462-20-4Relevant articles and documents
Design and development of the first peptide-chelating bisphosphane bioconjugate from a novel functionalized phosphorus(III) hydride synthon
Gali, Hariprasad,Karra, Srinivasa R.,Reddy, V. Sreenivasa,Katti, Kattesh V.
, p. 2020 - 2023 (1999)
Remarkable oxidative stability is shown by the carboxylate- functionalized primary bisphosphane 1. Compound 1 can be used in conjugation reactions with biomolecules for functionalization through the COOH group without prior protection of PH2 groups. A novel water-soluble bisphosphane was obtained by reaction of the PH2 groups of 1 with formaldehyde under mild conditions.
Metal ion induced fluorescence resonance energy transfer between crown ether functionalized quantum dots and rhodamine B: Selectivity of K+ ion
Lee, Hsin-Lung,Dhenadhayalan, Namasivayam,Lin, King-Chuen
, p. 4926 - 4933 (2015)
We report a ratiometric fluorescent metal ion sensor based on the mechanism of fluorescence resonance energy transfer (FRET) between synthesized 15-crown-5-ether capped CdSe/ZnS quantum dots (QDCE) and 15-crown-5-ether attached rhodamine B (RBCE) in pH 8.3 buffer solution. Fluorescence titration with different metal ions in pH 8.3 buffer solution of the QDCE-RBCE conjugate showed a decrease and an increase in the fluorescence intensity for QDCE and RBCE moieties respectively due to FRET from QDCE to RBCE. This sensor system shows excellent selectivity towards K+ ions resulting in increasing efficiency of FRET. Energy transfer efficiency depends on the affinity between metal ions and crown ether functionalized with QDCE/RBCE. The detailed analysis of FRET was explored. This water soluble ratiometric sensor system can act as a good FRET probe for sensing applications especially in biological systems.
Design and characterization of α-lipoic acyl shikonin ester twin drugs as tubulin and PDK1 dual inhibitors
Lin, Hong-Yan,Han, Hong-Wei,Sun, Wen-Xue,Yang, Yu-Shun,Tang, Cheng-Yi,Lu, Gui-Hua,Qi, Jin-Liang,Wang, Xiao-Ming,Yang, Yong-Hua
, p. 137 - 150 (2018)
Shikonin exhibits powerful anticancer activities for various cancer cells, but its poor solubility and strong toxicity hinder its development as clinical anticancer agent. We previously confirmed that shikonin and its derivatives can disturb mitosis through targeting tubulin. In this study, α-lipoic acid, the naturally-occurring co-factor of pyruvate dehydrogenase (PDH), was introduced into shikonin to design the twin drugs against both mitosis (tubulin) and glycolysis (PDK). 18 kinds of α-lipoic acid shikonin ester derivatives were achieved through three rounds of screening process performed by computer assistant drug design method, being designated as the outstanding compounds. Among them, 1c displayed the most potent cytotoxicity towards cervical cancer cells (HeLa) with an IC50 value of 3.14 ± 0.58 μM and inhibited xenotransplanted tumor growth in a dose-dependent manner. Further pharmacologic study demonstrated that 1c can cause cell cycle arrest in G2/M phase as tubulin polymerization inhibitor. Moreover, it also showed good PDK1 inhibitory activity, promoting PDH activity and forced HeLa cells to process more aerobic metabolism to undergo cell apoptosis. We reported here the first dual inhibitors of tubulin and PDK1 based on shikonin. It may form a basis for shikonin optimization through twin drug design framework for the discovery of new and potent shikonin derivatives in the study of targeted cancer therapy.
Facile synthesis of water-soluble fluorescent silver nanoclusters and HgII sensing
Adhikari, Bimalendu,Banerjee, Arindam
, p. 4364 - 4371 (2010)
A single step facile synthesis of highly emissive, water-soluble, fluorescent Ag nanoclusters has been reported using a small molecule, dihydrolipoic acid. These clusters were characterized using ultraviolet/visible (UV/vis) spectroscopy, photoluminescence spectroscopy, Fourier transform infrared spectroscopy (FT-IR), high-resolution transmission electron microscopy (HR-TEM), dynamic light scattering (DLS), and X-ray diffraction (XRD) studies. Mass spectrometric analysis shows the presence of a few atoms in nanoclusters containing only Ag4 and Ag5. The reported fluorescent Ag nanoclusters show excellent optical properties, including narrow emission profile, larger Stokes shift (more than 200 nm), and good photostability. Interestingly, these nanoclusters also exhibit semiconducting property. Moreover, as-prepared fluorescent Ag nanoclusters have been utilized as an indicator for selective and ultrasensitive detection of highly toxic Hg II ions in water, even at subnanomolar concentrations.
Highly chemiluminescent gold nanopopcorns functionalized by N-(aminobutyl)-N-(ethylisoluminol) with lipoic acid as a co-stabilizing reagent
Zhang, Hongli,Liu, Mengxiao,Huang, Guangming,Yu, Yuqi,Shen, Wen,Cui, Hua
, p. 970 - 977 (2013)
Herein we report a novel facile synthesis of Au nanopopcorns (AuNPCs) with high chemiluminescent yield by reducing (±)-α-lipoic acid (LA) and HAuCl4 with N-(aminobutyl)-N-(ethylisoluminol) (ABEI) in ethyl alcohol solution at room temperature through a seed growth method. The morphologies of AuNPCs could be changed by adjusting the mole ratios of ABEI, LA and HAuCl4. The characterization results demonstrated that ABEI and the reduction product of LA as stabilizers were coated on the surface of AuNPCs during the synthesis. The AuNPCs, functionalized with ABEI, could react with various oxidants (H2O2, KMnO4, NaClO, Fe(CN)63- and AgNO3) to produce chemiluminescence (CL). The special morphology of AuNPCs maintains the large specific surface area, inherited from its shape and demonstrated excellent catalytic property when involved in CL reaction with H2O2. Thus the CL efficiency of AuNPCs was more than two orders of magnitude higher than that of ABEI functionalized gold nanoparticles in our previous work. The AuNPCs are capable of direct conjugation with protein and DNA while maintaining their luminescent properties, thus they could be potentially useful as a bio-probe for immunoassays and DNA assays. The Royal Society of Chemistry 2013.
NOVEL LIPOIC ACID-HETEROCYCLE THIOACETAL COMPOUNDS AND USES OF THE SAME
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Paragraph 0107-0110, (2021/05/04)
The present invention relates to a novel lipoic acid - heterocycle thioacetal compound which converts a lipoic acid having an unstable disulfide structure into a thioacetal, and to the use thereof. The present invention relates to a pharmaceutical composition comprising a lipoic acid - heterocyclic thioacetal compound for preventing or treating degenerative diseases and a health supplement food composition for preventing or alleviating a degenerative disease.
Preparation method of lipoic acid impurity A
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, (2021/08/11)
The invention relates to a preparation method of a lipoic acid impurity A, and belongs to the field of compound synthesis. The invention aims to overcome the defects of complex operation and harsh reaction conditions in the prior art, and provides the preparation method of the lipoic acid impurity A. The preparation method is mild in condition and high in product purity. The preparation method comprises the following steps: (1) dissolving lipoic acid in a reaction solvent, adding an oxidant for reaction, and removing solids and the solvent after the reaction is completed to obtain a compound B; (2) respectively adding the compound B, sodium thiosulfate and a catalyst into water, then adding hydrochloric acid, carrying out hydrolysis ring-opening reaction, and filtering after the reaction is completed to obtain a compound C; and (3) respectively adding the compound C, sodium sulfide and formaldehyde into the reaction solvent for reaction, extracting after the reaction is completed, drying, and purifying to obtain a compound D lipoic acid impurity A. The method is mild in condition, and the prepared lipoic acid impurity A is high in purity.
PROCESS FOR THE PRODUCTION OF DIHYDROLIPOIC ACID
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Paragraph 0058, (2019/09/20)
The present invention relates to a multi-step process for the production of dihydrolipoic acid, which can particularly be carried out as a one-pot reaction and without isolation of intermediates.