Binding of amino acids into a novel multiresponsive ferrocene receptor having an ene backbone.
[reaction: see text] Receptor 1 featuring two open arms, multipoint binding sites, and unsaturated linkers on a ferrocene platform shows strong 1:1 binding to unprotected alpha-amino acids (UV-vis, fluorescence, CV, ITC, NMR, and ESI-MS). NMR and ESI-MS studies suggest an encapsulative binding mode involving the alpha,beta-unsaturated carbonyl residue (site for -NH3+, interaction A) and the terminal -OH groups (site for -COO-, interaction B).
Debroy
Paromita
P
Organometallics and Catalysis Laboratory, Chemistry Department, Indian Institute of Technology, Kharagpur 721302, India.
Banerjee
Moloy
M
Prasad
Madhumita
M
Moulik
Satya P
SP
Roy
Sujit
S
D000596:Amino Acids / Q000737:chemistry / Q000378:metabolism*; D001665:Binding Sites; D002151:Calorimetry; D005296:Ferrous Compounds / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D000075163:Metallocenes; D008958:Models, Molecular; D008968:Molecular Conformation; D011422:Propionates / Q000737:chemistry; D017459:Receptors, Amino Acid / Q000378:metabolism*; D013050:Spectrometry, Fluorescence; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics
D000596:Amino Acids; D005296:Ferrous Compounds; D000075163:Metallocenes; D011422:Propionates; D017459:Receptors, Amino Acid; C029658:propionic acid; C004998:ferrocene