The Biosynthesis of Cordycepin

Fungal Cordycepin Biosynthesis Is Coupled with the Production of the Safeguard Molecule Pentostatin

“…Having established that Cns1 and Cns2 are required for COR biosynthesis, whereas Cns3 is indispensable for PTN production, we focused on delineating the coupled biosynthetic pathway of these compounds. The starting point in building the biosynthetic route was a well-established insight that adenosine is the direct precursor of both COR (Lennon and Suhadolnik, 1976;Suhadolnik et al, 1964) and PTN (Hanvey et al, 1984). We postulated that the first step of COR biosynthesis is likely to involve hydroxyl phosphorylation of the 3 0 -OH position on adenosine to produce adenosine-3 0 -monophosphate (3 0 -AMP), catalyzed by kinase activity of Cns3 and following a route similar to the well-established dehydroxylation/deoxygenation pathway (Goto et al, 2010;Shao et al, 2013).…”

“…In addition, although adenosine has been well established as the direct precursor of COR, the biosynthetic mechanism of COR production in fungi remains unknown (Kredich and Guarino, 1961;Lennon and Suhadolnik, 1976;Suhadolnik et al, 1964). Here, we used the genome information for C. militaris (Zheng et al, 2011) to identify the gene cluster responsible for the biosynthesis of COR and examine the steps that lead to its production.…”

Organic chemistry

“…~? and pentalene.lZ* Substituted phenyltropylium perchlorates (58) show a good linear relation between pK, for the carbonium ions and Jaff6's u substitution constants for R.:=9…”

“…57 The factors affecting the reduction of benzyl and ally1 alcohols and halides by chromous and related salts to either toluene and propene or the coupled products dibenzyl and diallyl have been studied. 58 In the reduction of aromatic halogen compounds by alkali metals in liquid ammonia the sole product was the hydrocarbon in the presence of alcohols or ammonium ions, but in the absence of proton sources other than the ammonia some amino-derivatives were also obtained. 69 The use of lithium in mixed amine solvents allows some control of the selectivity of the reduction of aromatic compounds, particularly to l-alkylcyclohexenes.…”

Homopurine Alkaloids: A Brief Overview

“…Subsequently, using [U- 14 C]adenosine (11) and unlabeled ribofuranose (53), it was affirmed that intact incorporation of the adenosine (11) framework into 8 occurred without cleavage of the Nribose bond. 115 Further support for this came several years later, when it was demonstrated that activity from [3-3 H]ribofuranose ( 53) was retained at C-3′ in 8. However, the stereospecific location of the 3 H was not identified.…”