- Determination of carbohydrates as their p-sulfophenylhydrazones by capillary zone electrophoresis
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p-Hydrazinobenzenesulfonic acid was explored as an ultraviolet labeling reagent for capillary electrophoresis of mono-, di- and trisaccharides. The labeling reaction that produces p-sulfophenylhydrazines took less than 8 min, and introduced both chromphore and charged groups into the carbohydrate molecules. The derivatives of nine mono- and disaccharides were completely separated in 9 min using a 100 mM borate buffer at pH 10.24. On-column UV detection at 200 nm allowed the detection of glucose with a mass detection limit of 17.6 fmol or a concentration limit of 3.6 μM. Reproducible quantification of carbohydrates was achieved in the concentration range of 0.1-9.1 mM in reaction solution. The method was applied successfully to determine the monosaccharide composition of laminaran.
- Wang, Xiaoyan,Chen, Yi
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- Synthesis characterization and antibacterial activity of Cr (III), Co (III), Fe (II), Cu (II), Ni (III) complexes of 4-(2-(((2-hydroxy-5-nitrophenyl) diazenyl) (phenyl) methylene) hydrazinyl) benzene sulfonic acid based formazan dyes and their applications on leather
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A novel series of un-metallized and metal complexes formazan dye (12–17) have been synthesized in an aqueous system, without using Buffers, with cost-effectiveness and improved fastness properties. The synthetic methodology involved the synthesis of 4-(2-(((2-hydroxy-5-nitrophenyl) diazenyl) (phenyl) methylene) hydrazinyl) benzene sulfonic acid followed by diazotization of 4-nitroamisnophenol which further coupled with coupler reagent i.e. 4-[(2Z)-2-benzylidenehydrazinyl] benzene sulfonic acid. Multichromic metal complexes of 4-(2-(((2-hydroxy-5-nitrophenyl) diazenyl) (phenyl) methylene) hydrazinyl) benzene sulfonic acid (1:1 and 2:1) were synthesized with the salts of Chromium, Iron, Cobalt, Copper and Nickel. Newly synthesized metal complexes were characterized by Ultraviolet–visible (UV–Vis), Fourier transforms infrared (FT-IR), Proton nuclear magnetic resonance (1H NMR), C13-nuclear magnetic resonance (13C NMR), powder X-ray crystallography (XRD) and elemental analysis. Their performance as colorant material for different fastness properties like light fastness, wash fastness, perspiration fastness were evaluated on leather fabric and were shown to possess good fastness properties 3–5, 4–5, 3–5, and 4–5 respectively. The synthesized formazan dyes were also demonstrated the high percentage value of exhaustion and fixation on leather ranging from 91–97% and 90–98% respectively. The synthesized un-metallized and metal complex formazan dyes were ranged in color from Blue, violet, Green, Brown to Red. Antibacterial activity of synthesized formazan dyes was determined in solution by agar well diffusion method and on leather using the dyed leather fabric with synthesized dyes as model system. Maximum antibacterial activity in solution with ZOIs (19 ± 0.05 mm, 25 ± 0.07 mm, 23 ± 0.09 mm, 27 ± 0.03 mm) and significant % reduction in bacterial growth on leather (56 ± 0.03%, 65 ± 0.07%, 70 ± 0.05%, and 72 ± 0.08%) was demonstrated by chromium complex (15) against E. coli, S. aureus, Klebsiella and B. subtilis respectively.
- Khan, Shakeel Ahmad,Shahid, Sammia,Kanwal, Sadia,Hussain, Ghulam
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- Synthesis, DFT, computational exploration of chemical reactivity, molecular docking studies of novel formazan metal complexes and their biological applications
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The computational exploration of chemical reactivity and molecular docking of the synthesized formazan compounds (S1-S6) were studied. Further, their antimicrobial activity against bacterial strains (S. epidermidis, B. cereus, K. pneumoniae and P. aeruginosa) and against fungal strains (T. mentagrophytes, C. albicans, A. niger, S. cerevisiae and C. glabrata) using agar diffusion method and antioxidant activity following DPPH inhibition assays were evaluated. Anticancer activity was executed in vitro model of human breast carcinoma (MCF-7) cell line. The superior and enhanced antibacterial and antimycotic activities were exhibited by formazan compound (S4) by presenting maximum ZOIs and MICs values. While enhanced antioxidant in terms of percentage inhibition of DPPH and cytotoxic effect on human breast carcinoma-cells demonstrated by formazan compound (S1) which was further validated by the results of molecular docking studies of (S1) with the human estrogen receptor protein. In order to compute quantum chemical reactivity descriptors from conceptual density functional theory (CDFT) point of view of this system, including chemical potential (μ), chemical hardness (η), electrophilicity (ω), condensed Fukui function and dual descriptors are calculated at the same level of calculation. The most active sites of these molecules are determined and correlated with experimental data. The present investigation displays that formazans compounds could be potential drug candidate that constrains the growth of microbial strains, possess ability to cause cytotoxic effect on carcinoma cells and act as effective scavenger for free radical species.
- Khan, Shakeel Ahmad,Rizwan, Komal,Shahid, Sammia,Noamaan, Mahmoud A.,Rasheed, Tahir,Amjad, Hira
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- Synthesis of novel metal complexes of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid formazan dyes: Characterization, antimicrobial and optical properties studies on leather
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We have developed novel formazan dyes (18–23) of enhanced fastness properties with cost-effectiveness in an aqueous system, without employing any Buffers and organic solvents. Their development was entailed of the synthesis of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid followed by the diazotization of 2-aminobenzoic acid that further reacted with the 4-[(2Z)-2-benzylidenehydrazinyl] benzene sulfonic acid. The multi-chromic (1:1 and 2:1) metal complexes of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid had been developed with the salts of Cr, Fe, Co, Cu and Ni; and they were characterized by elemental analysis, powder X-ray crystallography, Ultraviolet–visible, Fourier transforms infrared, Proton nuclear magnetic resonance and C13-nuclear magnetic resonance spectroscopic techniques. Density functional theory (DFT) studies of all dyes (18–23) were performed to evaluate the most stable geometries and structural parameters as well. The synthesized formazan dyes were evaluated for their different fastness (light, wash, perspiration), exhaustion and fixation properties on goat leather fabric and were revealed to have virtuous fastness properties (3–5, 4–5, 3–5, and 4–5) with high percentage value of exhaustion and fixation ranged from 91 to 97% and 90–98% respectively. The synthesized formazan dyes (18–23) were developed different colors such as Red, Brown, Green, Black, and Blue on leather. Synthesized formazan dyes were also evaluated for their antibacterial propensity on leather substrate and in solution by agar well diffusion method. The metal complex formazan dye (21) was demonstrated the significant bactericidal propensity against E. coli, S. aureus, Klebsiella and B. subtilis in solution and on leather by exhibiting maximum ZOIs (19 ± 0.05 mm, 25 ± 0.07 mm, 23 ± 0.09 mm, 27 ± 0.03 mm) and percentage reduction in bacterial growth (60 ± 0.03%, 69 ± 0.07%, 80 ± 0.05% and 86 ± 0.08%) respectively. Hence, newly synthesized formazan dyes (18–23) have efficient optical and antibacterial properties that would be proved valuable for the development of new industrial products to be commercialize.
- Khan, Shakeel Ahmad,Shahid, Sammia,Kanwal, Sadia,Rizwan, Komal,Mahmood, Tariq,Ayub, Khurshid
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- Luminescent compounds
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Dyes and photoluminescent compounds based on polymethine dyes that contain at least one alkyl-phosphonate or substituted alkyl-phosphonate group, including the synthetic precursors, methods of synthesis, and applications thereof. Certain embodiments include heterocyclic ring systems and polymethine linkage are selected such that the resulting polymethine dye is a cyanine dye, a merocyanine dye, or a styryl dye.
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(2013/11/04)
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- LUMINESCENT COMPOUNDS
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Dyes and photoluminescent compounds based on polymethine dyes that contain at least one alkyl-phosphonate or substituted alkyl-phosphonate group, including the synthetic precursors, methods of synthesis, and applications thereof. Certain embodiments include heterocyclic ring systems and polymethine linkage are selected such that the resulting polymethine dye is a cyanine dye, a merocyanine dye, or a styryl dye.
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- INDICYANINE DYES AND THE DERIVATIVES THEREOF FOR ANALYSING BIOLOGICAL MICROMOLECULES
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The invention relates to two series of synthesised indolenine pentamethine dyes (37 compounds) comprising a reactive group in the third and fifth positions of the indolenine cycle, respectively. A method for producing, extracting and purifying the dyes and the precursors thereof, consisting in determining the absorption and fluorescence maxima, molecular extinction factors, fluorescence quantum yields, relative fluorescence effectiveness at excitation on a wavelength of 635 nm (detection of 670 nm) and 655 nm (detection of 690 nm), relative light stability and comparative sensitivity of detection of marked oligonucleotides on biochips of the claimed dyes, is disclosed. The use of the claimed dyes in the form of fluorescent marks for oligonucleotide and protein chips is also disclosed.
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Page/Page column 40-41
(2010/04/23)
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- LUMINESCENT COMPOUNDS
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Luminescent reporter compounds that are rotaxanes having the structure where B—Z—C is a reporter molecule based on a cyanine, squaric acid, or other reporter, and K is a macrocycle that encircles and interlocks with the reporter molecule. Applications of the reporter compounds are provided, as well as reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing the reporter compounds.
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- Virtual ligand screening of the p300/CBP histone acetyltransferase: Identification of a selective small molecule inhibitor
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The histone acetyltransferase (HAT) p300/CBP is a transcriptional coactivator implicated in many gene regulatory pathways and protein acetylation events. Although p300 inhibitors have been reported, a potent, selective, and readily available active-sitedirected small molecule inhibitor is not yet known. Here we use a structure-based, in silico screening approach to identify a commercially available pyrazolone- containing small molecule p300 HAT inhibitor, C646. C646 is a competitive p300 inhibitor with a Ki of 400 nM and is selective versus other acetyltransferases. Studies on site-directed p300 HAT mutants and synthetic modifications of C646 confirm the importance of predicted interactions in conferring potency. Inhibition of histone acetylation and cell growth by C646 in cells validate its utility as a pharmacologic probe and suggest that p300/CBP HAT is a worthy anticancer target.
- Bowers, Erin M.,Yan, Gai,Mukherjee, Chandrani,Orry, Andrew,Wang, Ling,Holbert, Marc A.,Crump, Nicholas T.,Hazzalin, Catherine A.,Liszczak, Glen,Yuan, Hua,Larocca, Cecilia,Saldanha, S. Adrian,Abagyan, Ruben,Sun, Yan,Meyers, David J.,Marmorstein, Ronen,Mahadevan, Louis C.,Alani, Rhoda M.,Cole, Philip A.
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p. 471 - 482
(2011/08/06)
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- Methods and Compositions for Modulating P300/CBP Activity
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The present invention relates to a method for identifying compounds that modulate the activity of p300/CBP. Compounds of the invention are identified by designing or screening for a compound which binds to at least one amino acid residue of the newly identified lysine-CoA inhibitor binding site, L1 loop, electronegative pocket, or electronegative groove of the HAT domain of p300/CBP and testing the compound for its ability to modulate the activity of p300/CBP. Compositions and methods for preventing or treating diseases or disorders associated with p300/CBP are also provided as is a method for producing a semi-synthetic HAT domain.
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(2010/09/05)
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- Luminescent compounds
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The invention provides reporter compounds based on squaric, croconic, and/or rhodizonic acid, among others, reactive intermediates used to synthesize the reporter compounds, and methods of synthesizing and using the reporter compounds, among others. The reporter compounds relate generally to the following structure: Here, Z is a four, five, or six-member aromatic ring, and A, B, C, D, E, and F are substituents of Z, where F is absent when Z is a five-member ring, and where E and F are absent when Z is a four-member ring. A, B, C, D, E, and F are selected from a variety of elements and groups, including but not necessarily limited to O, S, Se, Te, C(Ra)(Rb), N—Rc, N(Rd)(Re), W1, and W2.
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- Luminescent compounds
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Luminescent compounds, reactive intermediates used to synthesize luminescent compounds, and methods of synthesizing and using luminescent compounds. These compounds may be based on squaric, croconic, and rhodizonic acid, and their analogs, among others, and relate generally to the structure: where Z is a four, five, or six-member aromatic ring, and A, B, C, D, E, and F are substituents of Z, in any order, that may include O, S, Se, Te, C(Ra)(Rb), N—Rc, N(Rd)(Re), W1, and W2. Generally, each compound includes at least one of W1 or W2, where W1 and W2 have the structures: respectively. The compounds may include a reactive group and/or a carrier. The luminescent compounds may be useful in both free and conjugated forms as probes, labels, and/or indicators.
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- Luminescent compounds
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Luminescent compounds, reactive intermediates used to synthesize luminescent compounds, and methods of synthesizing and using luminescent compounds. These compounds may be based on squaric, croconic, and rhodizonic acid, and their analogs, among others, and relate generally to the structure: where Z is a four, five, or six-member aromatic ring, and A, B, C, D, E, and F are substituents of Z, in any order, that may include O, S, Se, Te, C(Ra)(Rb), N-Rc, N(Rd)(Re), W1, and W2. Generally, each compound includes at least one of W1 or W2, where W1 and W2 have the structures: respectively. The compounds may include a reactive group and/or a carrier. The luminescent compounds may be useful in both free and conjugated forms as probes, labels, and/or indicators.
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- Iron-complexed formazan dyes for polyamide and protein substrates
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A family of 1:2 Fe-complexed formazan dyes is described. The dyes unexpectedly afford reddish-violet, violet, blue and black shades on natural and synthetic substrates. Methods for synthesizing the dyes and for dyeing a substrate are described. The dyes represent environmentally friendly alternatives to conventional Cr- and Co-based azo and formazan dyes.
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