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3328-69-6Relevant academic research and scientific papers
Type 3 Copper Model Chemistry. Dioxygen Activation by Binuclear Two-co-ordinate Copper(I) Complexes derived from L-Histidine and L-Nτ-Methylhistidine
Casella, Luigi,Rigoni, Luigi
, p. 1668 - 1669 (1985)
The reaction of dioxygen with the binuclear two-co-ordinate copper(I) complexes derived from the condensation of benzene-1,3-dicarbaldehyde and two molecules of L-histidine methyl ester or L-Nτ-methylhistidine methyl ester occurs with hydroxylation of the aromatic nucleus at position 2, producing binuclear phenoxy-bridged copper(II) complexes.
Synthesis and Reactivity of a Family of Copper Monooxygenase Model Systems
Casella, Luigi,Gullotti, Michele,Pallanza, Gianfranco,Rigoni, Luigi
, p. 4221 - 4227 (1988)
A series of binuclear copper(I) complexes with the bis(imines) derived from the condensation of benzene-1,3-dicarboxaldehyde and two molecules of histamine (1), L-histidine methyl ester (2), Nτ-methylhistamine (3), and Nτ-methyl-L-histidine methyl ester (4), have been synthesized and characterized.The ligands provide two hydrogen donors, from an imine and an imidazole group, to each copper(I) center, but a molecule of solvent is additionally coordinated to the metal in solution.The complexes 3 and 4 undergo ready aromatic hydroxylation at position 2 of the phenyl nucleus when reacted with molecular oxygen in solution.The stoichiometry of the reaction is 1:2 O2/Cu, and the products formed are the corresponding binuclear, four-coordinate μ-phenoxo and μ-hydroxo copper(II) complexes.This reaction mimics the reactivity of the copper monooxygenase tyrosinase. For complexes 1 and 2 such a hydroxylation reaction can be observed only in protic solvents and is in competition with simple copper(I) oxidation.When 1 and 2 are reacted with O2 in nonprotic solvents, only copper(I) oxydation occurs, to form μ-imidazolato copper(II) compounds, with a stoichiometry of 1:4 O2/Cu.The ratio between hydroxylation and oxidation can be shifted in favor of the former reaction by addition of small amounts of acid.The products resulting from the oxygenation of 1-4 have also been isolated and characterized.The copper(I) complexes form weak three-coordinate adducts when reacted with CO (ν(CO) at 2088-2906 cm-1) and four-coordinate adducts when carbonylation reaction is carried out in the presence of excess imidazole (ν(CO) at 2069-2073 cm-1).These $v(CO) data are discussed in relation to those of other Cu(I) systems and carbonyl hemocyanin.
Method for preparing kit for detecting cysteine
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Paragraph 0043; 0045; 0046; 0047; 0048; 0049; 0050, (2018/07/15)
The invention relates to a method for preparing a kit for detecting cysteine. The kit can generate action with the cysteine, has the characteristics of high sensitivity and selectivity, can be appliedin high-sensitivity and high-selectivity recognition of the cysteine or can be used for measuring the concentration of the cysteine in a sample.
For the preparation of a fluorescent probe for detecting the cysteine of the method (by machine translation)
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Paragraph 0040; 0042; 0043; 0044; 0045; 0046, (2018/07/15)
The invention relates to a preparation for detecting cysteine of the fluorescence probe method. The invention prepared by the method of the probe can be cysteine role, and has the characteristics of high sensitivity and selectivity, can be in the cysteine with high sensitivity and high selectivity in the identification of the application, or it may be measuring in a sample the concentration of the cysteine. (by machine translation)
Kit for detecting cysteine
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Paragraph 0043-0050, (2018/09/08)
The invention relates to a kit for detecting cysteine. The kit can act with the cysteine, and has the characteristics of high sensitivity and high selectivity. The kit can be applied to high-sensitivity and high-selectivity recognition in cysteine, or can be used for testing the cysteine concentration in a sample.
Ratio-type near-infrared cysteine fluorescent probe
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Paragraph 0043; 0044; 0045; 0046; 0047; 0048; 0049; 0050, (2018/07/15)
The invention relates to a ratio-type near-infrared cysteine fluorescent probe that may act with cysteine and that has high sensitivity and selectivity. The ratio-type near-infrared cysteine fluorescent probe is applicable to high-sensitivity and high-selectivity recognition of cysteine or measurement of cysteine concentration in a sample.
Readily prepared inclusion forming chiral calixsalens
Janiak, Agnieszka,Petryk, Ma?gorzata,Barbour, Leonard J.,Kwit, Marcin
supporting information, p. 669 - 673 (2016/01/12)
Calixsalens, chiral triangular hexaimines are readily synthesized by [3 + 3] cyclocondensation of trans-(R,R)-1,2-diaminocyclohexane with 2-hydroxyisophthalaldehyde derivatives. The usually rigid calixsalen ring is able to invert its conformation as a consequence of steric repulsion between bulky substituents at the C5 positions of the aromatic rings. The steric and electronic nature of the substituents does not affect only the conformation of the macrocycle. Small polar substituents enforce dimeric self-association to form an apohost where each of the monomers simultaneously serves as the host and the guest of its partner. Non-associating calixsalens form assemblies in which two symmetry-related molecules are arranged in a head-to-head fashion to form a capsule, or unimolecular cages that are able to entrap solvent molecules in their intrinsic voids.
Synthesis of salicylaldehydes from phenols via copper-mediated duff reaction
Fu, Xue-Wen,Pu, Wen-Chen,Zhang, Guo-Lin,Wang, Chun
, p. 8147 - 8158 (2015/02/19)
A copper-mediated Duff reaction for ortho-selective formylation of phenols has been developed. In the presence of copper species, significant improvements of yield and ortho-selectivity of the Duff formylation were achieved, which provides an easy access to salicylaldehydes from phenols.
Discovery of novel small molecule inhibitors of dengue viral NS2B-NS3 protease using virtual screening and scaffold hopping
Deng, Jing,Li, Ning,Liu, Hongchuan,Zuo, Zhili,Liew, Oi Wah,Xu, Weijun,Chen, Gang,Tong, Xiankun,Tang, Wei,Zhu, Jin,Zuo, Jianping,Jiang, Hualiang,Yang, Cai-Guang,Li, Jian,Zhu, Weiliang
experimental part, p. 6278 - 6293 (2012/09/07)
By virtual screening, compound 1 was found to be active against NS2B-NS3 protease (IC50 = 13.12 ± 1.03 μM). Fourteen derivatives (22) of compound 1 were synthesized, leading to the discovery of four new inhibitors with biological activity. In order to expand the chemical diversity of the inhibitors, small-molecule-based scaffold hopping was performed on the basis of the common scaffold of compounds 1 and 22. Twenty-one new compounds (23, 24) containing quinoline (new scaffold) were designed and synthesized. Protease inhibition assays revealed that 12 compounds with the new scaffold are inhibitors of NS2B-NS3 protease. Taken together, 17 new compounds were discovered as NS2B-NS3 protease inhibitors with IC50 values of 7.46 ± 1.15 to 48.59 ± 3.46 μM, and 8 compounds belonging to two different scaffolds are active to some extent against DENV based on luciferase reporter replicon-based assays. These novel chemical entities could serve as lead structures for discovering therapies against DENV.
Efficient synthesis and molecular structure of 2-hydroxyisophthaldehyde
Zondervan, Charon,Van Den Beuken, Esther K.,Kooijman, Huub,Spek, Anthony L.,Feringa, Ben L.
, p. 3111 - 3114 (2007/10/03)
A new highly effective procedure has been developed for the preparation of 2-hydroxyisophthaldehyde from 2,8-dimethylphenol.The X-ray crystal structure shows infinite chains of molecules joined by hydrogen bonds.
