Inosin

The 5 nucleotide of inosine inosimc acid (CioHi3N40gP) is added to foods as a flavor enhancer What is the structure of mosinic acid" (The structure of inosine is given in Problem 28 21)... 

Flavor Enhancers. Flavor enhancers have the abihty to enhance flavors at a level below which they contribute any flavor of their own. Worldwide, the most popular flavor enhancers are monosodium L-glutamate [142-47-2] (MSG), NaC HgNO, and the 5 -ribonucleotides disodium 5 -inosinate [131-99-7] (IMP), and disodium S -guanjIate [85-75-5] (GMP), C QH 2-N50gP -2Na. 

Adenosine is formed from ATP via a phosphatase cascade that sequentially involves the diphosphate, ADP, and the monophosphate, AMP. The actions of adenosine are terminated by uptake and rephosphorylation via adenosine kinase to AMP or by cataboHsm via adenosine deaminase to inosine and hypoxanthine. 

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 complexed with 4-(acetylamino)ben2oic acid and 1-(dimethylamino)-2-propano1 (1 3 3) nolecular formula = CjgHj2N4O5-SCgH CAS Registry Number = [36703-88-5],... 

Adenosine is not active orally, but adrninistered as an iv bolus dmg adenosine rapidly eliminates supraventricular tachycardias within 1—2 min after dosing. The dmg slows conduction through the AV node. Adenosine is rapidly removed from the circulation by uptake into red blood ceUs and vascular endothehal ceUs. Thus the plasma half-life is less than 10 s. Adenosine is rapidly metabolized to inosine or adenosine monophosphate and becomes part of the body pool for synthesis of adenosine-triphosphate. 

Inosine, 2, 3 -0-isopropylidene-dipole moment, 5, 522 [Pg.31]

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... 

Treatment of adenosine with nitrous acid gives a nucleoside known as inosine. Suggest a reasonable mechanism for this reaction. 

FIGURE 11.11 The common ribonucleosides—cytidine, uridine, adenosine, and guanosine. Also, inosine drawn in anti conformation. 

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