Guanosine-5’-phosphat

On silylation-amination of the disodium salts of inosine-5 -phosphate 238a or of guanosine-5 -phosphate 238 b with benzylamine, the phosphate moieties are also transiently protected during amination by silylation (cf also the silylation of uridine-5 -phosphate 224) to give, after transsilylation with methanol and addition of NaOH, the desired sodium salt of N -benzyladenosine-5 -phosphate 239a in 80% yield and the sodium salt of the 2-amino derivative 239 b in 78% yield [64] (Scheme 4.23). 

C10H14N5O8P 3 H20 Guanosine 5 -phosphate, trihydrate (GUAN-PH01)201... 

C10H22CdN5O13P 3 H20 Penta-aquo-cadmium-guanosine 5 -phosphate, trihydrate AGOPCD 37 416... 

Ci0H22N5NiO13P 3 H20 Penta-aquo-nickel(H)-(guanosine 5 -phosphate), trihydrate GUOSNI 32 382... 

Guanine Guanosine-5 -phosphate (GMP) Deoxy guanosine-5 -phosphate (dGMP)... 

A fermentation procedure has been described237,238 for large-scale production of the latter sugar nucleotide. Bakers yeast transforms guanosine 5 -phosphate into the D-mannosyl pyrophosphate ester in 45% yield when a mixture with D-glucose, potassium phosphate, and magnesium sulfate is incubated. 

Guanosine 5 -phosphate Barium inosine 5 -phos- C-3 endo C-2 endo 0.515 89... 

Adenosine 5 -phosphate Guanosine 5 -phosphate Cytidine 5 -phosphate Uridine 5 -phosphate... 

Calcium thymidylate, hexahydrate171 Guanosine 5 -phosphate, trihydrate172... 

A structure determination of CdL(H20)5 3H20 (L = guanosine-5 -phosphate) reveals a cadmium ion octahedrally coordinated by live water molecules and the N-7 of the purine ring system (Cd—N = 2.37 A Cd—O = 2.24-2.34 A).568 Similarly, a structure determination of CdL2(H20)4 (L = 8-azahypoxanthinato) reveals octahedral cadmium bonded to N-7 of the purine anions and to four water molecules.569 Theophylline (83) is frequently used as a substitute for guanine (84) in model systems, and the complexes [CdI (RNH2)2(H20)2] (L = 83) have been described.570... 

Draw the complete structure of guanosine 5 -phosphate, one of the four ribonucleotides. 

An enzyme-linked immunosorbent assay (ELISA) was developed by Van der Schans and colleagues for detection of the mustard adduct within DNA, using monoclonal antibodies raised against N7-HETE-guanosine-5 -phosphate coupled to keyhole limpet hemocyanin (n). The ELISA was successfully applied in toxicokinetic studies in which levels of adducted DNA were followed in conjunction with measurement of intact sulfur mustard (12). 

Fig. 17.10. a 6,2 -anhydro-l-a-D-arabinofuranosyl-6-hydroxycytosine [ARFHCY] b 2,2 -anhydro-l-y9-D-arabinofuranosylcytosine-3, 5 -diphosphate [AFCYDP] c guanosine 5 -phosphate 3H20 [GUANPH01J see also Fig. 17.56... 

In guanosine 5 -phosphate trihydrate [GUANPH01J, a tetramer configuration is stabilized by short H---0 hydrogen bonds involves P02, OH and two H20, (Fig. 17.10c). 

In the crystal structure of guanosine 5 -phosphate 3H20 [GUANPH01] (Fig. 17.56) the free acid of the nucleotide is in the zwitterion form with N(7) pro-tonated. There is a four-membered cycle formed by two water molecules and two phosphate groups which is part of an infinite, homodromic chain. The N(l)-H and amino N(2)-H form a chelated bifurcated hydrogen bond with a phosphate oxygen, and N(2)-H is further involved in a three-center bond with another phosphate oxygen atom. 

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