Adenosine-5-phosphoric acid

Adenosine-5 -phosphoric acid monohydrate [18422-05-4] M 365.2, m 196-200°(dec), [a]s4g -56° (c 2, 2% NaOH). Crystd from H20 by addition of acetone. Purified by chromatography on Dowex 1 (in formate form), eluting with 0.25M formic acid. It was then adsorbed onto charcoal (which had been boiled for 15min with M HC1, washed free of chloride and dried at 100°), and recovered by stirring three times with isoamyl alcohol/H20 (1 9 v/v). The aqueous layer from the combined extracts was evaporated to dryness under reduced pressure, and the product was crystallised twice from hot H20. [Morrison and Doherty BJ 79 433 7967], See entry in Chapter 5. 

The reaction of 5-adenylic acid 522 with aqueous ammonia in the presence of DCC affords an 87 % yield of adenosine 5-phosphoric acid amide 523." ... 

Ribonucleoside 5 -monophosphates Adenosine 5 -phosphoric acid Guanosine S -phosphoric acid Cytidine 5 -phosphoric acid Uridine 5 -phosphoric acid... 

ADENOSINE PHOSPHATE ADENOSINE-5 -PHOSPHATE ADENOSINE-5 -PHOSPHORIC ACID ADENOVITE ADENYL ADENTT.IC ACID tert-ADENYLIC ACID A5MP 5-AMP 5 -AMP AMP (nucleotide) CARDIOMONE ERGADENYLIC ACID LYCEDAN MUSCLE ADENYLIC ACID MY-B-DEN MYOSTON NSC-20264 PHOSADEN PHOSPHADEN PHOSPHENTASIDE... 

Khomutov, R.M., and Osipova, T.L, H ,-a-Aminoisobutylphosphonic acid and its anhydride with adenosine 5 -phosphoric acid, Izv. Akad. Nauk SSSR, Ser. Khim., 1110, 1979 Chem. Abstr., 91, 14158, 1979. 

Top) Adenosine is formed by the reaction of adenine and ribose. (Bottom) The reaction of phosphoric acid with adenosine to form the ester adenosine 5-phosphoric acid, a nucleotide. (At biologic pH, the phosphoric acid would not be fully protonated as is shown here.)... 

Adenosine 5 -phosphate. Adenosine 5 -monophosphate. Adenosine-5 -phosphoric acid. Muscle adenylic acid. AMP. 5 -Adenylic acid. Phosphaden. NSC 20264 [61-19-8]... 

Adenosine triphosphate disodium, A-39 Adenosine triphosphate, A-39 Adenosine 5 -triphosphoric acid, A-39 Adenosine 5 -uridine 5 -phosphate, A-40 Adenosine 5 -[4-(fluorosulfonyl)benzoate], F-17 Adenosine, A-31 e-Adenosine, R-110 a-Adenosine, A-31 Adenosine-5 -carboxamide, A-41 Adenosine-5 -carboxylic acid, A-41 Adenosine-5 -diphosphoric acid, A-33 Adenosine-5 -N-ethyluronamide, A-41 Adenosine-5 -phosphoric acid, A-44 Adenosine-2 -phosphoric acid, A-45 Adenosine-5 -uronic acid, A-41 S -Adenosylhomocysteine, A-42 S -Adenosylmethionine, A-26 Adenosylsuccinic acid, A-43 Adenylic acid a, A-45... 

Prepare individual standards (Sigma) of adenosine-5 -phosphoric acid, cytidine 5 -phosphate (sodium salt), guanosine-5 -phosphate (sodium salt), and uridine-5 -phosphate (disodium salt) as l-pg/p. solutions in deionized water. Prepare each standard by dissolving 10 mg of the nucleotide in 10 ml of water. Prepare a mixed standard of the four nucleotides at 1 Ag/)il for each. To obtain the mixed standard, weigh 10 mg of each nucleotide and dissolve in 10 ml of water to achieve a concentration of 1 )ig/ J.l for each. 

The following separations (approximate values included) will be achieved for both individual nucleotides and the mixed standard guanosine-5 -phosphate (sodium salt), 0.34 adenosine-5 -phosphoric acid, 0.48 cytidine-5 -phosphate (sodium salt), 0.60 and uridine-5-phosphate (disodium salt), 0.74. The compounds will appear as dark spots against a bright fluorescent background at 254 nm. 

The adenine nucleotide system consists of the following members adenosine 5 -phosphoric acid (AMP), adenosine diphosphoric acid (ADP), and adenosine triphosphoric acid (ATP). The structures of these compounds are given in Fig. 5. These structures have been confirmed by the classical chemical synthesis of Todd and his co-workers. ... 

A soln. of picryl chloride in acetonitrile added dropwise to a soln. of adenosine-5 -phosphoric acid and tri-n-butylamine in methanol-pyridine, and the product isolated as the NH4-salt after 2 hrs. at room temp. ammonium methyl adenosine-5 -phosphate. Y 84%.— The soln. remains homogeneous and no precipitates are formed, such as ureas when carbodiimides are used as reagents. F. e., also pyrophosphoric and cyclic phosphoric esters, s. R. Wittmann, B. 96, 2116 (1963). 

Nucleotide derivatives. Dry adenosine-5 -phosphoric acid stirred with -carb-ethoxy-a-ethoxyvinyl diethyl phosphate and tri-n-butylamine in abs. dimethyl-formamide until dissolved after 2-3 days, dil. with acetone and the product precipitated with a soln. of anhydrous Nal in acetone Na P -(5 -adenosyl) P -diethyl diphosphate (Y 87 % as the monohydrate) warmed 3 hrs. at 50° in abs. methanol-pyridine, and the product isolated as the NH4-salt NH4 5 -adenosine methyl phosphate (Y 79.2% as the monohydrate).—Pyrophosphoric acid esters react with alcohols, amines, and acids so that the monoester part appears in the product. The adenosine-5 -phosphoric acid group in the intermediate triester is activated and can be easily combined with various nucleophiles. F. e. without isolation of the intermediate s. F. Cramer and R. Witt-mann. B. 9A, 328 (1961) s. a. B. 94, 322 dimethylformamide as phosphorylation catalyst s. B, 94, 989. 

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