10- cytosin

Similar considerations were used60,96 to rule out the zwitterionic structure of cytosine as its main form in aqueous solution. As a zwitterion (10) cytosine ought to have a spectrum similar to that of the anion of 2-oxopyrimidine. The differences between the spectra of the two compounds indicate that this is not the case. 

The electrostatic potentials of the nucleic acid bases [adenine (9), guanine (10), cytosine (1), and thymine (11)] were first studied in the early 1970s. Each of these molecules has several likely sites for electrophilic attack V(r)... 

It is the parent substance of a group of compounds which includes cytosine, thymine and uracil, which are constituents of nucleic acids and barbituric acid and its derivatives, which are important medicinally. 

The DNA base pairs guanine (G), cytosine (C), adenine (A) and thymine (T). The uracil-2,6-diaminopyridine pair can also form three hydrogen bonds but has a much lower association constant than G-C. 

A,G,CT, (U) Adenine, guanine, cytosine, thymine - the four bases present in DNA. Urac replaces thymine in RNA... 

Write a structural formula for the enol tautomer of cytosine... 

Three of the bases (cytosine adenine and guanine) occur m both RNA and DNA... 

Avery s paper prompted other biochemists to rethink their ideas about DNA One of them Erwin Chargaff of Columbia University soon discovered that the distribution of adenine thymine cytosine and guanine differed from species to species but was the same within a species and within all the cells of a species Perhaps DNA did have the capacity to carry genetic information after all Chargaff also found that regardless of the source of the DNA half the bases were purines and the other half were pyrimidines Significantly the ratio of the purine adenine (A) to the pyrimidine thymine (T) was always close to 1 1 Likewise the ratio of the purine guanine (G) to the pyrimidine cyto sine (C) was also close to 1 1 For human DNA the values are... 

Base pair (Section 28 7) Term given to the punne of a nu cleotide and its complementary pyrimidine Adenine (A) is complementary to thymine (T) and guanine (G) is comple mentary to cytosine (C)... 

The primary stmcture of DNA is based on repeating nucleotide units, where each nucleotide is made up of the sugar, ie, 2 -deoxyribose, a phosphate, and a heterocycHc base, N. The most common DNA bases are the purines, adenine (A) and guanine (G), and the pyrimidines, thymine (T) and cytosine (C) (Fig. 1). The base, N, is bound at the I -position of the ribose unit through a heterocycHc nitrogen. 

The exocychc nitrogens on cytosine and the purine bases must be protected during the synthesis. The search is ongoing for protecting groups that are subject to fewer side reactions and that can be removed more easily in the final deprotection step (34). 

Chemotherapeutic agents are grouped by cytotoxic mechanism. The alkylating agents, such as cyclophosphamide [50-18-0] and melphalan [148-82-3] interfere with normal cellular activity by alkylation deoxyribonucleic acid (DNA). Antimetabohtes, interfering with complex metaboHc pathways in the cell, include methotrexate [59-05-2] 5-fluorouracil [51-21-8] and cytosine arabinoside hydrochloride [69-74-9]. Antibiotics such as bleomycin [11056-06-7] and doxombicin [23214-92-8] h.a.ve been used, as have the plant alkaloids vincristine [57-22-7] and vinblastine [865-21-4]. 

Fosfadecin (186) and fosfocytocin (187) are adenine and cytosine nucleotide antibiotics isolated from the culture filtrates of Pseudomonas viridiflava PK-5 and P. fluorescens PK-52, respectively (283). Hydrolysis produces fosfoxacin which is also isolated from the culture filtrates. Compounds (186) and (187) inhibit gram-positive and gram-negative bacteria. 

With the aid of cytosine permease, flucytosine reaches the fungal cell where it is converted by cytosine deaminase into 5-fluorouracil [51-21-8]. Cytosine deaminase is not present in the host, which explains the low toxicity of 5-FC. 5-Fluorouracil is then phosphorylated and incorporated into RNA and may also be converted into 5-fluorodeoxyuridine monophosphate, which is a potent and specific inhibitor of thymidylate synthetase. As a result, no more thymidine nucleotides are formed, which in turn leads to a disturbance of the DNA-synthesis. These effects produce an inhibition of the protein synthesis and cell repHcation (1,23,24). 5-Fluorouracil caimot be used as an antimycotic. It is poorly absorbed by the fungus to begin with and is also toxic for mammalian cells. 

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