Selective recognition of biogenic amine hydrochlorides by heteroditopic dihomooxacalix[4]arenes

被引：20
作者：
Gattuso, Giuseppe [1 ]
Notti, Anna [1 ]
Parisi, Melchiorre F. [1 ]
Pisagatti, Ilenia [1 ]
Marcos, Paula Maria [2 ,3 ]
Ascenso, Jose Rosario [4 ]
Brancatelli, Giovanna [5 ]
Geremia, Silvano [5 ]
机构：
[1] Univ Messina, Dipartimento Sci Chim, I-98166 Messina, Italy
[2] Univ Lisbon, Ctr Ciencias Mol & Mat, Fac Ciencias, P-1749016 Lisbon, Portugal
[3] Univ Lisbon, Fac Farm, P-1649003 Lisbon, Portugal
[4] Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal
[5] Univ Trieste, Ctr Eccellenza Biocristallog, Dipartimento Sci Chim & Farmaceut, I-34127 Trieste, Italy
来源：
NEW JOURNAL OF CHEMISTRY | 2015年 / 39卷 / 02期
关键词：
BINDING-PROPERTIES; MOLECULAR RECOGNITION; ALKALINE-EARTH; HEAVY-METAL; RECEPTORS; DOPAMINE; DERIVATIVES; SEROTONIN; TRANSITION; IONOPHORES;
D O I：
10.1039/c4nj01423e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ion-pair recognition-complexation of monoamine neurotransmitters and trace amine hydrochlorides takes place - with outstanding efficiency and selectivity - within the pi-rich cavity and the pocket formed at the lower rim by the two ureido moieties of the tailor-made dihomooxacalixarene receptors 1 and 2. The solid-state structure of 1 is also reported.
引用
收藏
页码：817 / 821
页数：5
相关论文
共 43 条
[1]   IL MILIONE:: a suite of computer programs for crystal structure solution of proteins [J].
Burla, Maria C. ;
Caliandro, Rocco ;
Camalli, Mercedes ;
Carrozzini, Benedetta ;
Cascarano, Giovanni L. ;
De Caro, Liberato ;
Giacovazzo, Carmelo ;
Polidori, Giampiero ;
Siliqi, Dritan ;
Spagna, Riccardo .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2007, 40 :609-613
[2]   Selective Amine Recognition Driven by Host-Guest Proton Transfer and Salt Bridge Formation [J].
Capici, Calogero ;
Gattuso, Giuseppe ;
Notti, Anna ;
Parisi, Melchiorre F. ;
Pappalardo, Sebastiano ;
Brancatelli, Giovanna ;
Geremia, Silvano .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (21) :9668-9675
[3]   Anion-Assisted Supramolecular Polymerization: From Achiral AB-Type Monomers to Chiral Assemblies [J].
Capici, Calogero ;
Cohen, Yoram ;
D'Urso, Alessandro ;
Gattuso, Giuseppe ;
Notti, Anna ;
Pappalardo, Andrea ;
Pappalardo, Sebastiano ;
Parisi, Melchiorre F. ;
Purrello, Roberto ;
Slovak, Sarit ;
Villari, Valentina .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (50) :11956-11961
[4]   Mini-review: Artificial catecholamine receptors in aqueous media [J].
Chui, Jonathan K. W. ;
Fyles, Tom M. .
SUPRAMOLECULAR CHEMISTRY, 2008, 20 (04) :397-405
[5]   Scaling and assessment of data quality [J].
Evans, P .
ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2006, 62 :72-82
[6]   Alkylammonium Cation Complexation into the Narrow Cavity of Dihomooxacalix[4]arene Macrocycle [J].
Gaeta, Carmine ;
Talotta, Carmen ;
Farina, Francesco ;
Teixeira, Filipa A. ;
Marcos, Paula M. ;
Ascenso, Jose R. ;
Neri, Placido .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (22) :10285-10293
[7]   Photoisomerizable azobenzene-containing oxacalixarenes [J].
Gargiulli, Claudia ;
Gattuso, Giuseppe ;
Notti, Anna ;
Pappalardo, Sebastiano ;
Parisi, Melchiorre F. ;
Puntoriero, Fausto .
TETRAHEDRON LETTERS, 2012, 53 (06) :616-619
[8]   Supramolecular AA/BB-type oligomer formation from a heterotetratopic bis-calix[5]arene monomer and octanediyldiammonium dichloride [J].
Gargiulli, Claudia ;
Gattuso, Giuseppe ;
Notti, Anna ;
Pappalardo, Sebastiano ;
Parisi, Melchiorre F. .
TETRAHEDRON LETTERS, 2011, 52 (52) :7116-7120
[9]   Calix[5]arene-Based Heteroditopic Receptor for 2-Phenylethylamine Hydrochloride [J].
Gargiulli, Claudia ;
Gattuso, Giuseppe ;
Liotta, Claudia ;
Notti, Anna ;
Parisi, Melchiorre F. ;
Pisagatti, Ilenia ;
Pappalardo, Sebastiano .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (11) :4350-4353
[10]   Solution-phase counterion effects in supramolecular and mechanostereochemical systems [J].
Gasa, Travis B. ;
Valente, Cory ;
Stoddart, J. Fraser .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (01) :57-78
12345