scholarly journals Benzothiadiazole oligoene fatty acids: fluorescent dyes with large Stokes shifts

2016 ◽  
Vol 12 ◽  
pp. 2739-2747 ◽  
Author(s):  
Lukas J Patalag ◽  
Daniel B Werz

Herein, we report on the synthesis and characterization of novel fluorescent fatty acids with large Stokes shifts. Three examples consisting of the same number of carbon atoms and thus of similar chain length are presented differing in their degree of unsaturation. As major fluorogenic contributor at the terminus benzo[c][1,2,5]thiadiazole was used. Respective syntheses based on Wittig reactions followed by iodine-mediated isomerization are presented. The absorption properties are modulated by the number of conjugated C=C double bonds of the oligoene chain ranging from one to three. Large Stokes shifts of about 4900–5700 cm−1 and fluorescence quantum yields of up to 0.44 were observed.

Author(s):  
Nicolas Ripoche ◽  
Marie Betou ◽  
Clotilde Philippe ◽  
Yann Trolez ◽  
Olivier Mongin ◽  
...  

The synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1, 3c and 4b-c) incorporating tosylamido and 4-triphenylamino moieties are reported. Along with those of five closely related or differently...


ChemInform ◽  
1987 ◽  
Vol 18 (11) ◽  
Author(s):  
S. AHMAD ◽  
M. KHAN ◽  
F. AHMAD ◽  
NASIRULLA NASIRULLA ◽  
S. M. OSMAN

1999 ◽  
Vol 81 (1) ◽  
pp. 37-44 ◽  
Author(s):  
Amanda E. Jones ◽  
Michael Stolinski ◽  
Ruth D. Smith ◽  
Jane L. Murphy ◽  
Stephen A. Wootton

The gastrointestinal handling and metabolic disposal of [1-13C]palmitic acid, [1-13C]stearic acid and [1-13C]oleic acid administered within a lipid–casein–glucose–sucrose emulsion were examined in normal healthy women by determining both the amount and nature of the13C label in stool and label excreted on breath as13CO2. The greatest excretion of13C label in stool was in the stearic acid trial (9.2 % of administered dose) whilst comparatively little label was observed in stool in either the palmitic acid (1.2 % of administered dose) or oleic acid (1.9 % of administered dose) trials. In both the palmitic acid and oleic acid trials, all of the label in stool was identified as being present in the form in which it was administered (i.e. [13C]palmitic acid in the palmitic acid trial and [13C]oleic acid in the oleic acid trial). In contrast, only 87 % of the label in the stool in the stearic acid trial was identified as [13C]stearic acid, the remainder was identified as [13C]palmitic acid which may reflect chain shortening of [1-13C]stearic acid within the gastrointestinal tract. Small, but statistically significant, differences were observed in the time course of recovery of13C label on breath over the initial 9 h of the study period (oleic acid = palmitic acid > stearic acid). However, when calculated over the 24 h study period, the recovery of the label as13CO2was similar in all three trials (approximately 25 % of absorbed dose). These results support the view that chain length and degree of unsaturation may influence the gastrointestinal handling and immediate metabolic disposal of these fatty acids even when presented within an emulsion.


2019 ◽  
Vol 23 (11n12) ◽  
pp. 1542-1550
Author(s):  
Nagihan Kocaağa ◽  
Öznur Dülger Kutlu ◽  
Ali Erdoğmuş

In this study, the synthesis and characterization of mono-(phthalocyaninato) lutetium(III) (1-Cl and 1-F) [Lu[Formula: see text](AcO)(Pc)] (Pc [Formula: see text] phthalocyaninato, AcO [Formula: see text] acetate) and bis-(phthalocyaninato) lutetium(III) (2-Cl and 2-Br) [Lu[Formula: see text]Pc[Formula: see text]] bearing halogenated (F, Cl and Br) phenoxy–phenoxy groups are described and verified by IR, [Formula: see text]H-NMR, UV-vis and mass spectrometry. Photochemical and photophysical properties of 1-F, 1-Cl 2-Cl and 2-Br in DMSO are also presented. A comparison between photophysical and photochemical parameters of mono and bis derivatives showed that mono phthalocyanines are better photosensitizers than bis phthalocyanines. Photophysical and photochemical properties of phthalocyanines are very useful for photodynamic therapy applications. Singlet oxygen quantum yields [Formula: see text] give an indication of the potential of the complexes as photosensitizers in photodynamic therapy applications. The chloro, fluoro, bromo-phenoxy–phenoxy substituted mono-(phthalocyaninato) lutetium(III) complexes (1-Cl and 1-F) gave good singlet oxygen quantum yields (from 0.86 to 0.80) in DMSO. Thus, these complexes show potential as Type II photosensitizers for PDT of cancer.


2019 ◽  
Vol 48 (34) ◽  
pp. 13046-13056 ◽  
Author(s):  
Mücahit Özdemir ◽  
Begümhan Karapınar ◽  
Bahattin Yalçın ◽  
Ümit Salan ◽  
Mahmut Durmuş ◽  
...  

Coumarin functionalized metallo phthalocyanines shows increased singlet oxygen quantum yields when included lipophilic groups.


2020 ◽  
Vol 44 (19) ◽  
pp. 7740-7748
Author(s):  
Daize Mo ◽  
Li Lin ◽  
Pengjie Chao ◽  
Hanjian Lai ◽  
Qingwen Zhang ◽  
...  

The chlorinated dots based on chlorinated benzo[c][1,2,5]thiadiazole unit possess higher fluorescence quantum yields, larger Stokes shifts, and better photostability than the fluorinated dots.


2008 ◽  
Vol 63 (1) ◽  
pp. 92-99 ◽  
Author(s):  
Pirita Uschanov ◽  
Nina Heiskanen ◽  
Pekka Mononen ◽  
Sirkka Liisa Maunu ◽  
Salme Koskimies

2012 ◽  
Vol 554-556 ◽  
pp. 811-815
Author(s):  
Min Chul Chung ◽  
Woong Kyu Jo ◽  
Seak Hwan Son ◽  
Chee Hun Kwak ◽  
Ji Hoon Lee ◽  
...  

The reaction of platinum(II) complexes of [Pt(bpy-R)Cl2] (R = H; 2,2’-bipyridine(bpy), R = 2(CH)3; 4,4’-dimethyl-2,2’-biypridine (DM-bpy), R = 4(CH3); 3,3’-5,5’-tertamethyl-2,2’-bipyridiyl (TM-bpy), (1-3) or [Pt(1,10-phen-R’)Cl2] (R’ = H; 1,10-phenanthroline(1,10-phen), R’= 4(CH3); 3,4,7,8-tetramethyl-1,10-phenanthroline(3,4,7,8-tetramethyl-1,10-phen) (4-5) with 1,4-bis(5'-2',2"-bipyridine)benzene(bpy-Ph-bpy) affords the following monomeric platinium(II) complexes: [Pt(bpy)(bpy-Ph-bpy)]2+(1), [Pt(DM-bpy)(bpy-Ph-bpy)](2), and [Pt(TM-bpy)(bpy-ph-bpy)]2+(3), [Pt(1,10-phenanthroline)(bpy-ph-bpy)]2+2+(4), [Pt(3,4,7,82+-tetramethyl-1,10-phen)(bpy-ph-bpy)]2+(5), respectively. These complexes were characterized by NMR, IR, UV/VIS and PL spectroscopy of the complexes were elucidated. The internal quantum yields of these platinum complexes are very high (0.13 ~ 0.99) and they emit light in the blue region (360 ~ 417 nm).


2011 ◽  
Vol 48 (1) ◽  
pp. 137-145 ◽  
Author(s):  
Giuseppe Impallomeni ◽  
Alberto Ballistreri ◽  
Giovanni Marco Carnemolla ◽  
Salvatore P.P. Guglielmino ◽  
Marco Sebastiano Nicolò ◽  
...  

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