2005 Volume 16 Issue 12

Synthesis and Characterization of Dual Acidic Ionic Liquids
Xiao Hua WANG , Guo Hong TAO , Zi Yan ZHANG , Yuan KOU
2005, 16(12): 1563-1565
[Abstract](176) [FullText HTML] [PDF 1074KB](0)
Abstract:
Novel ionic liquids with dual acidity, of which the cation contains Brønsted acidity and anions contain Lewis acidity were synthesized. These ionic liquids obtained were identified by NMR,FT-IR, SDT and FAB-MS. Their acidities were determined by pyridine probe on IR spectrography.
The Reductive Addition Reaction of Substituted 2-Chloromethyl-1,3,4-oxadiazole to Aldehydes and Ketones Promoted by Samarium Diiodide
Xiao Liang XU , Wei Min ZHU , Yong Min ZHANG
2005, 16(12): 1566-1568
[Abstract](203) [FullText HTML] [PDF 1201KB](0)
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1-(β-Hydroxyalkyl)-1,3,4-oxadiazole derivatives were synthesized via reductive addition reactions of 2-chloromethyl-1,3,4-oxadiazole with carbonyl compounds under mild condifons promoted by SmI2.
Synthesis and Determination of Absolute Configuration of a Divergent Polyhydroxy Enyne Compound
Zhi Jie XUE , Yuan Chao LI
2005, 16(12): 1569-1572
[Abstract](178) [FullText HTML] [PDF 1324KB](0)
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Polyhydroxy enyne compound (+)-(1'S, 2R, 3S, 5S, 6S)-5,6-dimethoxy-5, 6-dimethyl-2-(1'-hydroxylpropyl-2-ne)-3-vinyl-1,4-dioxane has been synthesized from D-(-)-tartaric acid. A new chiral center was established by nucleophilic addition with 87% de. The modified Mosher's method was employed to confirm the absolute configuration of 17, which assigned the S-configuration at the new chiral center.
Regioselective Propargylation of Aldehydes with Propargyl Bromide Mediated by Sn-In in Aqueous Media under Microwave Irradiation
Cheng Zhi GU , Qian Rong LI , Hao YIN
2005, 16(12): 1573-1576
[Abstract](177) [FullText HTML] [PDF 2025KB](0)
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Tin-indium were employed in the propargylations of various aldehydes with propargyl bromide in the presence of SnCl2 and C6H5(CH3)3NBr under microwave irradiation to afford the corresponding homopropargyl alcohols exclusively in high yields. All the reactions were completed smoothly in predominantly aqueous media in 200 seconds only.
Synthesis of Racemic Bis[2-(6-fluoro-2-chromanyl)-2-hydroxyethyl]-amine Methanesulfonic Acid Salt Using Lithium Aluminum Amide as a Promoter in Regioselective Ring Opening of Epoxide
Yun Xu YANG , Nai Xing WANG , Ya Lan XING , Wu Wei WANG , Jia ZHAO , Gui Xia WANG , Shi TANG
2005, 16(12): 1577-1580
[Abstract](196) [FullText HTML] [PDF 1650KB](1)
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Lithium aluminium amide [LiAl(NHR)4]5 obtained by treating the primary amine 4 with UAIH4 could promote the ring opening of epoxide 2 and led to high regioselective product of racemic bis[2-(6-fluoro-2-chromanyl)-2-hydroxyethyl]amine methanesulfonic acid salt 7.
Unexpected Synthesis of 2, 2'-[1-(4-Methoxyphenoxy)propane-2, 2-diyl]bis(5-methoxy-3-methylbenzofuran)
Yu Dong SHEN , Hai Qiang WU , Lin Kun AN , Zhi Shu HUANG , Xian Zhang BU , Lian Quan GU
2005, 16(12): 1581-1583
[Abstract](172) [FullText HTML] [PDF 982KB](0)
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A new bisbenzofuran analogue was achieved unexpectedly in one step procedure from 1-(4-methoxyphenoxy)acetone I by using Amberlyst 15 resin as catalyst in excellent yield.The structure was elucidated by spectroscopy analysis including 1H-NMR, 13C-NMR, DEPT,ESI-MS, element analysis.
Formation, Structure and In Vitro Antitumour Activity of a Novel Binuclear Organotin Complex
Lai Jin TIAN , Yu Xi SUN , Guo Ming YANG , Bo Chu QIAN , Zhi Cai SHANG
2005, 16(12): 1584-1586
[Abstract](177) [FullText HTML] [PDF 1170KB](1)
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A 1:1 reaction of triphenyltin chloride with potassium N-[(3,5-dibromo-2-hydroxyl-phenyl)methylene]valinate in benzene led to the formation of a novel mixed organotin dinuclear complex,(HL)SnPh3·Ph2SnL[L=2-O-3,5-Br2C6H3CH=NCH(i-Pr)COO],by means of a facile phenyl-tin bond cleavage process. In the complex, there are two distinct types of carboxylate moieties and a trans-O2SnC2N and a trans-O2SnC3 in distorted trigonal bipyramidal geometries were bridged by a carboxylate group. In vitro antimmor activity of the complex against three human tumour cell lines (HeLa, CoLo205 and MCF-7) was found to be much higher than cis-platin used in clinic.
A Green Synthesis of 2-Ethylanthraquinone by Dehydration of 2-(4'-ethylbenzoyl) benzoic Acid over Solid Acid Catalysts
Ren Shu XU , Xin Wen GUO , Gui Ru WANG , Zhu Xia ZHANG
2005, 16(12): 1587-1589
[Abstract](181) [FullText HTML] [PDF 1087KB](1)
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The dehydration of 2-(4'-ethylbenzoyl) benzoic acid (BE acid) to 2-ethylanthraquinone(2-EAQ) was investigated over solid acid catalysts. The results showed that H-beta zeolite catalyst modified by dilute HNO3 solution exhibited an excellent performance. In our study, theconversion of BE acid can reach 96.7%, and the selectivity to 2-EAQ is up to 99.6%.
A Simple and Selective Procedure for α-Bromination of Alkanones with [Bmim]Br3 as a Promoter under Solvent-free Conditions
Sheng Jian ZHANG , Zhang Gao LE
2005, 16(12): 1590-1592
[Abstract](205) [FullText HTML] [PDF 1068KB](0)
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Reaction of alkanones with 1-butyl-3-methylimidazolium tribromide ([Bmim]Br3) under solvent-free conditions, selectively gave the corresponding α-bromoalkanones with excellentyields.
Approach to N-Alkoxy-2-oxoindole for Mimicing SERMs Structure
Ji Cheng CHU , Dong Zhi LIU , Hong Sheng GUO , Kang ZHAO
2005, 16(12): 1593-1596
[Abstract](202) [FullText HTML] [PDF 1209KB](1)
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Treatment of N-alkoxyamides with bis(trifluoroacetoxy)iodobenzene generated electron deficient nitrogen species, which readily cyclized onto aromatic ring to give N-alkoxy-2-oxoindoles. The effect of different substituent on aromatic ring to the electrophilic substitution was studied.
Synthesis and Characterization of a Hydrophilic/Hydrophobic IPN Composed of Poly(vinyl alcohol) and Polystyrene
Yi Zhen TAN , Man Cai XU , Hai Tao LI
2005, 16(12): 1597-1599
[Abstract](178) [FullText HTML] [PDF 965KB](0)
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A hydrophilic/hydrophobic interpenetrating polymer network (IPN) of poly (vinyl alcohol)/polystyrene was prepared by conversion of the IPN of poly (vinyl acetate)/polystyrene. The hydrophilic/hydrophobic IPN was characterized by FT-IR and DSC, and the swelling ratios of the IPN in different solvents were measured.
Grafting of Hexafluoropropylene onto Polytetramethylene Glycol by Radical Reaction
Zhen GE , Xing Yuan ZHANG , Jia Bing DAI , Xiao Le TAO
2005, 16(12): 1600-1602
[Abstract](168) [FullText HTML] [PDF 1117KB](0)
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A well-defined modiftcation of polytetramethylene glycol (PTMG) was realized by radical grafting with hexafluoropropylene (HFP). The structure of grafted product was confirmed by means of IR, 1H NMR and 13C NMR. The effects of the amount of initiator, reaction time and temperature on the grafting HFP onto PTMG were investigated.
Preparation and Nonlinear Optical Property of Azobenzene Substituted Polyacetylene
Shou Chun YIN , Gang LI , Hong Yao XU , Ya Chen GAO , Yin Lin SONG
2005, 16(12): 1603-1606
[Abstract](188) [FullText HTML] [PDF 1550KB](0)
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Two new functional polyacetylenes bearing different azobenzene group, -{HC=C[azo-N(CH3)CH2CH2OH]}n-, [poly(EHAB); azo=4,4'-azobenzene] and -{HC=C[azo-N(CH3)CH2CH2OCOC3H7]}n-, [poly(EEAB)]} were prepared by [Rh(nbd)Cl]2-Et3N catalysts. Poly(EHAB) has poor solubility while poly(EEAB) can be dissolved in common solvent. The polymers were characterized by FTIR, 1H NMR, UV and GPC. The nonlinear optical property of the soluble poly(EEAB) was investigated with 8 ns width pulse at 532 nm by Z-scan technique. The results show that poly(EEAB) is endowed with the larger third-order nonlinear optical property.
Two Novel Saponins from Lysimachia capillipes
Jing Kui TIAN , Chen XIE , Zhong Mei ZOU , Li Zhen XU , Shi Lin YANG
2005, 16(12): 1607-1610
[Abstract](181) [FullText HTML] [PDF 1192KB](0)
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Two new saponins named capilliposide C 1 and capilliposide D 2 were isolated from the whole plants of Lysimachia capillipes, their structures were determined by 1D and 2D NMR, ESIMS techniques, and chemical methods. Capilliposide C showed significant cytotoxic activity against human A2780 cells.
Sesquiterpenes from Red Alga Laurencia tristicha
Jie SUN , Li Jun HAN , Da Yong SHI , Xiao FAN , Su Juan WANG , Shuai LI , Yong Chun YANG , Jian Gong SHI
2005, 16(12): 1611-1614
[Abstract](173) [FullText HTML] [PDF 1716KB](0)
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Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures were elucidated as (3S, 3αR, 8βS)-(-)-2, 3, 3α, 8β-tetra-hydro-7-bromo-3-hydroxy-3, 3α, 6,8β-tetramethyl-lH-cyclopenta[b]benzofuran, (3R, 3αR, 8βS)-(-)-2,3,3o, 8β-terahydro-7-bromo-3-hydroxy-3, 3α,6,8β-tetramethyl-1H-cyclopenta[b]benzofuranand (3S, 3αR, 8βS)-(-)-2, 3,3α,8β-tetrahydro-3-hydroxy-3,3α,6,8β-tetramethyl-1H-cyclopenta[b]-benzofuran, respectively.
A Novel Sesquiterpene Isolated from Stereum sp. 8954
Guo Hong LI , Ke Qin ZHANG
2005, 16(12): 1615-1617
[Abstract](174) [FullText HTML] [PDF 914KB](0)
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Stereumone A, a novel sesquiterpene was isolated from the fermentation broth of Stereum sp. 8954. Its structure was determined to be 5-hydroxy-6,6,9-trimethyl-4,8a-epoxy-2,3,4a,5,6,7,8a,9-octahydro-4H-naphtho[2,3-b]furan-8-one on the basis of the spectral data.
Two New Eremophilane Sesquiterpene Lactones from Ligularia myriocephala Ling
Jun Xi LIU , Xiao Ning WEI , Yan Ping SHI , Run Hua LU
2005, 16(12): 1618-1620
[Abstract](192) [FullText HTML] [PDF 1055KB](0)
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Two new eremophilane sesquiterpene lactones, lβ-angeloyloxy-6β, 10βdihydroxy-8β-methoxyeremophila-7(11)en-8α,12-olide and 1β-angeloyloxy-6β,10α-dihydroxy-8α-methoxyeremo-phila-7(11)en-8β,12-olide were isolated from the extract of the whole plant of Ligularia myriocephala Ling. Their structures and stereochemistry were elucidated by various spectroscopic methods including intensive 2D-NMR techniques (COSY, gHMQC, gHMBC and 1H-1H NOESY) and HR-ESIMS.
Electrochemistry and In-situ Spectroelectrochemistry Studies of Carbazole and 9-Ethylcarbazole
Zi Pin ZHANG , Bao Kang JIN , Yu Peng TIAN , Shi Jun WANG
2005, 16(12): 1621-1624
[Abstract](189) [FullText HTML] [PDF 1523KB](3)
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echanisms of electron transfer of carbazole (CZ) and 9-ethylcarbazole (ECZ) were studied by electrochemistry and in-situ spectroelectrochemistry. The result indicated that the electrochemical reaction mechanism of ECZ was the same as that of CZ. Both of them undergo ECE process: the initial step is removal of one electron to generate very reactive cation radical, this species then proceeded by deprotonation-coupling reaction to form the corresponding dimer, which was oxidized continuously.
Application of Nanogoid Probe Coupled with Silver Enhancement in Rapid cTnI Colorimetric Immunoassay
Nong Yue HE , Hui Shi GUO , Di YANG , Chun Rong GU , Zhi Ping BIAN , Wen Hui WAN , Ji Nan ZHANG
2005, 16(12): 1625-1628
[Abstract](175) [FullText HTML] [PDF 1712KB](0)
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A rapid, inexpensive, reliable, and flexible quantitative immunoassay for cardiac troponin Ⅰ (cTnI) based on the concepts of one-step dual monoclonal antibody "sandwich" principle. The low density protein array, the nanogold probe, and the silver enhancement on the gold particle were provided. The whole detection procedure of the assay could be fulfilled within 40 min with the pretreated colloidal gold-labeled detection antibody and supporting substrate.The assay showed good specific response to cTnI with very low cross-reactivity ratio to the skeletal isoforms of troponin Ⅰ (sTnI), cardiac troponin T (cTnT), and myoglobin. 588 serum samples were assayed simultaneously by enzyme-linked immuno sorbent assay (ELISA) and this colloidal gold method to test the validity of the method and the data were analyzed using the statistical package SPSS version 11.0 (SPSS Inc.). There was no significant difference between these two assays (P=0.66>0.05). The agreement between this method (≥ or <0.3 ng/mL) and ELISA was 86%.
The Determination of Iodide Based on a Flow-injection Coupling Irreversible Biamperometry
Li Jun LI , Hao CHENG , Wen Yi HUANG , Hong Xing KONG , Jian Ling WU , Jian Ping LU , Wei GAO , Jun Feng SONG
2005, 16(12): 1629-1632
[Abstract](180) [FullText HTML] [PDF 1400KB](0)
Abstract:
A novel flow-injection irreversible biamperometric method is described for the direct determination of iodide. The method is based on electrochemical oxidation of iodide at the gold electrode and the reduction of permanganate at the platinum electrode to form an irreversible biamperometric detection system. Under the applied potential difference of 0 V, in the 0.05mol/L sulfuric acid, iodide can be determined over the range 4.00×10-7-1.00×10-5 mol/L with a sampling frequency of 120 samples per hour. The detection limit for Ⅰ- is 3.0×10-7 mol/L and the RSD for 40 replicate determinations of 4.0×10-5 mol/L potassium iodide is 1.68%. The new method was applied to the analysis of iodide in table salt with satisfactory results.
Metabolism Study on Tobacco-specific N-Nitrosamines in Rabbit by Solid-phase Extraction and Liquid Chromatography-electrospray Ionization-mass Spectrometry Method
Jian Xun ZHANG , Chen Chen LI , Zheng CHEN , Zhi Hua RAO , Da Wei WEN , Ke An LI , Hu Wei LIU
2005, 16(12): 1633-1636
[Abstract](182) [FullText HTML] [PDF 1408KB](0)
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Metabolism of four tobacco-specific N-nitrosamines (TSNAs), N'-nitrosonornicotine(NNN), N'-nitrosoanatabine (NAT), N'-nitrosoanabasine (NAB) and 4-(methyl nitrosamino)-l-(3-pyridyl)-l-butanone (NNK) was studied by solid-phase extraction (SPE) and liquid chromato-graphy-electrospray ionization-mass spectrometry (LC-ESI-MS). SPE and LC-ESI-MS method was evaluated to be rapid, simple, sensitive and selective for analysis of TSNAs in rabbit serum.The doses of TSNAs administrated were 4.666 μg/kg and 11.665 μg/kg according to different levels in cigarettes. Metabolic curves of four TSNAs and 4-(methyl nitrosamino)-1-(3-pyridyl)-1-butanone (NNAL), the metabolite of NNK, were obtained.
Investigation of Spontaneous Condensation of an Amino Acid Based Amphiphile on Cast Film by in situ Transmission FT-IR Spectroscopy
Hai Yan WANG , Yan Mei LI , Yi XIAO , Yu Fen ZHAO
2005, 16(12): 1637-1640
[Abstract](188) [FullText HTML] [PDF 1354KB](0)
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The spontaneous condensation of the amphiphilic N-(O,O-dihexadecyl)phosphoryl-alanine on the cast film was observed by in situ investigation of transmission infrared spectroscopy.The particular orientation and ordered packing of the monomers within the multilayers of the cast film is concluded to attribute to the spontaneous condensation between the monomers.
Effect of Oxygen on Surface Properties and Drug Release Behavior of Plasma Polymer of n-Butyl Methacrylate
Yuan YUAN , Chang Sheng LIU , Yuan ZHANG , Min YIN , Jie XU
2005, 16(12): 1641-1644
[Abstract](182) [FullText HTML] [PDF 1643KB](0)
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The effects of oxygen on the chemical structure, morphology, hydrophilicity and drug release behavior of radio-frequency plasma poly n-butyl methacrylate (PPBMA) thin film were carried out for the first time. ATR-FTIR and XPS showed that oxygen had little influence on the chemical structure and composition of PPBMAs, which did not agree with the thought that the presence of oxygen gas would increase the oxidized carbon functionalities in the plasma polymer.SEM and static contact angle measurement indicated that in case of deposition with oxygen, the smoothness and hydrophilicity of PPBMA were dramatically improved. The drug release behavior showed that drug release from the PPBMA coating without oxygen was biphasic patterns,while from PPBMA coating with oxygen was Higuchi release. These results were helpful for the design and tailoring of the PPBMA polymer film and other of plasma polymers film, but could provide a new idea for the drug release controlled form.
Sequence Hiberarchy Evolution Measurement Method and its Application
Jian Ding QIU , Ru Ping LIANG , Jin Yuan MO , Xiao Yong ZOU
2005, 16(12): 1645-1648
[Abstract](181) [FullText HTML] [PDF 1419KB](0)
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A novel method based on discrete wavelet transform (DWT) and cross-covariance for revealing the evolution of species at different spatial resolutions is presented. The trypsin proteins of different species are chosen as an example to describe the evolution relationship according to the evolution vectors by using this method. The results indicated that this method is a promising approach to reveal species evolution at different spatial resolutions.
Detection of Ultra Trace Amount Gossypol with Chemiluminescence Using Capillary Electrophoresis as Injection Techniques
Er Bao LIU , Min ZHANG , Bing Chun XUE , Peng Xiang ZHAO , Yin LIU
2005, 16(12): 1649-1651
[Abstract](182) [FullText HTML] [PDF 938KB](0)
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Detection of ultra trace amount gossypol is reported. It is based on luminol-hexacyanoferrate(Ⅲ) chemiluminescence reaction with gossypol as a sensitizer. The detection limit (3σ)of gossypol reaches 5.21×10-16 mol/L.
Synthesis and Characterization of Phosphated Konjac Glucomannan Hydrogels
Li Gui CHEN , Zhi Lan LIU , Ying Jun CHEN , Ren Xi ZHUO
2005, 16(12): 1652-1654
[Abstract](185) [FullText HTML] [PDF 946KB](0)
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Konjac glucomannan (KGM) was crosslinked with sodium tripolyphosphate (STPP) to synthesize hydrogels. The crosslinking reaction was confirmed by FT-IR. The results of degradation test show that the hydrogels retain the enzymatic degradation character of KGM and can be degraded for 74.45% in 5 days by cellulase E0240.
Synthesis and Crystal Structure of a Novel 1D Chain-like Organic Inorganic Hybrid Rare Earth Derivative of Polyoxometalate: H0.5[Sm(H2O)6]0.25[Sm(H2O)5]0.25{[Sm(H2O)7][Sm(H2O)2-(DMSO)] [SiW11O39]}·4.5H2O
Jun Wei ZHAO , Jing Ping WANG , Jing Yang NIU
2005, 16(12): 1655-1658
[Abstract](185) [FullText HTML] [PDF 1584KB](0)
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A 1D chain-like organic-inorganic hybrid rare earth derivative of polyoxometalate H0.5[Sm(H2O)6]0.25[Sm(H2O)5]0.25{[Sm(H2O)2(DMSO)][SiW11O39]}·4.5H2O has been firstly synthesized by reaction of α-K8SiW11O39·13H2O,HClO4, Sm2O3 with dimethyl sulfoxide (DMSO) and characterized by elemental analysis, IR spectra and single crystal X-ray diffraction.The neighboring polyanionic units {[Sm(H2O)7][Sm(H2O)2(DMSO)][SiW11O39]}2- are bridged together to a 1D chain structure by means of [Sm(H2O)2(DMSO)]3+ ion.
Synthesis and Characterization of La(OH)3 Nanorods by Hydrothermal Microemulsion Method
Yi Dong YIN , Guang Yan HONG
2005, 16(12): 1659-1662
[Abstract](167) [FullText HTML] [PDF 1351KB](0)
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La(OH)3 nanorods with diameters of 20-40 nm and lengths of 200-300 nm were synthesized by a hydrothermal microemulsion method. The structure and morphology of the final products were characterized by X-ray powder diffraction (XRD), transmission electron microscopy(TEM), and field emission scanning electron microscope (FESEM).
Sequence-specific Hydrolysis of Single-stranded DNA by PNA-Cerium (Ⅳ) Adduct
He Bai SHEN , Feng WANG , Yong Tao YANG
2005, 16(12): 1663-1666
[Abstract](177) [FullText HTML] [PDF 1403KB](0)
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A novel artificial site specific cleavage reagent, with peptide nucleic acid (PNA) as sequence-recognizing moiety and cerium (Ⅳ) ions as "scissors" for cleaving target DNA, was synthesized. Subsequently, it was employed in the cleavage of target 26-mer single-stranded DNA (ssDNA), which has 10-mer sequence complementary with PNA recognizer in the hybrids,under physiological conditions. Reversed-phase high-performance liquid chromatogram (RPHPLC) experiments indicated that the artificial site specific cleavage reagent could cleave the target DNA specifically.
Transformation of Structure and Properties of Vesicles Induced by Transition Metal Ions
Hong Tao GUO , Fei XU , Xiao Hai ZHOU , Jin Feng DONG , Gao Yong ZHANG , Xin Lin HONG
2005, 16(12): 1667-1670
[Abstract](186) [FullText HTML] [PDF 1558KB](0)
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This paper proved that octodecyl propylenediamine could form vesicles in pure water and aqueous solution of CuCl2 or Cu(NO3)2. The structure and morphology of vesicles were different when the copper (Ⅱ) salt was added to the solution. The results showed that both the counterions and the ligands had strong influence on the configuration of coordinated structures and packing model in bilayer membrane of vesicles.
The Study on the Stability Constant and Species Distribution of Eu (Ⅲ) and Tb (Ⅲ) Complexes with BDBPH
Guo Qiang SHANGGUAN , Jun ZH U , Ning WANG , Jia Zuan NI
2005, 16(12): 1671-1674
[Abstract](203) [FullText HTML] [PDF 1329KB](0)
Abstract:
The stability constants and species distributions of complexes of two lanthanide ions,Eu(Ⅲ) and Tb(Ⅲ), with a macrocyclic ligand, BDBPH, in 1:1 and 2:1 system, were determined potentiometrically at 25.0℃ and Ⅰ=0.100 mol L-1. The two metal ions could form deprotonated mono-or dinuclear complexes with BDBPH after the first two protons of the ligand completely neutralized. At higher pH values, Eu(Ⅲ) could not form hydroxy complexes with BDBPH, while Tb(Ⅲ) could form hydroxy complexes in the type of M2L(OH), M2L(OH)2, and M2L(OH)3.
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