Uracil riboside

Uridine. ] -0 - D - Ri bofu ranosyl uraci 1 uracil riboside. C,H, N204 mo] wt 244.20. C 44.26%, H 4.95%, N ] 1.47%, O 39.31%. Nucleoside widely distributed in nature. Prepd by hydtolysis of yeast nucleic acid with weak alkali, cf. Levetie, Bass, Nucleic Acids (New York, 1931), Improved isolns Harris. Thomas, J. Chem. Soc. 1948, 1936 Elmore, ibid. 1950, 2084 Lorine, Ploeser, J. Biol Chem. 178, 439 (1949). Crystal structure Green et al, Chem. Commun. 1971, 53. Review Basic Principles in Nucleic Acid Chemistry... 

Ribofuranosyluracil Uracil-1-p-D-ribofuranoside Uracil, 1-p-D-rlbofuranosyl- D-Rlbosyl uracil Uracil riboside Urd Uridin Uridine. Used in biochemical research. Crystalline solid mp = 165° [a] = 4° (c = 2) Xm = 261, 205 nm (e 10100, 9800) soluble in H2O. Am. Biorganics Greeff R.W. Co. Penta Mfg. Sigma-Aldrich Fine Chem. 

Fig. 11.1.3. Reversed phase HPLC of nucleic acid bases and nucleosides. Chromatographic conditions column, Spherisorb ODS-2, 5 pm (250 x 4.6 mm) mobile phase, 0.05 M monobasic ammonium phosphate, pH 3.5 flow rate, 1.5 ml/min temperature, ambient detection, UV at 260 nm. Peaks C, cytosine U, uracil FU, fluorouracil CR, cytosine riboside A, adenine CdR, cytosine deoxyriboside UR, uracil riboside T, thymine FUR, fluorouracil riboside UdR, uracil deoxyriboside, FUdR, fluorouracil deoxyriboside GR, guanine riboside GdR, guanosine deoxyriboside TdR, thymine deoxyriboside AR, adenine riboside. Reproduced from Miller et al. (1982), with...

CAS 58-96-8 EINECS/ELINCS 200-407-5 Synonyms 1-P-d-Ribofuranosyluracil D-Ribosyl uracil Uracil-1-P-D-ribofuranoside Uracil riboside p-Uridine... 

At the same time that the early studies mentioned above were carried out, it was shown by Loring and Pierce that certain Neurospora mutants utilized uracil and cytosine very poorly in comparison to uridine (uracil riboside) and cytidine (cytosine riboside). These observations led to the suggestion that free pyrimidines were not normal intermediates in nucleic acid biosynthesis. Similar conclusions have been reached by Fries with pyrimidine-deficient strains of the mold Ophiostoma muUiannulatum. ... 

Fig. 11.1.4. Separation of uracil and 5-fluorouracil bases, nucleosides and nucleotides by reversed phase ion-pair HPLC. Chromatographic conditions column, Bondapak Cig (300 x 4 mm) mobile phase, (from 0-30 min) 0.1 mM tetrabutylammonium hydrogen sulphate (Cjg), 2.5 mM tetraethylammonium bromide (Cg) and 2% methanol in 2 mM sodium acetate, 1.5 mM phosphate buffer, pH 6.0 (Buffer A) (from 30-50 min) Buffer A-i-30 mM phosphate detection, UV at 254 nm. Peaks FU, fluorouracil FUR, fluorouracU riboside/ FUdR, fluorouracil deoxyriboside FUMP, fluorouridine 5 -monophosphate 5 dFUR, 5 -deoxyfluorouracil riboside FdUMP, deoxyfluorouri-dine monophosphate UDPG, uridine diphosphoglucose UDP, uridine diphosphate dUDP, deoxyuridine monophosphate UTP, uridine triphosphate. Reproduced from Au et al. (1982), with permission.

Both purine and pyrimidine bases are methylated in RNA. With adenine, the addition of one intact methyl group leads to either the formation of a carbon-to-carbon bond involving the carbon 2 of adenine, or a nitrogen-carbon bond involving the Ne or N of adenine. Guanine is methylated in N, N2, and N7 uracil and cytosine form carbon-to-carbon bonds between CH3 and their carbon 5. Hypoxanthine is methylated on its N dimethyl derivatives of adenine (N6) and guanine (N2) have also been observed. Two methylated bases have been found in DNA 6 methylated aminopurine and 5 methylcytosine. In addition, methyl ribosides have been found in tRNA. 

Several nucleoside hydrolases have been described. A hydrolase purified from baker s yeast (79) has been found which specifically degrades uridine to uracil and n-ribose. Another nucleoside hydrolase also purified from yeast splits guanoane, adenosine, inosine, xanthosine, nicotinamide riboside, and a group of synthetic unnatural riborides. A highly specific uridine hydrolase is found in yeast, and a nucleoride hydrolase has been described in Lactobacillus pentosus which degrades both purine and pyrimidine nucleosides (74)- A nonspecific hydrolase as well as a i cific inosine hydrolase have been purified from fish muscle (76). The spores of BaciUus eereus contain a heat-stable hydrolase which can cleave adenosine and inosine (76, 77). Finally, a riboside hydrolase of broad spedfidty which attacks only 9-ribofuranosides has been purified from extracts of Ladobacil-lus delbrueckii (72, 78). 

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