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Characterization of Adducts Formed in the Reactions of Methylglyoxal and Malonaldehyde with Lysine and Histidine Derivatives 下载免费PDF全文
Glycation of biopolymers by α‐oxoaldehydes such as methylglyoxal is believed to play a major role in the complex pathologies associated with diabetes and metabolic diseases. To design strategies that could interfere with the endogenous production of such aldehydes or promote their detoxification or, alternatively, to develop therapeutic procedures that could inhibit the deleterious effects of the oxoaldehydes at the cellular level, it is important to characterize the wide spectrum of reactions between these compounds and biomolecules, and gain insight into their mechanisms. In this study, we investigated the reactivity of endogenous α‐oxoaldehyde, methylglyoxal, and of malonaldehyde towards amino acid derivatives, and we identified new adducts with Nα‐acetyllysine and Nα‐acetylhistidine. In addition, we showed that a structurally analogous adduct is also formed with the model peptide N‐acetylglycyllysine O‐methyl ester. The characterized compounds were most likely derived from the addition of the appropriate nucleophilic center of the studied biomolecules to the C?C bond of the initially formed aldehyde conjugate. The resulted adducts contain an electrophilic β‐dicarbonyl moiety and could potentially be involved in the formation of DNA? protein or protein cross? links. 相似文献
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以EDC为偶联剂,将胆酸接枝到赖氨酸改性的壳聚糖主链的氨基上,得到一系列胆酸取代度相同(4.2%)而赖氨酸取代度不同(2.3%,4.4%,9.6%)的双亲性壳聚糖衍生物(CA-LysCS),利用FT-IR,1H NMR对其结构进行表征.CA-LysCS在水相中自组装形成自聚集体.以芘为荧光探针对其自聚集行为进行了研究,结果显示制得的自聚集体具有较之小分子表面活性剂较低的CAC(1.1×10-2~5.3×10-2 mg/mL),表明自聚集体可在水相中形成稳定的胶束.且随着赖氨酸取代度的增加,CAC值随之增大.以激光粒度仪对自聚集体水相中的粒径分布进行了研究,发现其平均粒径随着赖氨酸取代度的增大有所增加(164.6~414.3 nm).以三辛基氧化膦(TOPO)为包裹剂,制备了油溶性硫化镉(CdSe)绿色量子点.用制备的自聚集体对量子点进行了包裹,TEM照片显示量子点位于自聚集体的疏水化核内.以荧光分光光度计对量子点的荧光特性进行了研究,发现包裹后量子点的荧光强度有所减弱. 相似文献
65.
The first X-ray diffraction and vibrational spectroscopic analysis of a novel complex between l-lysine and l-tartaric acid is reported. The structure was solved in two temperatures (320 and 260 K) showing incommensurate phase between them. Room-temperature powder infrared and Raman measurements for the l-lysine-l-tartaric acid molecular complex (1:1) were carried out. DSC measurements on powder samples indicate two phase transitions points at about 295, 300 and 293, 300 K, for heating and cooling, respectively, with noticeable temperature interval between them. Second harmonic generation efficiency deff=0.35 deff (KDP). 相似文献
66.
赖氨酸与香草醛反应产物的极谱波特征及其分析应用 总被引:4,自引:0,他引:4
研究了赖氨酸与香草醛反应产物的极谱波特征并建立了赖氨酸的分析方法。在0.1mol/L磷酸盐缓冲溶液中赖氨酸与香草醛反应的产物于-1.16V产生灵敏的极谱波,赖氨酸浓度在5×10 相似文献
67.
We investigated the adsorption of the l-lysine (200 mmol) molecule to a silanized SiO2 surface as a function of the pH value. The SSC (Spraying Spin Coating) method [Cherkouk et al., J. Colloid Interf. Sci. 337 (2009) 375-380] was applied to functionalize the SiO2 surface by using the (3-aminopropyl)trimethoxysilane (APMS) as coupling agent with a NH2 functional group. We adsorbed lysine molecules to the silane film for pH-values of 2.5, 7.5, 8.7, 9.5 and 13, which correspond to the di-cationic, cationic, zwitterinonic (pH 8.7 and 9.5) and the anionic charge state of lysine, respectively. The infrared spectroscopy is not suitable to investigate the system because the NH3+ signal at 1600 cm−1 originating from the silane film overlaps with the infrared signal of the deprotonated carboxyl group of the lysine molecule. X-ray photoelectron spectroscopy (XPS) was used to measure the binding energies C 1s and N 1s as function of the pH value. This pH change affects the charge state which was fitted in the XPS spectra to obtain the optimal adsorption conditions at pH 7.5 of the lysine to the functionalized SiO2 surface. 相似文献
68.
氨基酸在银胶溶液中的表面增强拉曼效应 总被引:3,自引:2,他引:1
文章报道了通过制备合适的银胶盐纳米溶液 ,得到的甘氨酸、缬氨酸和赖氨酸在银胶溶液中的表面增强拉曼光谱。低波数 2 38cm-1谱带的出现 ,表明氨基酸分子已与银表面产生明显吸附。在所得SERS图谱中 ,表征C—C基团的 90 0~ 930cm-1谱带、表征NH2 基团的 110 0cm-1左右谱带和表征COO-基团的14 0 0cm-1附近的谱带振动都得到显著加强 ,其原因主要是通过羧基基团及氨基基团与银粒子表面产生吸附 ,增强机制属于化学增强 ,为短程效应。本实验中 ,当银胶溶液 pH值降低时 ,对拉曼散射的增强效果影响不大。 相似文献
69.
聚氧乙烯功能基复合修饰聚氨酯合成及其血液相容性研究 (Ⅱ)──聚氨酯-接枝-聚氧乙烯氨基酸衍生物 总被引:4,自引:0,他引:4
采用以磺酸基为末端基的聚氧乙烯(PEO)接枝聚醚氨酯和氨基酸反应,将赖氨酸(Lys)和酪氨酸(Tyr)通过PEO为"间隔臂"固定在聚醚氨酯上,制备了氨基酸和PEO复合修饰的聚醚氨酯PEU-g-PEO-SO2Lys和PEU-g-PEO-SO2Tyr.通过血小板粘附试验对材料的体外抗凝血性进行了初步评价.研究结果表明,采用具有选择性吸附纤溶酶原功能的赖氨酸和PEO复合修饰聚氨酯,不仅减少了材料表面血小板粘附量,而且减少了材料表面血栓的形成量. 相似文献