Monophosphoric esters

CAS 61-19-8. C10H14N5O7P. The monophosphoric ester of adenosine, i.e., the nucleotide containing adenine, d-ribose, and phosphoric acid. Adenylic acid is a constituent of many important coenzymes. Cyclic adenosine-3, 5 -monophosphate is designated by biochemists as cAMP. 

Thiamine chloride has a slight, but disagreeable and penetrating odor and causes often vomiting when incorporated to pediatric polyvitaminic preparations. The corresponding monophosphoric ester (Figure 41.15) is totally odorless and shows increased stability. ... 

It is a useful reagent for selectively esterifying phosphoric acid, e g. with benzyl alcohol in the presence of Et2N it gives monobenzylphosphate with H2PO4 [Cramer Baldauf Chem Ber 92, 370 1959], and converts a monophosphoric ester into a symmetrical pyrophosphate in the presence of pyridine [Cramer etal. Justus... 

A nucleotide is a nucleoside in which a molecule of phosphoric acid is esterified with a free hydroxyl of the monosaccharide, most commonly either the 3 -hydroxyl or the 5 -hydroxyl. A nucleotide is named by giving the name of the parent nucleoside followed by the word monophosphate. The position of the phosphoric ester is specified by the number of the carbon to which it is bonded. Figure 28.3 shows a structural formula of adenosine 5 -monophosphate, AMP. Monophosphoric esters are diprotic acids with values of approximately 1 and 6. Therefore, at pH 7, the two hydrogens of a phosphoric monoester are fully ionized, giving a nucleotide a charge of -2. 

Of even greater significance than the monophosphoric esters are the di- and tri-phosphates which contain two or three phosphate groupings linked together. 

There has been little written on this subject and that little provides no indication as to why the phosphatase has to be located in a membrane except for its association with fat absorption (Linscheer et al. 1971, and for the possibility that phosphohydrolase activity is required for the uptake of phosphate from organic monophosphoric acid esters (Moog and Glazier, 1972). 

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