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1.
Tetsuya Saga Toyo Kaiya Shoji Asano Kohfuku Kohda 《Nucleosides, nucleotides & nucleic acids》2013,32(1-3):219-233
Abstract Amination of adenine with H2N-O-SO3H in alkaline media afforded 1-, 3-, 7-and 9-aminoadenine isomers at a ratio of about 1:1:3:1. In neutral media, the product ratio of the isomers changed to about 3:1:1:0. These results were different from the regioselectivity obtained by methylation of adenine with dimethyl sulfate under similar conditions. Amination of adenine with dinitrophenoxyamine in DMF gave 1-aminoadenine as the main product and this regioselectivity was also different from that of methylation with cH3I. Chemical characteristics of these N-amino adenines are described. 相似文献
2.
Marc Belmans Eddy Esmans Roger Dommisse Jozef Lepoivre Frank Alderweireldt Jan Balzarini 《Nucleosides, nucleotides & nucleic acids》2013,32(4):523-538
Abstract Condensation of 2-lithio-pyridine and the four isomers of 2-lithio-picoline with 2,4:3,5-di-O-benzylidene-aldehydo-D-ribose, gives the D-allo- and D-altro-isomers of 2-(2,4:3,5-di-O-benzylidenepentitol-l-yl)-pyridine and the corresponding isomers of the four picoline-addition products in a good yields. On treatment with dilute hydrochloric acid or formic acid the corresponding pentitols were obtained. None of these pentitols showed an inhibitory effect on virus replication or tumor cell growth. 相似文献
3.
Dingyin Tao Guijie Zhu Liangliang Sun Junfeng Ma Zhen Liang Weibing Zhang Lihua Zhang Professor Yukui Zhang 《Proteomics》2009,9(7):2029-2036
Microcolumn RPLC (μRPLC) is one of the optimum separation modes for shotgun proteomic analysis. To identify as many proteins as possible by MS/MS, the improvement on separation efficiency and peak capacity of μRPLC is indispensable. Although the increase in column length is one of the effective solutions, the preparation of a long microcolumn is rather difficult due to the high backpressure generated during the packing procedure. In our recent work, through connecting microcolumns of 5, 10, and 15 cm length via unions with minimal dead volume, long microcolumns with length up to 30 cm were obtained, with which 318 proteins were identified from proteins extracted from Escherichia coli by μRPLC‐ESI MS/MS, and similar distributions of Mw and pI were found with single and various coupled microcolumns. Furthermore, by using MS/MS with improved sensitivity, with such a serially coupled 30 cm long microcolumn, 1692 proteins were identified within 7 h from rat brain tissue, with false positive rate (FPR) <1%. All these results demonstrated that serially couple microcolumns might be of great promising to improve the separation capacity of μRPLC in shotgun proteomic analysis. 相似文献
4.
Jean-Christophe G. Graciet Junxing Shi Raymond F. Schinazi 《Nucleosides, nucleotides & nucleic acids》2013,32(4):711-727
Abstract The four isomers of the 5-o-carboranyl-2′,3′-didehydro-2′,3′-dideoxyuridine (d4CU) were synthesized and their antiviral activity and cytotoxicity in normal and cancer human cells determined. Coupling of silylated 5-o-carboranyluracil with the protected D/L 2,3-dideoxy-2-phenylselenenylribosylacetates provided after oxidative elimination and deprotection, the desired compounds. The presence of the electron deficient 5-o-carboranyl moiety on uracil influenced the yield of the various isomers. In general, the compounds demonstrated weak anti-human immunodeficiency virus activity in primary human lymphocytes. No marked difference in the biological profile was noted for the various optical isomers, suggesting that the high lipophilicity of these nucleosides imparted by the carboranyl moiety overrides stereochemical considerations in the 2′,3′-didehydro-2′,3′-dideoxy-aglycon moiety. 相似文献
5.
Masako Muraoka Akiko Iida Seizo Takahashi Tomohiko Ebata Seiichi Uesugi 《Nucleosides, nucleotides & nucleic acids》2013,32(6):1317-1332
Abstract Self complementary diribonucleoside monophosphates containing 2-aminoadenosine (n2A) and uridine (U) residues, (2′-5′) n2ApU (1), (3′-5′) n2ApU (2), (2′-5′) Upn2A (3) and (3′-5′) Upn2A (4), were synthesized by condensation of suitably protected nucleoside and nucleotide units using dicyclohexylcarbodiimide (DCC). The dimers, (3) and (41, were also obtained from uridine 2′,3′-cyclic phosphate and unprotected 2-aminoadenosine using 2,4,6-triisopropylbenzenesulfonyl chloride (TPS-Cl) as the condensing agent. The conformational properties of these dimers were examined by UV, CD and NMR spectroscopy. The results reveal that the 2′-5′ isomers take a stacked conformation, which contains a larger base-base overlap and is more stable against thermal perturbation with respect to the 3′-5′ isomers. The n2ApU isomers have more stacked structure than the Upn2A isomers. 相似文献
6.
Alan F. Cook Reza Fathi Qing Huang George Coppola William Delaney Jia-Lin Syi 《Nucleosides, nucleotides & nucleic acids》2013,32(3-5):1005-1008
Abstract Oligonucleotides with novel, cationic backbone substituents have been prepared. Dinucleotide aminoethylphosphonates have been synthesized and the isomers were separated and used to prepare oligonucleotides with alternating positive and negative charges. The properties of these oligonucleotides have been examined. 相似文献
7.
Terence J. Walton Dipankar Ghosh Russell P. Newton A. Gareth Brenton Frank M. Harris 《Nucleosides, nucleotides & nucleic acids》2013,32(7):967-983
Abstract The use of positive ion fast atom bombardment mass-analysed ion kinetic energy (FAB/MIKE) spectroscopy to differentiate the 2′, 3′-and 5′-monophosphate isomers of adenosine, guanosine and cytidine is described. 相似文献
8.
《Journal of enzyme inhibition and medicinal chemistry》2013,28(2):121-129
AbstractAccording to a proposed aromatisation mechanism by which estrogens are biosynthesized from androgens, the novel steroid androsta-4,6,8(9)-triene-3,17-dione (FCE 24918) should behave as a suicide substrate for aromatase. The synthesis of this triene steroid has been accomplished starting from androsta-4,7-diene-3,17-dione (4) by the acid-catalysed cleavage of the corresponding 7,8α-epoxide, 5, and it was obtained together with androsta-4,6,8(14)-triene-3,17-dione (FCE 24917) as a side product. The time-dependent inactivation of placental aromatase by the two isomers was studied comparatively and showed that the 4,6,8(9)-triene moiety acts as a latent alkylating group. 相似文献
9.
Sergey N. Mikhailov Ekaterina V. Efimtseva Sergey V. Meshkov Earl R. Kern 《Nucleosides, nucleotides & nucleic acids》2013,32(1-3):615-623
Abstract New nucleoside analogues on the basis of 4(R), 5(R)-dihydroxymethy1-2-methyl-1,3-dioxoiane have been prepared. Alkylation of thymine, adenine and N2 -palmitoyl-guanine with 2-bromomethyl-4(R),5(R)-dibenzyloxymethyl-1,3-dioxolane followed by separation of regio isomers by adsorption chromatography and deprotection yielded the desired chiral nucleoside analogues. The structures of thus prepared compounds were confirmed by UV and PMR spectroscopy. The obtained compounds 11 have no anti-HIV and ant i herpetic activity and are not cytotoxic. 相似文献
10.
Saima Sadiq Muhammad Mahmood-ul-Hassan Karam Ahad Sehrish Nazir 《Bioremediation Journal》2018,22(3-4):126-135
AbstractHexachlorocyclohexane (HCH), a highly chlorinated pesticide, was used worldwide in the 1950s and 1960s. HCH toxic residues are still detected in environmental compartments. Thus, effective, viable and eco-friendly strategy is required for its remediation. In this study, degradation of four HCH isomers was evaluated by amending contaminated soil using four treatments of spent mushroom compost (SMC) of Pleurotus ostraetus. The soil was incubated for 5 weeks and was sampled every seven days. Quantitative attenuation in HCH was calculated using gas chromatography–electron capture detector (GC-ECD) and metabolite was identified using gas chromatography–mass selective detector (GC-MSD). Maximum reduction 58%, 26%, 45%, and 64% for α-, β-, γ- and δ-HCH isomers, respectively, using SMC and soil (both unsterilized) showed that this treatment was the best for bioremediation of HCH in soil. However, when one of the factors, either soil or SMC, was sterilized, a significant reduction in HCH degradation was noticed. The second most reduction of isomers was seen during treatment where unsterilized SMC was added in sterilized soil followed by treatment where SMC was sterilized but soil was not. Abiotic control did not remove any significant quantities of HCH. Simple first-order (SFO) kinetic confirmed that SMC reduced the half-live manifolds as compared to biotic control. Only one metabolite δ-PCCH was identified during the course of study. 相似文献
11.
Abstract A rule to establish the structure of alpha and beta isomers of C-nucleosides, based on 1H-1H coupling constants is proposed and checked. 相似文献
12.
Abstract Novel purine nucleoside analogues in which the N-9 ribosyl moiety is replaced by a 2,3-dihydroxy-1-methoxypropyl or 3-hydroxy-1-methoxypropyl substituent and their N-7 substituted isomers have been synthesized and tested for antiviral activity. 相似文献
13.
Abstract The synthesis of two regioisomeric nucleosides, 4,5,7,8-tetrahydro-6H-3-(β-D-ribofuranosyl)imidazo[4,5-e][1,4]diazepin-5,8-dione (2) and its 1-glycosyl analogue (3) is reported. They were prepared by ribosydation of the heterocyclic aglycon 4 which in turn was synthesized in three steps from 4(5)-nitroimidazole-5(4)-carboxylic acid (5). Distinction between the two isomers was achieved by an unequivocal synthesis of 2. 相似文献
14.
Kazunari TSUBOIKE Katsumaro MINAMOTO Gen MIZUNO Kazufumi YANAGIHARA 《Nucleosides, nucleotides & nucleic acids》2013,32(4):745-758
Abstract Three isomers of 9-(4,6-O-benzylidene-3-deoxy-β-D-hexopyranosyl) adenines (2–4) were isolated. The manno isomer 2 could be isomerized to the gluco isomer 3. The manno (2) and galacto isomer (4) were deprotected to 5 and 7, respectively. Michael addition of some organic amines and thiolates to the nitroolefin intermediate (8) gave the corresponding 2-(substituted)-3-nitro-glucopyranosides (9a-h). Compounds 9a,c,h were deprotected to 10a,c,h. Sodium azide with 8 gave the triazolo nucleoside 11, which was deprotected to 12. 2-Deoxy-3-nitro analogue 14 was also obtained. 相似文献
15.
Mayanín Rodríguez-Morales Dimas Acevedo-Novoa Daniel Machado Magdiel Ablan William Dugarte Frank Dávila 《Plant Ecology & Diversity》2019,12(6):573-591
ABSTRACTBackground: The páramo provides key ecosystem services, including regulation and provision of water. To understand the underlying functions, an ecosystem approach is necessary.Aims: We quantified the combined effect of vegetation and soils (integrated topographic and vegetation units – TVU) on the hydrological balance of a Venezuelan páramo micro-watershed and analyse its hydrological response to intra- and interannual rainfall variability.Methods: Data (2008–2016) from meteorological stations of TVUs and of a streamflow station was used to calculate watershed level hydrologic balances. We quantified the impact of the TVUs outputs by calculating evapotranspiration under non-standard conditions (ETc adj).Result: Evapotranspiration of wetlands and tarns was high, exceeding annual precipitation. Shrubland had low evapotranspiration. Recharge of páramo reservoirs (soils, wetlands, tarns) occurred when monthly rainfall exceeded 90 mm. In dry years there were lower water yields with less effective hydrological regulation. In average years the differences between input and output in watershed balances were very small.Conclusions: The high and constant evapotranspiration of the wetlands and tarns (due to permanent water availability) suggests they could maintain streamflow during dry periods. Their high evapotranspiration rates are compensated by low rates in shrublands units, reducing the mean total evapotranspiration of the watershed. The watershed balances suggest a limited regulatory capacity in these relatively dry páramos with no volcanic soils. 相似文献
16.
Takeshi Hashizume Chad C. Nelson Steven C. Pomerantz James A. McCloskey 《Nucleosides, nucleotides & nucleic acids》2013,32(3):355-359
Abstract Liquid chromatography-mass spectrometry (LC/MS) and tandem mass spectrometry (MS/MS) provide new approaches for structural studies of nucleosides, in the nanogram range, in mixtures. Examples are given of the use of LC/MS for rapid screening of synthesis reaction mixtures, and of MS/MS for the detection and characterization of nucleoside isomers in RNA hydrolysates. 相似文献
17.
Daniel C. Capaldi Alessandra Eleuteri Qin Chen Raymond F. Schinazi 《Nucleosides, nucleotides & nucleic acids》2013,32(4):403-416
Abstract The synthesis of pyrimidine nucleosides, cis-N-1-[(2-hydroxymethyl)-1,3-dioxan-5-yl]uracil (4) cis-N-1-[(2-hydroxymethyl)-1,3-dioxan-5-yl]thymine (5) and cis-N-1-[(2-hydroxymethyl)-1,3-dioxan-5-yl]cytosine (6) and their corresponding trans isomers is described. Compound 4 showed modest, selective activity against human immunodeficiency virus in acutely infected primary human lymphocytes. 相似文献
18.
Charles R. Cantor Kai Tang Joel H. Graber Maryanne Maloney Dong Jing Fu Natalia E. Broude 《Nucleosides, nucleotides & nucleic acids》2013,32(5-6):591-598
Abstract In future DNA sequencing, gel electrophoresis, which is particularly effective for de novo sequencing, is likely to be replaced by sequencing by hybridization, mass spectrometry, or combinations of these two methods, which are particularly effective for comparative or diagnostic sequencing. 相似文献
19.
H. Kanehara T. Wada M. Mizuguchi K. Makino 《Nucleosides, nucleotides & nucleic acids》2013,32(6):1169-1178
Abstract ABSTRACT: In order to design an oligodeoxynucleoside phosphorothioate as an antisense molecule, it is important to establish the structure of the S-oligo with a strong affinity to the target RNA. In these molecules, internucleotide thiophosphate linkages produce diastereomers, the number of which increases in proportion to 2n (n: number of thiophosphate). To estimate the effect of this linkage on the duplex stability by UV melting curves, oligodeoxynucleotides having a single thiophosphate (referred to Soligo), dGCNsN'CG (s: thiophosphate, N, N′ = A or T), were prepared and their diastereomers isolated by HPLC. As demonstrated previously, the melting temperatures (Tm) for the Sp isomers were higher than those of the Rp when DNA was a target. On the other hand, it was found that for RNA as a target, the Rp isomers of dGCTsTCG and dGCAsTCG had higher stability than the Sp, and that the difference in the Tm values between the diastereomers was smaller than when DNA was a target. With dGCsTsACG, which has two thiophosphates, it was also found that the Tm values decreased with an increase in the number of thiophosphate linkages, and that the difference in Tm between the diastereomers was smaller when RNA was a target. Consequently, in practical clinical applications where RNA is a target, the influence of thiophosphate chirality on the duplex structure is almost negligible and Rp/Sp separation of an S-oligo may be of no major concern. 相似文献
20.
Marek Sochacki 《Nucleosides, nucleotides & nucleic acids》2013,32(3):461-462
Abstract The mass spectral fragmentations of modified uridines and their N3—isomers are discussed in context of the b+41 ion formation. 相似文献