had the highest binding ability for caffeine, with a binding constant (K-b) of 127 +/- 5 M-1 at 300 K. While this phane compound also formed a complex with theophylline (1,3-dimethylxanthine) at around half the value of the binding constant for caffeine (K-b=64 +/- 4 M-1), it showed weak or little complexation for adenosine, guanosine, inosine, and their 5'-phosphates (sodium salts of adenylic acid, guanylic acid, and inosinic acid). (C) 2013 Elsevier Ltd. All rights reserved.