8 inosine monophosphate

AMP, ADP, and ATP = adenosine mono-, di-, and triphosphate IMP = inosine 5 -monophosphate AICAR = 5 -phosphoribosyl-5-amino-4-imida2olecarboxamide DAP = diaminopimelic acid PRPP = phosphoribosyl pyrophosphate a — KGA = a-ketoglutaric acid Orn = ornithine Cit = citnilline represents the one carbon unit lost to tetrahydrofolate as serine is converted to glycine. 

Inosine, 6-benzyloxy-9- -D-ribofuranosyl-2-dimethylamino-hydrogenolysis, 5, 558 Inosine, 2 -deoxy-alkylation, 5, 538 Inosine, 6-phenacylthio-dethiation, S, 559 Inosine 5 -monophosphate biosynthesis, 1, 88 Inosines, thio-synthesis, 5, 584 Inositol, D-l,4-anhydro-synthesis, 1, 416 Inositols synthesis, 1, 416 Insecticides... 

Inosine 5 -Monophosphate Dehydrogenase. A series of 21 known inosine 5 -monophosphate dehydrogenase (IMPDH) inhibitors was used to validate a virtual screening protocol. By application of a molecular weight filter (80 < MW < 400), 3425 compounds were extracted from an in-house reagent inventory system. Docking of these compounds into a substrate-IMPDH complex 3D structure was performed with the program FlexX three... 

Figure 10-1. Overview of purine synthesis. Details of the first two reactions and sources of the atoms of the purine ring in inosine 5 -monophosphate (IMP) are shown. PRPP, 5 -phosphoribosyl-1-pyrophosphate Gin, glutamine Gly, glycine Asp, aspartate THF, tetrahydrofolate.

Figure 1. Nucleotide degradation pathway (ATP=adenosine-5 -triphosphate, ADP=adenosine-5 -diphosphate, AMP=adenosine-5 -monophosphate, IMP=inosine-5 -monophosphate).

The most important of the aforementioned flavour-enhancing nucleotides are inosine 5 -monophosphate (IMP) and guanosine 5 -monophosphate (GMP), of which about 2,000 and 1,000 t year are produced by biotechnological processes worldwide [22] and which are used as their disodium salts. The nucleotides contribute to the flavour-enhancing effect brought into food by yeast hydrolysates. Diflerent biotechnological strategies have been developed for the production of pure nucleotides ... 

Modification of inosine 5 -monophosphate occurs by two routes oxidation by an NAD requiring enzyme to the 2-oxopurine and hence to guanosine 5 -monophosphate, or aspartate dependent amination at C-6 by a sequence similar to that employed in the conversion of (16) to (18) described above to give adenine 5 -monophosphate. 

An important role is played by adenosine triphosphate (ATP), involved in energy exchange relatively large amounts of free energy are released when ATP is hydrolyzed. A consequence of the loss of ATP in muscle postmortem is its conversion to hypoxanthine. Some 5 -mononucleotides, intermediates in the production of hypoxanthine and with the ribose component hy-droxylated at position 6, are flavor enhancers in muscle foods. Compounds of this kind are, for example, inosine 5 -monophosphate (IMP) and guanosine 5 -monophosphate (GMP). The ATP is first converted to ADP and then to AMP by a disproportionation reaction. The AMP is then de-aminated to IMP. The IMP can degrade to inosine and eventually to hypoxanthine. Hypoxanthine... 

Didanosine is a synthetic purine nucleoside analog that inhibits the activity of reverse transcriptase in HIV-1, HIV-2, other retroviruses and zidovudine-resistant strains. A nucleobase carrier helps transport it into the cell where it needs to be phosphorylated by 5 -nucleoiidase and inosine 5 -monophosphate phosphotransferase to didanosine S -monophosphate. Adenylosuccinate synthetase and adenylosuccinate lyase then convert didanosine 5 -monophosphate to dideoxyadenosine S -monophosphate, followed by its conversion to diphosphate by adenylate kinase and phosphoribosyl pyrophosphate synthetase, which is then phosphorylated by creatine kinase and phosphoribosyl pyrophosphate synthetase to dideoxyadenosine S -triphosphate, the active reverse transcriptase inhibitor. Dideoxyadenosine triphosphate inhibits the activity of HIV reverse transcriptase by competing with the natural substrate, deoxyadenosine triphosphate, and its incorporation into viral DNA causes termination of viral DNA chain elongation. It is 10-100-fold less potent than zidovudine in its antiviral activity, but is more active than zidovudine in nondividing and quiescent cells. At clinically relevant doses, it is not toxic to hematopoietic precursor cells or lymphocytes, and the resistance to the drug results from site-directed mutagenesis at codons 65 and 74 of viral reverse transcriptase. 

J. W. Larson, Y. B. Tewari, and R. N. Goldberg, Thermodynamics of the reactions between adenosine, adenosine 5 -monophosphate, in-osine, and inosine 5 -monophosphate. The conversion of L-histidine to (urocanic acid and ammonia) J. Chem. Thermodvn. 25. 73 90 (1993). 

Inosine-5 -monophosphate S. aureus NCTC 8325, Mu50, Nucleotide... 

Similar results were obtained in the conversion of S -phosphoribosyl-aminoimidazole carboxamide 13 to inosine-5 -monophosphate 14 (S -IMP, Scheme 9). 

Figure 10.8 Conversion of inosine-5 -monophosphate (IMP) to the corresponding adenosine and guanosine monophosphates (AMP and GMP, respectively). Note that increased levels of GMP inhibit reaction (14) and stimulate reaction (12). Conversely, increased levels of AMP inhibit reaction (12) and stimulate reaction (14).

---