Nucleosides, Nucleotides, Derivatives, and Related Compounds

Nucleosides, Nucleotides, Derivatives, and Related Compounds. — 5-Dimethyl-aminouridine, 5-methylaminomethyl-2-thiouridine, 2, 3 -O-isopropylidene-5-methylaminomethyl-2-thiouridine, 2 -deoxy-5-isopropyluridine, 5-amino-2, 5 -dideoxy-5-iodouridine, 5-nitro-l-( 3-D-ribofuranosyluronic acid)uracil, uridine 3 -phosphate, and uridine 5-diphosphate dipotassium salt.  

2 -0-Methylcytidine (correction to previous paper), platinum complex of cytidine 3 -phosphate, l- 3-D-arabinofuranosylcytosine 5 -phosphate (2 independent analyses), 2,2 -anhydro-l-/3-D-arabinofuranosyl-5-dimethylsulphonio-6-oxocytosine chloride, 2,2 -anhydro-l-(3, 5 -di-0-acetyl-j3-D-arabinofuranosyl)-5-chloro - 6 - oxocy tosine, 2,l -anhy dro -1 - - D -arabinofuranosylcy tosine 2 5 -diphosphate, and 6,2 -anhydro-1 - 3-D-arabinofuranosyl-6-hydroxycytosine. Adenosine 5 -triphosphate disodium salt, adenosine 5 -methylphosphate, adenosine 5-methylphosphonate, 8-methyladenosine 3-phosphate, 2-aza-adenosine, 9-ce-D-arabinofuranosyladenine, 8,2 -anhydro-9- 3-D-arabino- 

Fouret, G. Strecker, G. Spik, B. Foumet, and J. Montreuil, 

Nishimura, H. Vorbriiggen, and Y. litaka, FEBS Lett., 1979, 101, 270. 

Czugler, A. Kdlman, J. T. Sagi, A. Szabolcs, and L. Otvds, Acta Crystallogr., 1979, B35,1626. 

Nucleosides, Nucleotides, Derivatives, and Related Compounds. — 5-Substituted uracils were examined for conformational dependence on the substituents, uridine 5 -phosphate disodium salt, 2 -deoxyuridine 5 -phosphate disodium salt, 6-methyl-2 -deoxyuridine, 5-C-acetyl-2 -deoxyuridine, dihydrouridine 3 -phosphate potassium salt, 5-hydroxymethyl-2 -deoxyuridine, 4-thio--uridine, 2,5 -anhydro-2, 3 -0-isopropylidene-2-thiouracil, 2,2 -an-hydro-1 - 3-D-arabinofuranosyl-2-thiouracil.  

5-lodocytidine, pjei/do-cytidine, 8-thionoadenosine, 3 -amino-3 -deoxy-adenosine, 3 -cyclobutylamino-3 -deoxyadenosine, 3 -deoxyadenosine (cordy-cepin), and 9-j3-D-arabinofuranosyl-8-morpholinoadenine.  

Guanosine 5 -phosphate, [Pd(diethylenetriamine) (guanosine)l ( 104)2, 6 nethoxy-9- 5-D-ribofuranosylpurine, 7,2 -anhydro-j3-D-arabinosylorotidine,  

Fouret, G. Strecker, G. Spik, B. Foumet, and J. Montreuil, Glyco-conjugate Res., Proc. Int. Symp., 4th, 1977 (Publ. 1979), 1, 317, ed. J. D. Gregory and R. W. Jeanloz, Academic Press, New York Chem. Abstr., 1980, 92, 76 806). 

Yamagata, S. Fujii, T. Fujiwara, K. Tomita, and T. Ueda, Acta Crystallogr., Sect. B, 1980, 36, 339. 

Nucleosides, Nucleotides, Derivatives, and Related Compounds.—(Data derived from J T-ray analysis of 99 compounds containing the JV-jS-D-pentofuranosyl unit have been correlated. The questions of conformational interchange via ring flattening or pseudorotation and the orientation of groups bonded to C-5 were considered in detail. ) 

5- Aminouridine, 5-vinyl-2 -deoxyuridine, 5-ethynyl-2 -deoxyuridine, 5-nitro-l-05-D-riburonosyl)uracil, uridine 5 -methylphosphate.  

Cytidine 2, 3 -cyclicphosphate, polymeric complexes of Cd and Cu and cytidine 5 -phosphate, l-(j8-D-arabinofuranosyl)cytosine Pt complex. Adenosine complexed with 5-bromouracil, iS-methyl-5 -thioadenosine, 2, 3 -0-isopropyIideneadenosine, 2, 3 -0-(2-carboxyethyl)ethylideneadeno-sine, the amino-acid adenosine derivatives (5) and (6) which are constitutents of tRNA, 8-[(2-aminoethyl)amino]adenosine 3, 5 -cyclic phosphate. 8-Iodoguanosine, 2-JV-methylguanosine, a guanosine Hg complex, 2, 35 -tri-(9-acetyl-6-0-(mesitylenesulphonyl)-guanosine, guanosine 5 -phosphate, Cu complex.  

Tamura, Acta Cryst., 1978, B34, 1259. 

1-Phenyl-4,5-(D- / cero-L- /Mco-heptofurano)imidazolidine-2-thione, -p-tolyl-4-(j8-D-erythrofuranosyl)imidazoline-2-thione, 2,3-diphenyl-5-(a-D-lyxo-furanosyl)tetrazolium bromide, l-(2,3,4,6-tetra-0-acetyl-a-D-mannopyrano-syl)-A, A -dimethylisocyanuric acid.  

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Nucleosides, Nucleotides. Derivatives and Related Compounds.-5-Methyl-B-D-arabinofuranosylcytoslne, 5-methoxyuridine (a more precise determination)l-(6-deoxy-8-D-allofuranosyl)cytosine,... 

As mentioned by Tipson,10 the question arises as to whether ultraviolet absorption spectra of the type described112-114 can serve as proof for the positional assignment of the carbohydrate moiety on the pyrimidine ring of nucleosides. The increasing usage of spectrophotometry in the isolation, and in structural and enzymic studies, of nucleosides and nucleotides warrants a detailed consideration of this technique. The studies described above,112 114 for example, may be open to question (despite the fact that the conclusions were correct), since the pH of the curves selected was not predicated upon the ionization constants of the compounds under investigation. A series of comprehensive spectral studies of nucleosides of nucleic acids, their parent pyrimidines, and related compounds have been reported,87-110 and much of the following discussion is derived from them. 

Chloroacetaldehyde undergoes a highly specific reaction with adenine and related compounds to produce l,iV -ethenoadenine, a highly fluorescent derivative with an emission maximum at 410 nm (Leonard and Tolman, 1975). This method allows the specific detection of 1 pmol of adenine and related nucleosides and nucleotides (Preston,... 

The purine and pyrimidine ring compounds found in nucleic acids are known as "bases," even though some of them have almost no basic character. Nucleosides are the N-glycosyl derivatives of the bases with ribose or 2-deoxyribose. Tire nucleotides are phosphate esters of nucleosides. Similar names are applied to related compounds such as adenosine triphosphate (ATP) that are not present in DNA or RNA. The names of the principal nucleotides from which the nucleic acids are formed are given in Table 5-1. The... 

Selected crystal structures of cytidlne and its derivatives. The cytidine-related nucleoside and nucleotide crystal structures for which reliable hydrogen-bond patterns can be reported include five nucleotides. Amongst the nucleotides there is more variety than with the uridine compounds. There are three hydrates, four hydrochlorides, and a nitrate. The conjugated NH2 group is always involved as a donor, but never as an acceptor. Several different configurations are observed ... 

Due to the importance of modified nucleosides that are also in the base, the development of new biocatalytic processes appUed to the synthesis of derivatives modified in the base is of great interest Adenosine deaminase (ADA) and adenylate deaminase (AMPDA) are biocatalysts that catalyze the hydrolytic deaminahon of purine nucleosides and nucleotides. Some applications of these deaminases for the preparation and transformation of compounds structurally related to nucleosides with potential antitumor and antiviral activities have been described in the last few years [8]. 

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