Adenosine-5 uridine-5

O-isopropylideneuridine (XIII), followed by removal of the protecting groups, gave adenosine-5 uridine-5 (hydrogen phosphate) (XIV). This particular route to the synthesis of dinucleotides is capable of being applied only to the synthesis of compounds in which at least one uridine residue is... 

Adenosine triphosphate disodium, A-39 Adenosine triphosphate, A-39 Adenosine 5 -triphosphoric acid, A-39 Adenosine 5 -uridine 5 -phosphate, A-40 Adenosine 5 -[4-(fluorosulfonyl)benzoate], F-17 Adenosine, A-31 e-Adenosine, R-110 a-Adenosine, A-31 Adenosine-5 -carboxamide, A-41 Adenosine-5 -carboxylic acid, A-41 Adenosine-5 -diphosphoric acid, A-33 Adenosine-5 -N-ethyluronamide, A-41 Adenosine-5 -phosphoric acid, A-44 Adenosine-2 -phosphoric acid, A-45 Adenosine-5 -uronic acid, A-41 S -Adenosylhomocysteine, A-42 S -Adenosylmethionine, A-26 Adenosylsuccinic acid, A-43 Adenylic acid a, A-45... 

Adenosine 2, 5 -diphosphate, A-34 Adenosine 3, 5 -diphosphate, A-35 Adenosine 5 -tetraphosphate, A-38 Adenosine triphosphate, A-39 Adenosine 5 -uridine 5 -phosphate, A-40 Adenyhc add, A-44 2 -Adenyhc acid, A-45 3 -Adenyhc add, A-31 Adenylosuccinic acid, A-43 Adenylyl-(2 -> 50-adenosine, A-46 Adenylyl-(3 -> 50-adenosine, A-47... 

Mixtures of photolabile 2 - and 3 -0-(2-nitrobenzyl)ribonucleosides were obtained in good yields when adenosine, uridine, cytidine, and inosine were treated with 2-nitrophenyldiazomethane in the presence of tin(II)chloride [362]. The dibutylstan-nylene approach has been used for the preparation of 2 -(4-nitrobenzyl)uridine [366]. 2-Nitrobenzyl chloride and sodium hydride in DMF gave the 2 -ethers in 26-37% yield, depending on the starting nucleoside [363, 367]. 

If we attach the nitrogenous bases to a ribose, we have the RNA nucleosides. The four RNA nucleoside bases are adenosine, uridine, cytidine, and guanosine. Usually, these nitrogenous bases are represented as A, U, C, and G, respectively. Figure 12.69 gives the names and structures of these compounds. Addition of a phosphate group to carbon 5 of the ribose sugar affords the RNA nucleotide bases. 

Of the nucleosides and nucleoside components adenosine, uridine, D-ribose, deoxyguanosine, cytidine, and thymidine, which would not be expected to occur in significant amounts in a partial hydrolysate of RNA ... 

Starch synthetase Adenosine/Uridine diphosphate D-glucose -... 

CNT2 (SLC28A2) Human Adenosine, uridine, inosine, thymidine Drugs cladribine, didanosine ... 

To fully check the selectivity of the two hit compounds, all the nucleosides (adenosine, uridine, cytidine, guanosine) and nucleotides (XNP, where X = A, U, C, G, and N = Mono, Di, Tri) were tested systematically. High selectivity of both G49 and G32 only to GTP was clearly exhibited without any obvious cross response to any of other nucleotides or nucleosides (Fig. 17.18). As we observed,... 

Syntheses involving standard condensation procedures for heterocyclic bases with amino-sugar derivatives have included the preparation of 2 -azido-, 3 -azido-2 ,5 -diazido-, and 3, 5-diazido-derivatives of arabino-nnAinc, 3 -amino-3-deoxy-adenosine, -uridine, and -cytidine 5-phosphates, 2, 3-bis(2-chloroethyl)-aminophosphoryl-3-amino-3-deoxyadenosine (which has anti-tumour activity), 3-A -methyl-A -nitrosoureido-3-deoxy-adenosine and the corresponding 5-substituted isomer, and 2 -azido-2-deoxy- and 2-amino-2-deoxy-D-arabinofuranosyl-... 

Figure 29-1. Conventions for writing ribonucleic acid structures for a short RNA chain with (from left to right) adenosine, uridine, guanosine, and cytidine nucleosides.

Obtain the following nucleotide standards (Sigma) adenosine-5-monophosphate uridine-5-monophosphate cytidine-5-monophosphate guanosine-5-monophos-phate. Also, obtain the following nucleoside standards (Sigma) adenosine uridine cytidine guanosine. Prepare individual standards at a concentration of 3 0,g/ Xl. 

The conformational mobilities of pyrimidine nucleosides in aqueous solution have been investigated by c.d. measurements in the temperature range —100 to -H40 °C changes in the main c.d. band were ascribed to oscillation of the base about the glycosidic bond and to pseudorotation of the sugar ring. The c.d. spectra of uridine, thymidine, 2 -deoxyadenosine, adenosine, and 9-j8-D-arabino-furanosyladenine in aqueous solution have been measured at pH 7 and 2, and the c.d. spectra of benzoyl, 4-nitrobenzoyl, and anisoyl derivatives of adenosine, uridine, and l-jS-D-ribofuranosylbenzimidazole have also been recorded. ... 

The enzyme purified from bull semen dephosphorylates the 5 -phosphate esters of adenosine, uridine, cytidine, guanosine, nicotinamide riboside, and the 5 -phosphate esters of deoxynucleosides, but is inactive with adenosine pyrophosphates and substrates which bear other substituents on the ribose, e.g., adenosine 2, 5 -diphosphate (124). However 5 -nucleo-tidase from potato can hydrolyze the 5 -phosphate of this diphosphate... 

The mycelium of cultivated G. capense contains adenine, adenosine, uridine, and uracil D-mannitol ergosterol, P-sitosterol, soyasapogenol B, and other steroids stearic, docosanoic, tricosanoic, and tetracosanoic acids nicotinic acid, andfurans, among others (wang). ... 

In this experiment students analyze an artificial RNA digest consisting of cytidine, uridine, thymidine, guanosine, and adenosine using a Cjg column and a mobile phase of 0.4% v/v triethylammonium acetate, 5% v/v methanol, and 94.6% v/v water. The chromatogram is recorded using a UV detector at a wavelength of 254 nm. 

FIGURE 11.11 The common ribonucleosides—cytidine, uridine, adenosine, and guanosine. Also, inosine drawn in anti conformation. 

We also examined separation by 32 (A-DEAE cell) and T-DEAE cell. Uridine was more retarded by 32 (A-DEAE cell) than cytidine, and uridine more than adenosine. These results strongly suggested the existence of the hydrogen-bonding of A-U pairs. On the T-DEAE cell, adenosine was found to be more retarded than... 

By analogy with the conversion of uridine 1 into cytidines 6, the conventional amination of inosine 235a, guanosine 235b, or xanthosine 235c and their 2 -deoxy analogues to the adenosines 237 requires ... 

Other nucleoside diphosphate sugar compounds are known, eg, UDPGal. In addition, the same sugar may be linked to different nucleotides. For example, glucose may be linked to uridine (as shown above) as well as to guanosine, thymidine, adenosine, or cy-tidine nucleotides. 

Figure 4. Separation of ribonucleoside monophosphofic acids. Conditions 250-cm anion exchange column gradient, 0.01M KHgPO containing HsPOi, (pH 2.6) to 0.15M KHiFO in 30 min column tempera-ture, 70 C detector, UV at 254 nm. 1, cyti-dine-S -monophosphoric acid 2, uridine-5 -monophosphoric acid 3, adenosine-5 -mon-ophosphofic acid 4, inosine-5 -monophosphoric acid 5, 3, 5 -cyclic adenosine mono-phosphoric add 6, guanosine-5 -monophosphoric acid (36).

Clindamycin (93 R = H), an antibiotic obtained by chlorinating linco-mycin, is converted by a species of Streptomyces into inactive phosphorus-containing compounds. These have been shown to be nucleoside 5 -phosphates derived from adenosine, cytidine, guanosine, and uridine. 

Figure 12 Gradient separation of bases, nucleosides and nucleoside mono- and polyphosphates. Column 0.6 x 45 cm. Aminex A-14 (20 3 p) in the chloride form. Eluent 0.1 M 2-methyl-2-amino-l-propanol delivered in a gradient from pH 9.9-100 mM NaCl to pH 10.0-400 mM NaCl. Flow rate 100 ml/hr. Temperature 55°C. Detection UV at 254 nm. Abbreviations (Cyt) cytosine, (Cyd) cytidine, (Ado) adenosine, (Urd) uridine, (Thyd) thymidine, (Ura) uracil, (CMP) cytidine monophosphate, (Gua) guanine, (Guo) guanosine, (Xan) xanthine, (Hyp) hypoxanthine, (Ino) inosine, (Ade) adenosine, (UMP) uridine monophosphate, (CDP) cytidine diphosphate, (AMP) adenosine monophosphate, (GMP) guanosine monophosphate, (IMP) inosine monophosphate, (CTP) cytidine triphosphate, (ADP) adenosine diphosphate, (UDP) uridine monophosphate, (GDP) guanosine diphosphate, (UTP) uridine triphosphate, (ATP) adenosine triphosphate, (GTP), guanosine triphosphate. (Reproduced with permission of Elsevier Science from Floridi, A., Palmerini, C. A., and Fini, C., /. Chromatogr., 138, 203, 1977.)...

Adenosine and uridine monosphophate (AMP and UMP, resp.) react via their imi-dazolides with alcohols to give the phosphoric diesters ... 

In ref. [178] other tri(azolyl)phosphines are used for the synthesis of uridine-, adenosine-, and cytidine-oligoribonucleotides according to this method, with azolyl groups... 

Nucleic acids which contain only adenosine, guanosine and uridine are able to form A-U Watson-Crick pairs and G-U wobble pairs. They should be able to build up complex secondary and tertiary structures. 

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