Selective discrimination of putrescine and cadaverine based on a Fe3+-morpholinoanthracene ensemble in solution and solid state and logic gate aided biological applications in mixed aqueous medium

Anup Pandith, Chakradhar Dasagrandhi, Hak Ryul Kim, Hong Seok Kim

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

A 9,10-bis(morpholinopropylaminomethyl)anthracene (1)-Fe3+chelate was designed, synthesized, and characterized by FT-IR, 1H-1H COSY and 1H-1H ROESY NMR studies. The in situ-generated Fe3+ ensemble selectively detected putrescine (Put) and cadaverine (Cad) through a turn-off response via a decomplexation process in DMSO-H2O (1:1 v/v) at pH 7.3 (HEPES buffer). Furthermore, the in situ-generated ensemble can effectively differentiate biogenic aliphatic di- and triamines from a broad range of aliphatic monoamines (including basic amino acids) and aromatic amines (including polyamines). The lowest limit of detection (LOD) for Put and Cad were 33 ppb and 120 ppb, respectively, in mixed aqueous medium. The decomplexation aided turn-off response by the sequential addition of Put and Cad furnished good association constants [Ksv = 2.30 × 106 M−1, and 9.95 × 105 M−1 in a HEPES-buffered DMSO-H2O (1:1, v/v) medium, respectively]. Furthermore, highly robust vapor phase detections of Put and Cad were also demonstrated using the fluorescent 1·Fe3+ (1:2) ensemble coated on neutral alumina. Cheap ensemble-coated paper strips selectively detected Cad and Put among a variety of biogenic amines. By utilizing complexation/decomplexation processes aided through sequential addition of Fe3+ and Put/Cad an INHIBIT photonic logic gate and its fluorogenic tracking was demonstrated in primitive- eukaryotic cell lines.

Original languageEnglish
Pages (from-to)842-854
Number of pages13
JournalSensors and Actuators, B: Chemical
Volume254
DOIs
Publication statusPublished - 2018
Externally publishedYes

Keywords

  • Cadaverine
  • Fe-anthracene ensemble
  • Logic gate
  • Primitive-Eukaryotic cell lines
  • Putrescine

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Instrumentation
  • Condensed Matter Physics
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Electrical and Electronic Engineering
  • Materials Chemistry

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