Adenosine 3 , 5 -phosphate,

Similar use has been made of trifluoroacetic anhydride in the preparation of the cyclic 2,3-phosphate of adenosine from adenosine 2-phosphate the latter appears to be converted into the unsymmetrical anhydride, which then acts as an internal phosphorylating agent toward the C-3-hydroxyl group. Treatment of the product with ethanolic ammonia removed the... 

The nucleotide anhydride, adenosine 5 -triphosphate (24), when digested with aqueous barium hydroxide, gives a complex mixture containing such products as adenine, adenosine, adenosine 2 -, 3 -, and 5 -phosphates, adenosine 5 -pyrophosphate, and adenosine 2 (or 3 ),5 -diphosphate. - In addition, a nucleotide was foimd in this digest whose structure proved - to be that of adenosine 3 5 -cyclic phosphate (25). This component did not consume metaperiodate, and was degraded enzymically to adenosine 5 -phosphate (26) and adenosine 3 -phosphate (27), without the formation of adenosine 2 -phosphate. Hydrolysis of (25) with an acidic ion-exchange resin did, however, produce the 2 - and 3 -phosphates of adenosine. Compound (25) possessed only one phosphoryl dissociation, and showed a ratio of nucleoside to phosphate of 1 1, which, along with a molecular-... 

Nucleoside 2 (or 3 ),5 -diphosphates have been isolated by degradation of certain coenzymes, as well as from hydrolyzates of nucleic acids. Adenosine 3, 5 -diphosphate (see p. 320) has been isolated by enzymic hydrolysis of coenzyme A and from active sulfate (adenosine 3 -phosphate 5 -phosphosulfate). Adenosine 2, 5 -diphosphate was shown to be present in the adenylic acid moiety of the coenzyme adenine-nicotinamide dinucleotide phosphate which, by treatment with a 5 -nucleotidase from potatoes, is converted into adenosine 2 -phosphate. Adenosine 3, 5 -di-phosphate is reported to play a role as a cofactor in the bioluminescence of Renilla reniformis (pansy) Ribonucleic acid carrying a terminal 5 -phos-phate group yields ribonucleoside 3, 5 -diphosphates on digestion with phosphoesterases. ... 

Scheme 8. The First Selective Synthesis of Adenosine 2 -Phosphate by Brown and Coworkers. i (Ts = p-tolylsulfonyl.)...

This enzyme was discovered in rabbit muscle, and it catalyzes the irreversible deamination of adenosine-5 -phosphate and desoxyadenylic acid. Adenosine-2 -phosphate, adenosine-3 -phosphate, adenosine diphosphate, and adenosine triphosphate are not attacked. 

A deaminase active with yeast adenylic acid has been reported for various animal tissues. More recently, another deaminase has been purified from takadiastase which acts on adenosine, adenosine-3 -phos-phate, adenosine-5 -phosphate, adenosine diphosphate, adenosine triphosphate, and diphosphopyridine nucleotide, but is inert with adenosine-2 -phosphate and triphosphopyridine nucleotide. 

TPN differs from DPN in having one more phosphate group, which has been assigned to carbon 2 of the adenylic acid moiety. This is based on several lines of evidence. By splitting the pyrophosphate bond of TPN with potato nucleotide pyrophosphatase it was possible to separate a diphosphoadenosine fragment (compound XI) as the lead salt. Phosphate esterified to carbon 5 was hydrolyzed by an adenosine-5-phosphatase from potato, and the product was found to be identical with adenylic acid a, presumably adenosine-2 -phosphate. Confirmatory evidence has been provided by finding a deaminase active with adenosine-3 -phosphate, adenosine-5 -phosphate, ATP, and DPN but inert with adenosine-2 -phosphate and TPN. ... 

The 5 -adenyhc acid deaminase (22) found in rabbit muscle has been crystallized (23). It converts adenylic acid to inosinic acid and ammonia [Eq. (7)]. The enzyme does not deaminate adenine, adenosine, adenosine diphosphate, adenosine triphosphate, adenosine 2 -phosphate, adenosine S -phosphate, guanosine, or cytosine but does act upon deoxyadenylic acid (24)-... 

A relatively nonspecific adenyl deaminase has been purified from Aspergillus oryeae which deaminates, in descending order of rate, adenosine, adenosine 5 -phosphate, adenosine 3 -phosphate, ATP, adenosine diphosphate (ADP), DPN, DPNH, and adenosine-diphosphate-ribose. Adenine, TPN, and adenosine 2 -phosphate are unaltered by the enzyme (29). A... 

D-Ribose 2-phosphate has been obtciined by hydrolysis of adenosine 2 -phosphate or uridine 2 -phosphate . ... 

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