2014
DOI: 10.1039/c3tb21633k
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Synthesis, structures and properties of self-assembling quaternary ammonium dansyl fluorescent tags for porous and non-porous surfaces

Abstract: Surface grafted silane, phosphate and benzophenone dansyl molecules.

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Cited by 19 publications
(28 citation statements)
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“…However, adherence to these protocols have yet to prove their efficacy in preventing the proliferation of healthcare associated infectious disease. 1,16 To address the rising concerns regarding infection control and contamination from material surfaces, researchers have investigated the application of surface attached antimicrobials to glass, [17][18][19] plastic, [20][21][22] textiles 20,21,23 and metals. 20,24 While the attachment chemistry differs with each surface, the common functional active site design relies on the presence of a long chain (C 12 -C 24 ) alkyl quaternary ammonium salt which is proposed to impart an adsorbent "phospholipid sponge" effect on cellular membranes through measurable surface charge, thereby damaging cell function and integrity.…”
Section: Microbial Threatmentioning
confidence: 99%
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“…However, adherence to these protocols have yet to prove their efficacy in preventing the proliferation of healthcare associated infectious disease. 1,16 To address the rising concerns regarding infection control and contamination from material surfaces, researchers have investigated the application of surface attached antimicrobials to glass, [17][18][19] plastic, [20][21][22] textiles 20,21,23 and metals. 20,24 While the attachment chemistry differs with each surface, the common functional active site design relies on the presence of a long chain (C 12 -C 24 ) alkyl quaternary ammonium salt which is proposed to impart an adsorbent "phospholipid sponge" effect on cellular membranes through measurable surface charge, thereby damaging cell function and integrity.…”
Section: Microbial Threatmentioning
confidence: 99%
“…1,16 To address the rising concerns regarding infection control and contamination from material surfaces, researchers have investigated the application of surface attached antimicrobials to glass, [17][18][19] plastic, [20][21][22] textiles 20,21,23 and metals. 20,24 While the attachment chemistry differs with each surface, the common functional active site design relies on the presence of a long chain (C 12 -C 24 ) alkyl quaternary ammonium salt which is proposed to impart an adsorbent "phospholipid sponge" effect on cellular membranes through measurable surface charge, thereby damaging cell function and integrity. [25][26][27] Long chain QAC materials demonstrate promise as effective microbial resistant coatings when in contact with Gram-positive and Gram-negative bacteria at a solid/air interface, 18,22,28 and could provide a viable platform for producing self-sterilizing surfaces.…”
Section: Microbial Threatmentioning
confidence: 99%
“…The percentage of dansyl group incorporation into the DCP1 and DCP2 were 72% and 81% respectively with respect to amino acid content into the copolymer. Note that dansyl chloride is non-fluorescent but when it reacts with primary or secondary amines it become fluorescent 33 . Therefore, the resulting dansyl tagged copolymer ( DCP1 and DCP2 ) are expected to be fluorescent.…”
Section: Resultsmentioning
confidence: 99%
“…ORTEP representations of compounds of 1 and 6 are depicted in Figures and respectively. Both structures feature a linear C 18 chain, common of other C 18 H 37 bearing structures, with evidence of extended hydrogen bonding in the unit cell. The structures of both 1 and 6 exhibited typical carbon‐nitrogen bond lengths typical for an ammonium salt (1.499 Å) …”
Section: Resultsmentioning
confidence: 99%
“…Due to the commercial availability of 3-chloropropyl thioacetate and the disulfide 2,2'-disulfanediylbis(N,N-dimethylethanaminium), a stepwise route from the thioacetate quat 18 to 19 and a direct route leading to the formation of 20 was chosen. [23] [25] In the thioacetate route, 3-chloropropylthioacetate was quaternized with DMOA in high yield (90 %:18) followed by cleavage with NaOH/MeOH to give 19 in 83 % yield (Scheme 3). Unfortunately, numerous attempts at obtaining crystalline material of 19 were unsuccessful.…”
Section: Organosulfur Based Qacmentioning
confidence: 99%