Conversion of thioureas to fluorescent isothiouronium-based photoinduced electron transfer sensors for oxoanion sensing

Nishizawa, Seiichi; Cui, Ying; Minagawa, Masakazu; Morita, K.; Kato, Yoshifumi; Taniguchi, Shinichiro; Kato, Ryo; Teramae, Norio

doi:10.1039/b201704k

Cited by 38 publications

(13 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…293 An emission increase was again observed in the presence of select anions, which were studied as their K + -[18-crown-6] salts in methanol. Strong binding was observed with HPO 4 2- ( K = 1.1 × 10 4 M -1 ).…”

Section: Major Phosphate-binding Functionalitiesmentioning

confidence: 97%

Artificial Receptors for the Recognition of Phosphorylated Molecules

et al. 2011

View full text Add to dashboard Cite

Section: Major Phosphate-binding Functionalitiesmentioning

confidence: 97%

Artificial Receptors for the Recognition of Phosphorylated Molecules

et al. 2011

View full text Add to dashboard Cite

“…Isothiouroniums were proven as prospective replacements of thioureas because such groups would enhance the acidicity of the NH moieties and therefore can function as a better binder. The examples of hydrogen-bonding isothiouronium derivatives in anion recognitions were described in Figure 1 [8][9][10][11][12][13][14][15].…”

Section: Hydrogen Bonding In Anion Recognitions: Isothiouronium Versumentioning

confidence: 99%

Isothiouronium Organocatalysts Through Hydrogen Bonding

Nguyen¹,

Kim²

2016

Recent Advances in Organocatalysis

View full text Add to dashboard Cite

The field of small-molecule organocatalysis via noncovalent interactions has attracted the attention of an increasing number of research groups from the academic as well as industrial sectors. Isothiouronium salts have been explored quite recently as a new class of hydrogen-bonding subunit for the purpose of molecular recognition of anions in supramolecular chemistry. The chemical modification of isothiouroniums is readily varied using synthetic methods to make several types of functional molecular systems. This chapter, for the first time, describes the research on hydrogen-bonding isothiouronium organocatalysts considering their designed concepts and synthetic applications in both nonstereoselective and stereoselective reactions.

show abstract

“…Thioureas, isothiouronium compounds and their derivatives constitute an important class of compounds which exhibit a wide range of antibacterial, fungicidal, herbicidal, antiviral, and plant growth regulatory activities, and play important roles in many chemical and biological processes [3,4,5,6,7], but also act as potential anticancer and anti-HIV drugs [8,9,10,11]. The activity of isothiouronium groups may be due to the enhanced acidity of the NH moieties, thereby functioning as a better binder than the thiourea group [12,13,14,15,16,17]. Several synthetic isothiouronium compounds were synthesized to obtain more potent and less toxic therapeutic agents [18].…”

Section: Introductionmentioning

confidence: 99%

In Vivo Anti-Leukemia, Quantum Chemical Calculations and ADMET Investigations of Some Quaternary and Isothiouronium Surfactants

et al. 2013

View full text Add to dashboard Cite

Anti-leukemia screening of previously prepared isothiouronium and quaternary salts was performed, and some salts exhibited promising activity as anticancer agents. Quantum chemical calculations were utilized to explore the electronic structure and stability of these compounds. Computational studies have been carried out at the PM3 semiempirical molecular orbitals level, to establish the HOMO-LUMO, IP and ESP mapping of these compounds. The ADMET properties were also studied to gain a clear view of the potential oral bioavailability of these compounds. The surface properties calculated included critical micelle concentration (CMC), maximum surface excess (Γmax), minimum surface area (Amin), free energy of micellization (ΔGomic) and adsorption (ΔGoads).

show abstract

Conversion of thioureas to fluorescent isothiouronium-based photoinduced electron transfer sensors for oxoanion sensing

Cited by 38 publications

References 40 publications

Artificial Receptors for the Recognition of Phosphorylated Molecules

Artificial Receptors for the Recognition of Phosphorylated Molecules

Isothiouronium Organocatalysts Through Hydrogen Bonding

In Vivo Anti-Leukemia, Quantum Chemical Calculations and ADMET Investigations of Some Quaternary and Isothiouronium Surfactants

Contact Info

Product

Resources

About