scholarly journals Anthocyanin Color Stabilization by Host-Guest Complexation with p-Sulfonatocalix[n]arenes

Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5389
Author(s):  
Johan Mendoza ◽  
Luis Cruz ◽  
Victor de Freitas ◽  
Fernando Pina ◽  
Nuno Basílio

Flavylium-based compounds in their acidic and cationic form bring color to aqueous solutions, while under slightly acidic or neutral conditions they commonly bring discoloration. Selective host-guest complexation between water-soluble p-sulfonatocalix[n]arenes (SCn) macrocycles and the flavylium cationic species can increase the stability of the colored form, expanding its domain over the pH scale. The association constants between SCn and the cationic (acid) and neutral basic forms of flavylium-based compounds were determined through UV-Vis host-guest titrations at different pH values. The affinity of the hosts for synthetic chromophore was found to be higher than for a natural anthocyanin (Oenin). The higher affinity of SC4 for the synthetic flavylium was confirmed by 1H NMR showing a preferential interaction of the flavylium phenyl ring with the host cavity. In contrast with its synthetic counterpart, the flavylium substitution pattern in the anthocyanin seems to limit the inclusion of the guest in the host’s binding pocket. In this case, the higher affinity was observed for the octamer (SC8) likely due to its larger cavity and higher number of negatively charged sulfonate groups.

2011 ◽  
Vol 687 ◽  
pp. 539-547 ◽  
Author(s):  
Hui Wang ◽  
Hao Liang ◽  
Qi Peng Yuan ◽  
Tian Xin Wang

Sulforaphane (SF) has been proved to be an effective anticancer agent according to its experiments bothin vitroandin vivo. To date, there is few reported method to deliver SF for increasing its bioactivity and stability. In this study, a novel pH-sensitive microsphere composed of water-soluble carboxymethylated chitosan (CMCS) and alginate mixed with sodium sulfate was developed for SF delivery. Swelling studies and release characteristics under different pH values of microspheres were investigated. Then, the release of SF from test microspheres was studied in simulated gastric and segmented intestinal media. It has been found that the SF cumulated release in 5h was increased from 55.89% to 76.73% when the microspheres mixed with sodium sulfate. In addition, the stability of SF embedded in CMCS/alginate microspheres was also significantly improved. Under pH 7.4, free SF had a severe degradation of approximate 100% within 210 min, whereas the change of the SF in microspheres was only a decrease of about 10%. The results suggested that the microspheres of CMCS and alginate could be a suitable pH-sensitive carrier to increase the stability of SF in the segmented intestine.


2021 ◽  
Vol 9 ◽  
Author(s):  
Yue Ding ◽  
Chenwei Wang ◽  
Bing Lu ◽  
Yong Yao

Indocyanine green (ICG) is a classical near-infrared (NIR) photothermal reagent that can be employed in clinical medical detection. Under neutral conditions, ICG can adsorb NIR light effectively for photothermal (PTT) and photodynamic (PDT) therapy. However, ICG is easily degraded in weak acid environments, which seriously restricts its application. In this work, a cationic water-soluble pillar[5]arene (WP5) was selected as the stabilizing agent for ICG. Thanks to the host-guest interaction between WP5 and alkyl sulfonate, the stability and the photothermal conversion efficiency of ICG increased remarkably upon addition of WP5 as investigated by UV-vis spectrum and photothermal studies. Furthermore, an in vitro study showed higher efficiency of WP5&ICG in killing cancer cells in a shorter treatment time than the free ICG. Hence, it is hopeful that WP5 can be a new type of supramolecular host in enhancing the stability and photothermal conversion efficiency of photosensitizers.


MAUSAM ◽  
2021 ◽  
Vol 62 (2) ◽  
pp. 235-238
Author(s):  
M.S. TOMAR

Nature of Precipitation - alkaline or acidic depends upon the concentration of major water soluble inorganic gaseous and soil derived particulates dissolved in it. If the concentration of cations is higher than that of anions the precipitations becomes alkaline and vice versa. pH is the main parameter indicating the nature of precipitation. If pH of rainwater <5.65 it is acidic and >5.65, it is alkaline ,both in the pH scale ranging between 0 and 14. In this paper average ionic concentration (mg/lit) and their trends have been analyzed. Srinagar, Mohanbari, Jodhpur, Allahabad, Nagpur and Minicoy have been selected for the study of chemical precipitation during the period 1981-2001. Trends of different aerosols have been analyzed at the intervals 1981-87, 1988-94 and 1995-2001. It has been observed that percentage of anions has increased which results in the increase of acidic character of the precipitation. During the interval 1995-2001, Nagpur and Mohanbari had pH values 5.16 and 5.47 respectively which were in acidic range.


2008 ◽  
Vol 105 (46) ◽  
pp. 17784-17788 ◽  
Author(s):  
Daniel G. Isom ◽  
Brian R. Cannon ◽  
Carlos A. Castañeda ◽  
Aaron Robinson ◽  
Bertrand García-Moreno E.

Internal ionizable groups are quite rare in water-soluble globular proteins. Presumably, this reflects the incompatibility between charges and the hydrophobic environment in the protein interior. Here we show that proteins can have an inherently high tolerance for internal ionizable groups. The 25 internal positions in staphylococcal nuclease were substituted one at a time with Lys, Glu, or Asp without abolishing enzymatic activity and without detectable changes in the conformation of the protein. Similar results with substitutions of 6 randomly chosen internal positions in ribonuclease H with Lys and Glu suggest that the ability of proteins to tolerate internal ionizable groups might be a property common to many proteins. Eighty-six of the 87 substitutions made were destabilizing, but in all but one case the proteins remained in the native state at neutral pH. By comparing the stability of each variant protein at two different pH values it was established that the pKa values of most of the internal ionizable groups are shifted; many of the internal ionizable groups are probably neutral at physiological pH values. These studies demonstrate that special structural adaptations are not needed for ionizable groups to exist stably in the hydrophobic interior of proteins. The studies suggest that enzymes and other proteins that use internal ionizable groups for functional purposes could have evolved through the random accumulation of mutations that introduced ionizable groups at internal positions, followed by evolutionary adaptation and optimization to modulate stability, dynamics, and other factors necessary for function.


MAUSAM ◽  
2021 ◽  
Vol 58 (4) ◽  
pp. 513-524
Author(s):  
R. R. SHENDE ◽  
USHA RAVINDRAN ◽  
S. D. BHONDAVE ◽  
A. R. KONDE DESHMUKH

Nature of precipitation – alkaline or acidic – depends upon the concentration of major water soluble inorganic gaseous and soil derived particulates dissolved in it. If concentration of cations is higher than that of anions, the precipitation becomes alkaline and vise-a-versa. pH is the main parameter indicating the nature of precipitation. If pH of the solution is < 5.65, it is acidic and               > 5.65, alkaline, in the pH scale ranging between 0  & 14. Difference in the chemical composition of rainwater having pH in the alkaline range and acidic range has been studied in this paper. For this purpose, precipitation chemistry data of Allahabad, Jodhpur, Mohanbari and Nagpur for the period 1988-97 have been considered. APWM & S.D. have been worked out. Precipitation chemistry data considering APWM values in acidic range and in alkaline range have been separated and compared. Coefficients of correlation have been calculated in possible cation-anion combinations. It is seen that the lowest pH values (monthly mean) have been recorded during 1997 – MHB (3.77), NGP (4.12), both in acidic range. % Frequency of occurrences of pH values in acidic range was the highest at Mohanbari (66%) in the study period. Jodhpur recorded all pH values in alkaline range indicating influence of soil derived alkaline particulates. Among cations Ca+² has shown its dominance over all cations. Jodhpur has recorded the highest APWM value of Ca+² (9.27mg/lit) in 1997. Data have also been compared with WMO Laboratory simulated acid rain sample analysis data and other non-departmental data. Results are discussed in the paper.


2020 ◽  
Vol 90 (5-6) ◽  
pp. 439-447 ◽  
Author(s):  
Andrew Hadinata Lie ◽  
Maria V Chandra-Hioe ◽  
Jayashree Arcot

Abstract. The stability of B12 vitamers is affected by interaction with other water-soluble vitamins, UV light, heat, and pH. This study compared the degradation losses in cyanocobalamin, hydroxocobalamin and methylcobalamin due to the physicochemical exposure before and after the addition of sorbitol. The degradation losses of cyanocobalamin in the presence of increasing concentrations of thiamin and niacin ranged between 6%-13% and added sorbitol significantly prevented the loss of cyanocobalamin (p<0.05). Hydroxocobalamin and methylcobalamin exhibited degradation losses ranging from 24%–26% and 48%–76%, respectively; added sorbitol significantly minimised the loss to 10% and 20%, respectively (p < 0.05). Methylcobalamin was the most susceptible to degradation when co-existing with ascorbic acid, followed by hydroxocobalamin and cyanocobalamin. The presence of ascorbic acid caused the greatest degradation loss in methylcobalamin (70%-76%), which was minimised to 16% with added sorbitol (p < 0.05). Heat exposure (100 °C, 60 minutes) caused a greater loss of cyanocobalamin (38%) than UV exposure (4%). However, degradation losses in hydroxocobalamin and methylcobalamin due to UV and heat exposures were comparable (>30%). At pH 3, methylcobalamin was the most unstable showing 79% degradation loss, which was down to 12% after sorbitol was added (p < 0.05). The losses of cyanocobalamin at pH 3 and pH 9 (~15%) were prevented by adding sorbitol. Addition of sorbitol to hydroxocobalamin at pH 3 and pH 9 reduced the loss by only 6%. The results showed that cyanocobalamin was the most stable, followed by hydroxocobalamin and methylcobalamin. Added sorbitol was sufficient to significantly enhance the stability of cobalamins against degradative agents and conditions.


2020 ◽  
Author(s):  
Katsuya Maruyama ◽  
Takashi Ishiyama ◽  
Yohei Seki ◽  
Kounosuke Oisaki ◽  
Motomu Kanai

A novel Tyr-selective protein bioconjugation using the water-soluble persistent iminoxyl radical is described. The conjugation proceeded with high Tyr-selectivity and short reaction time under biocompatible conditions (room temperature in buffered media under air). The stability of the conjugates was tunable depending on the steric hindrance of iminoxyl. The presence of sodium ascorbate and/or light irradiation promoted traceless deconjugation, restoring the native Tyr structure. The method is applied to the synthesis of a protein-dye conjugate and further derivatization to azobenzene-modified peptides.


2019 ◽  
Author(s):  
Nancy Watfa ◽  
Weimin Xuan ◽  
Zoe Sinclair ◽  
Robert Pow ◽  
Yousef Abul-Haija ◽  
...  

Investigations of chiral host guest chemistry are important to explore recognition in confined environments. Here, by synthesizing water-soluble chiral porous nanocapsule based on the inorganic metal-oxo Keplerate-type cluster, {Mo<sub>132</sub>} with chiral lactate ligands with the composition [Mo<sub>132</sub>O<sub>372</sub>(H<sub>2</sub>O)<sub>72</sub>(<i>x-</i>Lactate)<sub>30</sub>]<sup>42-</sup> (<i>x</i> = D or L), it was possible to study the interaction with a chiral guest, L/D-carnitine and (<i>R</i>/<i>S</i>)-2-butanol in aqueous solution. The enantioselective recognition was studied by quantitative <sup>1</sup>H NMR and <sup>1</sup>H DOSY NMR which highlighted that the chiral recognition is regulated by two distinct sites. Differences in the association constants (K) of L- and D-carnitine, which, due to their charge, are generally restricted from entering the interior of the host, are observed, indicating that their recognition predominantly occurs at the surface pores of the structure. Conversely, a larger difference in association constants (K<i><sub>S</sub></i>/K<i><sub>R</sub></i> = 3) is observed for recognition within the capsule interior of (<i>R</i>)- and (<i>S</i>)-2-butanol.


2021 ◽  
Vol 8 (1) ◽  
pp. 9
Author(s):  
Laura Brelle ◽  
Estelle Renard ◽  
Valerie Langlois

A novel generation of gels based on medium chain length poly(3-hydroxyalkanoate)s, mcl-PHAs, were developed by using ionic interactions. First, water soluble mcl-PHAs containing sulfonate groups were obtained by thiol-ene reaction in the presence of sodium-3-mercapto-1-ethanesulfonate. Anionic PHAs were physically crosslinked by divalent inorganic cations Ca2+, Ba2+, Mg2+ or by ammonium derivatives of gallic acid GA-N(CH3)3+ or tannic acid TA-N(CH3)3+. The ammonium derivatives were designed through the chemical modification of gallic acid GA or tannic acid TA with glycidyl trimethyl ammonium chloride (GTMA). The results clearly demonstrated that the formation of the networks depends on the nature of the cations. A low viscoelastic network having an elastic around 40 Pa is formed in the presence of Ca2+. Although the gel formation is not possible in the presence of GA-N(CH3)3+, the mechanical properties increased in the presence of TA-N(CH3)3+ with an elastic modulus G’ around 4200 Pa. The PHOSO3−/TA-N(CH3)3+ gels having antioxidant activity, due to the presence of tannic acid, remained stable for at least 5 months. Thus, the stability of these novel networks based on PHA encourage their use in the development of active biomaterials.


Antibiotics ◽  
2021 ◽  
Vol 10 (2) ◽  
pp. 180
Author(s):  
Kouki Shimizu ◽  
Issei Seiki ◽  
Yoshiyuki Goto ◽  
Takeshi Murata

The intestinal pH can greatly influence the stability and absorption of oral drugs. Therefore, knowledge of intestinal pH is necessary to understand the conditions for drug delivery. This has previously been measured in humans and rats. However, information on intestinal pH in mice is insufficient despite these animals being used often in preclinical testing. In this study, 72 female ICR mice housed in SPF (specific pathogen-free) conditions were separated into nine groups to determine the intestinal pH under conditions that might cause pH fluctuations, including high-protein diet, ageing, proton pump inhibitor (PPI) treatment, several antibiotic treatment regimens and germ-free mice. pH was measured in samples collected from the ileum, cecum and colon, and compared to control animals. An electrode, 3 mm in diameter, enabled accurate pH measurements with a small amount of gastrointestinal content. Consequently, the pH values in the cecum and colon were increased by high-protein diet, and the pH in the ileum was decreased by PPI. Drastic alkalization was induced by antibiotics, especially in the cecum and colon. The alkalized pH values in germ-free mice suggested that the reduction in the intestinal bacteria caused by antibiotics led to alkalization. Alkalization of the intestinal pH caused by antibiotic treatment was verified in mice. We need further investigations in clinical settings to check whether the same phenomena occur in patients.


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