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Improved Solid-Phase Peptide Synthesis of Wild-Type and Phosphorylated Phospholamban Using a Pseudoproline Dipeptide
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作者 Shadi Abu-Baker Gary A. Lorigan 《Open Journal of Synthesis Theory and Applications》 2012年第2期9-12,共4页
In this study, we report that the insertion of a pseudoproline dipeptide for the solid-phase peptide synthesis of wild-type Phospholamban protein (WT-PLB) has two important advantages. First, it disrupts the formation... In this study, we report that the insertion of a pseudoproline dipeptide for the solid-phase peptide synthesis of wild-type Phospholamban protein (WT-PLB) has two important advantages. First, it disrupts the formation of different secondary structures, which is responsible for poor couplings during the preparation of highly aggregated sequences. Second, it enhances the purities and solubility of crude products leading to easier HPLC purification. 展开更多
关键词 SOLID-STATE peptide synthesis Pseudoproline DIpeptide PHOSPHOLAMBAN
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Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution 被引量:5
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作者 Chen, Jian Zhang, Bei +2 位作者 Xie, Cao Lu, Yi Wu, Wei 《Chinese Chemical Letters》 SCIE CAS CSCD 2010年第4期391-394,共4页
A general method was described to synthesize a highly hydrophobic cyclic peptide,cyclo[LWLWLWLWLQ]where underlines indicate D-configuration of the amino acid,by a two-step solid-phase/solution synthesis strategy.The l... A general method was described to synthesize a highly hydrophobic cyclic peptide,cyclo[LWLWLWLWLQ]where underlines indicate D-configuration of the amino acid,by a two-step solid-phase/solution synthesis strategy.The linear decapeptide was assembled by standard Boc chemistry on solid-phase and subsequently cyclized in solution with high efficiency and reproducibility. In subsequent purification by semi-preparative HPLC,50%(v/v) DMF/H_2O was employed as the solvent to overcome the difficulty of solubilization... 展开更多
关键词 Cyclic peptide Decapeptide cyclo[LWLWLWLWLQ] solid-phase synthesis CYCLIZATION PURIFICATION
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Solid-Phase Enzymatic Peptide Synthesis to Produce an Antioxidant Dipeptide
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作者 Yuyao Shan Mengfan Wang +2 位作者 Wei Qi Rongxin Su Zhimin He 《Transactions of Tianjin University》 EI CAS 2019年第3期276-282,共7页
Peptide bond synthesis is favorable to the production of bioactive small peptides. However, the abuse of toxic reagents remains an issue for chemical synthesis method, whereas the low product yield and purity limit th... Peptide bond synthesis is favorable to the production of bioactive small peptides. However, the abuse of toxic reagents remains an issue for chemical synthesis method, whereas the low product yield and purity limit the widespread use of enzymatic method. In this study, a new solid-phase enzymatic peptide synthesis(SPEPS) strategy was developed to produce an antioxidant tyrosine-alanine dipeptide(Tyr-Ala) by using recombinant carboxypeptidase Y(CPY) as the catalyst. The general SPEPS procedure involves three steps. First, the N-protected acyl donor was covalently attached to solid resin. Second,the peptide bond was condensed between the acyl donor and the nucleophile under the catalysis of CPY. Finally, one-step cleavage was performed to remove the protecting group and cleave the peptides from solid resin. Upon the optimization of reaction conditions, 77.92%(±2.723%) yield of Tyr-Ala with high product purity of 90.971%(±2.695%) was obtained.In addition, the antioxidant activity of Tyr-Ala was determined by ABTS method, indicating that the synthesized Tyr-Ala obtained by SPEPS showed a superior antioxidant capability compared with commercial glutathione. 展开更多
关键词 solid-phase ENZYMATIC peptide synthesis CARBOXYpeptidASE Y Tyrosine-alanine Antioxidant activity
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Scalable solid-phase synthesis of defect-rich graphene for oxygen reduction electrocatalysis 被引量:1
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作者 Chunxiao Dong Li Yang +4 位作者 Cheng Lian Xiaoling Yang Yihua Zhu Hongliang Jiang Chunzhong Li 《Green Energy & Environment》 SCIE EI CSCD 2023年第1期224-232,共9页
Defect-engineered carbon materials have been emerged as promising electrocatalysts for oxygen reduction reaction(ORR)in metal-air batteries.Developing a facile strategy for the preparation of highly active nanocarbon ... Defect-engineered carbon materials have been emerged as promising electrocatalysts for oxygen reduction reaction(ORR)in metal-air batteries.Developing a facile strategy for the preparation of highly active nanocarbon electrocatalysts remains challenging.Herein,a low-cost and simple route is developed to synthesize defective graphene by pyrolyzing the mixture of glucose and carbon nitride.Molecular dynamics simulations reveal that the graphene formation is ascribed to two-dimensional layered feature of carbon nitride,and high compatibility of carbon nitride/glucose systems.Structural measurements suggest that the graphene possesses rich edge and topological defects.The graphene catalyst exhibits higher power density than commercial Pt/C catalyst in a primary Zn-air battery.Combining experimental results and theoretical thermodynamic analysis,it is identified that graphitic nitrogen-modified topological defects at carbon framework edges are responsible for the decent ORR performance.The strategy presented in this work can be can be scaled up readily to fabricate defective carbon materials. 展开更多
关键词 Carbon materials ELECTROCATALYSIS Oxygen reduction reaction solid-phase synthesis Zn-air battery
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Design and Solid-Phase Synthesis of Multiple Muramyl Dipeptide (MMD)
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作者 Shuo De ZHANG Gang LIU Su Quan XIA 《Chinese Chemical Letters》 SCIE CAS CSCD 2001年第10期887-888,共2页
As a non-specific modulator of macrophage, multiplied muramyl dipeptide (MMD) is solid-phase synthesized by application of standard Fmoc chemistry strategy. Tarn's multiple antigen system (MAS) is used as our four... As a non-specific modulator of macrophage, multiplied muramyl dipeptide (MMD) is solid-phase synthesized by application of standard Fmoc chemistry strategy. Tarn's multiple antigen system (MAS) is used as our four branched-linker on Lysine. 展开更多
关键词 multiplied muramyl dipeptide multiple antigen system MACROPHAGE solid-phase synthesis
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Solid-phase synthesis of Cu2MoS4 nanoparticles for degradation of methyl blue under a halogen-tungsten lamp 被引量:4
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作者 Shi-na Li Rui-xin Ma Cheng-yan Wang 《International Journal of Minerals,Metallurgy and Materials》 SCIE EI CAS CSCD 2018年第3期310-314,共5页
The Cu_2MoS_4 nanoparticles were prepared using a relatively simple and convenient solid-phase process, which was applied for the first time. The crystalline structure, morphology, and optical properties of Cu_2MoS_4 ... The Cu_2MoS_4 nanoparticles were prepared using a relatively simple and convenient solid-phase process, which was applied for the first time. The crystalline structure, morphology, and optical properties of Cu_2MoS_4 nanoparticles were characterized using X-ray diffraction, X-ray photoelectron spectroscopy, field emission scanning electron microscopy, and UV-vis spectrophotometry. Cu_2MoS_4 nanoparticles having a band gap of 1.66 eV exhibits good photocatalytic activity in the degradation of methylene blue, which indicates that this simple process may be critical to facilitate the cheap production of photocatalysts. 展开更多
关键词 Cu2MoS4 NANOPARTICLES solid-phase synthesis DEGRADATION PHOTOCATALYST METHYL blue
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Solid-phase Synthesis of PNA Monomer by Ugi Four-component Condensation Reaction 被引量:2
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作者 WenHaoWANG XiaoMinZOU XinZHANG YiQiuFU PingXU 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第5期585-588,共4页
Peptide nucleic acids (PNA) oligomers were synthesized in most cases by peptide synthesis from N-protected monomers. In this work a new method of obtaining PNA monomer by Ugi four-component condensation reaction was t... Peptide nucleic acids (PNA) oligomers were synthesized in most cases by peptide synthesis from N-protected monomers. In this work a new method of obtaining PNA monomer by Ugi four-component condensation reaction was tested by solid-phase synthesis. The Fmoc protected PNA monomer was build up with thymin-1-yl acetic acid, 3-methylbutyl aldehyde, Fmoc protected aminoethyl isocyanide and Gly-Wang resin. 展开更多
关键词 peptide nucleic acids (PNA) Ugi four-component condensation reaction (U-4CR) solid-phase synthesis Isocyanide.
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Synthesis and Biological Activities of N-Phosphoryl Branched Peptides 被引量:1
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作者 Sheng Li CAO Yu Yang JIANG +2 位作者 Yu Ping FENG Yan Ling NIU Yu Fen ZHAO 《Chinese Chemical Letters》 SCIE CAS CSCD 2003年第4期343-346,共4页
A series of N-phosphoryl branched peptides were synthesized by coupling of various N-phosphoryl amino acids to L-Lysine methyl ester, and their structures were confirmed by 31P NMR, 1H NMR, MS and elemental analysis.... A series of N-phosphoryl branched peptides were synthesized by coupling of various N-phosphoryl amino acids to L-Lysine methyl ester, and their structures were confirmed by 31P NMR, 1H NMR, MS and elemental analysis. The results of cell biological tests indicated that compound 1d and 1e obviously inhibited the growth of both K562 and A2780 cells. 展开更多
关键词 N-Phosphoryl branched peptide synthesis biological activity apoptosis.
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Short Synthesis of C-terminal Modified Peptides by a Series-connection Procedure 被引量:1
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作者 GuiJieTIAN ChuanLiangQIU ZheLIU DeXinWANG 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第1期31-34,共4页
Three peptide alcohols and four peptidyl N-akyl-amides were prepared by a series-connection procedure consisting of n-1 sequencial assembly on solid support followed by ammonolysis with glycinol, benzylamine or n-bu... Three peptide alcohols and four peptidyl N-akyl-amides were prepared by a series-connection procedure consisting of n-1 sequencial assembly on solid support followed by ammonolysis with glycinol, benzylamine or n-butylamine, and successive extractionelution through C-18 layer. All products were obtained from this procedure without further purification, in an overall yield of 75-86%. 展开更多
关键词 AMMONOLYSIS C-18 filtration solid-phase synthesis.
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Solid-phase Synthesis of Acyl-plasminogen-Streptokinase Activator Composite(APSAC) and Its Thrombolytic Properties 被引量:1
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作者 TENGLi-rong LIANGFang +4 位作者 SUNHong QINYi HONGShui-sheng CHENJia LIULan-ying 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2004年第5期584-587,共4页
The dialysis method has been traditionally used for the conversion of native human plasminogen(Glu-Hpg) to lys-plasminogen(Lys-Hpg). Here is described a solid-phase synthesis method for the preparation of an acyl-plas... The dialysis method has been traditionally used for the conversion of native human plasminogen(Glu-Hpg) to lys-plasminogen(Lys-Hpg). Here is described a solid-phase synthesis method for the preparation of an acyl-plasminogen-streptokinase activator complex(APSAC) from Lys-Hpg, streptokinase(SK) and chemical modification (agent(4-amidinophenyl-4′-aminobenzoate hydrochloride)) with the L-lysine-Sepharose 4B Column as the carrier. The new method significantly increases the product yield and purity over the liquid-phase methods. The APSAC prepared with the new method exhibits a significant thrombolytic effect with a long half-life of about 8.8 h in rabbits. 展开更多
关键词 Acyl-plasminogen-streptokinase activator complex(APSAC) solid-phase synthesis THROMBOLYTIC
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An Efficient Synthesis of Cyclopeptides Bridged with Aliphatic-aryl Ether Bond 被引量:1
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作者 ZheLIU GuiJeiTIAN DeXinWANG 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第6期759-762,共4页
Based on the pseudo-dilution effect (PDE) on solid support, three cyclopeptides with an aliphatic-aryl ether bond as the bridge were synthesized via SN2 reaction between bromoacetylated at N-terminal and the phenol –... Based on the pseudo-dilution effect (PDE) on solid support, three cyclopeptides with an aliphatic-aryl ether bond as the bridge were synthesized via SN2 reaction between bromoacetylated at N-terminal and the phenol –OH group in C-terminal Tyr residue. All the products were obtained in good overall yields and characterized by related analytic data. 展开更多
关键词 Intramolecular SN2 reaction CYCLOpeptide solid-phase organic synthesis pseudo-dilu- tion effect.
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Use of Magic Angle Spinning ~1H NMR Spectroscopy to Monitor Reactions in Solid-Phase Synthesis 被引量:1
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作者 Ai Ming YU Hua Zheng YANG(The State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071)Ping Chuan SUN +1 位作者 Zhen Pu ZHANG Ming LI(The State Key Laboratory of Functional Polymeric Materials for Adsorption and Separation,Nankai Uni 《Chinese Chemical Letters》 SCIE CAS CSCD 1997年第12期0-0,共2页
Proton NMR-spectra of Wang resin bound compounds were obtained using the magic angle spinning 1HNMR technique with standard equipment. It was possible to analyse the spectra to evaluate their utility in solid-phase ch... Proton NMR-spectra of Wang resin bound compounds were obtained using the magic angle spinning 1HNMR technique with standard equipment. It was possible to analyse the spectra to evaluate their utility in solid-phase chernistry. A typical example was presented, which could directly monitor solid-phase reactions 展开更多
关键词 NMR Spectroscopy to Monitor Reactions in solid-phase synthesis Use of Magic Angle Spinning DCC DCM
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Study on Chemical Synthesis and Insecticidal Activity of Peptideκ-CTx-btg02 被引量:1
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作者 Qin CHEN Jinxing FU +1 位作者 Min XU Bingmiao GAO 《Agricultural Biotechnology》 CAS 2021年第4期59-62,共4页
[Objectives]This study was conducted to investigate the chemical synthesis of peptideκ-CTx-btg02.[Methods]Linear peptideκ-CTx-btg02 was synthesized by solid phase peptide synthesis(SPPS).After oxidation and folding ... [Objectives]This study was conducted to investigate the chemical synthesis of peptideκ-CTx-btg02.[Methods]Linear peptideκ-CTx-btg02 was synthesized by solid phase peptide synthesis(SPPS).After oxidation and folding of the linear peptide,mass spectrometry identification and high performance liquid chromatography(HPLC)purification were performed.Then,the MTT method and insect injection method were applied to study its insecticidal activity.[Results]The peptideκ-CTx-btg02 was successfully synthesized by the SPPS method,and identified for the formation of disulfide bonds by mass spectrometry identification,and the purity after HPLC separation was greater than 95%.The MTT experiment showed that the peptideκ-CTx-btg02 could inhibit the growth of insect cells sf9,with a half effective dose of 0.13 nM.The insect injection experiment showed that the peptideκ-CTx-btg02 could effectively kill Tenebrio molitor,with a half lethal dose of 15.6 nM.The results of the electrophysiological experiment showed that 10μM peptideκ-CTx-btg02 had no blocking activity on murine acetylcholineα2β3 andα3β4.Therefore,the peptideκ-CTx-btg02 had a good inhibitory effect on the growth of insect cells,highly effective insecticidal activity and weak mammalian toxicity.[Conclusions]This study lays a foundation for the development of new,safe and efficient peptide biological insecticides. 展开更多
关键词 peptide Solid phase peptide synthesis Oxidative folding Insecticidal activity ELECTROPHYSIOLOGY
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Synthesis of Nitrogen-containing Cyclopeptides from N-Terminal Lysine Precursor on Solid Supports
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作者 XiaoXiaoYANG ChuanLiangQIU DeXinWANG 《Chinese Chemical Letters》 SCIE CAS CSCD 2005年第6期755-758,共4页
Three synthetic routes for the preparation of nitrogen containing cyclic compounds have been developed, in which the assembling of Fomc-Lys(Boc) residue at N-terminal of resin-bound intermediates is a key prerequisite... Three synthetic routes for the preparation of nitrogen containing cyclic compounds have been developed, in which the assembling of Fomc-Lys(Boc) residue at N-terminal of resin-bound intermediates is a key prerequisite. Six peptides with nitrogen containing local cyclic structure were efficiently synthesized in good yield starting from chloromethyl resin. 展开更多
关键词 Local-cyclic peptides intramolecular cyclization solid-phase synthesis pseudo-dilution effect.
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Chemo-enzymatic Synthesis of Z-Asp-Val-Tyr-NH_2——A Precursor Tripeptide of Thymopentin
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作者 GUO Yi ZHANG Yong-xia +3 位作者 JIANG Xin ZHANG Xue-zhong WU Yi XU Li 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2010年第6期942-947,共6页
Z-Asp-Val-Tyr-NH2,a precursor tripeptide of thymopentin(TP-5),was successfully synthesized by a combination of chemical and enzyme methods.Firstly,the precursor dipeptide Val-Tyr-NH2 was synthesized by a novel chemi... Z-Asp-Val-Tyr-NH2,a precursor tripeptide of thymopentin(TP-5),was successfully synthesized by a combination of chemical and enzyme methods.Firstly,the precursor dipeptide Val-Tyr-NH2 was synthesized by a novel chemical method in four steps including the preparation of NCA-Val,the esterification of L-tyrosine and the ammonolysis of L-tyrosine ethyl ester,and the formation of Val-Tyr-NH2 from NCA-Val and L-Tyr-NH2.Secondly,a thermolysin,thermoase PC 10F was used to catalyze the formation of Z-Asp-Val-Tyr-NH2 in an aqueous/organic solvent diphase system with Z-Asp-OH and Val-Ty-NH2 as the substrates under thermodynamic control.The optimum conditions were pH=6.5,40 ℃,thermoase 100 mg,in 2-(N-morpholino) ethanesulfonic acid MES/NaOH(containing 5 mmol/L CaCl2) of n-butanol system(15/85,volume ratio) for 20 h in a maximum yield of 27.02%. 展开更多
关键词 THYMOPENTIN peptide synthesis Thermoase Organic solvent
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Progress in Chemical Synthesis of Peptides and Proteins
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作者 Wen Hou Xiaohong Zhang Chuan-Fa Liu 《Transactions of Tianjin University》 EI CAS 2017年第5期401-419,共19页
For the proteins that cannot be expressed exactly by cell expression technology (e.g., proteins with multiple posttranslational modifications or toxic proteins), chemical synthesis is an important substitute. Given th... For the proteins that cannot be expressed exactly by cell expression technology (e.g., proteins with multiple posttranslational modifications or toxic proteins), chemical synthesis is an important substitute. Given the limited peptide length offered by solid-phase peptide synthesis invented by Professor Merrifield, peptide ligation plays a key role in long peptide or protein synthesis by ligating two small peptides to a long one. Moreover, high-molecular-weight proteins must be synthesized using two or more peptide ligation steps, and sequential peptide ligation is such an efficient way. In this paper, we reviewed the development of chemical protein synthesis, including solid-phase peptide synthesis, chemical ligation, and sequential chemical ligation. © 2017, The Author(s). 展开更多
关键词 Chemical modification peptideS PROTEINS Surgical equipment synthesis (chemical)
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Synthesis of Novel Dendrimers Containing Amino Acids and Peptides
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作者 Gu HE Li GUO Li Fang MA 《Chinese Chemical Letters》 SCIE CAS CSCD 2006年第3期289-292,共4页
Some novel peptide dendrimers bearing four amino acids, GD and RGD peptides on their surface were synthesized from tetrakis[(carboxyethoxy)methyl]-methane using DCC method.
关键词 peptide dendrimers synthesis RGD.
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Synthesis of Two New Chiral Blocks for the Construction of Peptide Nucleic Acid (PNA)
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作者 Li Gang ZHANG Ji Mei MIN Li He ZHANG(National Laboratory of Natural and Biomimetic Drugs. Bet-ling Medical Unlversity.Beijing 100083) 《Chinese Chemical Letters》 SCIE CAS CSCD 1999年第3期195-198,共4页
Protected (L) and (D)-lysine were used respectively as starting materials to synthesize two new types of chiral blocks for the construction of PNA. Nucleobase was linked to alpha-NH2 of lysine via -CH2C (O)- spacer in... Protected (L) and (D)-lysine were used respectively as starting materials to synthesize two new types of chiral blocks for the construction of PNA. Nucleobase was linked to alpha-NH2 of lysine via -CH2C (O)- spacer in type I, and -C (O)- was used in type II. The corresponding oligomers were constructed in solution. 展开更多
关键词 peptide nucleic acid (PNA) LYSINE synthesis
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Synthesis of Cholecystokinin Peptide CCK-4 Exclusively by Enzymatic Methods
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作者 吕子敏 郭丽 +1 位作者 Dietmar Huettner Heiner Eckstein 《Journal of Huazhong University of Science and Technology(Medical Sciences)》 SCIE CAS 2002年第4期285-287,共3页
The synthesis of CCK - 4 (H - Trp- Met- Asp- Phe- NH2 ) by using enzym es exclusively was described.As protection group for the amino group we used the Phenylacetyl group (Phac) which had been cleaved at the end of ... The synthesis of CCK - 4 (H - Trp- Met- Asp- Phe- NH2 ) by using enzym es exclusively was described.As protection group for the amino group we used the Phenylacetyl group (Phac) which had been cleaved at the end of the synthesis with Penicillin G Amidase (PGA ) without affecting the peptide bonds.Thus,beginning with Phac- Trp- OH we had successfully synthesized the target peptide with following4 enzymes,α- Chym otrypsin,Papain,Therm olysin and PGA in four reac- tion steps.All reactions were carried out in aqueous buffer in reasonable yields(>6 5 % ) .FAB- MS or FD- MS verified the correct molecular mass of all peptides. 展开更多
关键词 peptide enzymatic synthesis cholecystokinin-4
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Solid-Phase Total Synthesis of 1-β-Methylcarbapenem
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作者 Ming LEI Cheng MA Yan Guang WANG 《Chinese Chemical Letters》 SCIE CAS CSCD 2003年第1期6-8,共3页
A 1-b-methylcarbapenem analogue 6 was synthesized on polystyrene-diethylsilane resin (PS-DES) using 2-azetidinone bearing with 2-oxazolidone chiral auxiliary as starting material.
关键词 solid-phase synthesis of b-lactam carbapenem antibiotics.
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