34980-65-9Relevant articles and documents
Methylphosphonic Acid Biosynthesis and Catabolism in Pelagic Archaea and Bacteria
Ulrich, Emily C.,Kamat, Siddhesh S.,Hove-Jensen, Bjarne,Zechel, David L.
, p. 351 - 426 (2018/05/16)
Inorganic phosphate is essential for all life forms, yet microbes in marine environments are in near constant deprivation of this important nutrient. Organophosphonic acids can serve as an alternative source of inorganic phosphate if microbes possess the appropriate biochemical pathways that allow cleavage of the stable carbon–phosphorus bond that defines this class of molecule. One prominent source of inorganic phosphate is methylphosphonic acid, which is found as a constituent of marine-dissolved organic matter. The cycle of biosynthesis and catabolism of methylphosphonic acid by marine microbes is the likely source of supersaturating levels of methane in shallow ocean waters. This review provides an overview of the rich biochemistry that has evolved to synthesize methylphosphonic acid and catabolize this molecule into Pi and methane, with an emphasis on the reactions catalyzed by methylphosphonic acid synthase MpnS and the carbon–phosphorus lyase system. The protocols and experiments that are described for MpnS and carbon–phosphorus lyase provide a foundation for studying the structures and mechanisms of these and related enzymes.
FURANOSE RING ANOMERIZATION: A KINETIC STUDY OF THE 5-DEOXYPENTOSES AND 5-O-METHYLPENTOSES
Snyder, Joseph R.,Serianni, Anthony S.
, p. 13 - 26 (2007/10/02)
The anomerzation of 5-deoxy-L-pentoses (1-4) and 5-O-methyl-D-pentoses (5-8) in aqueous solution has been studied by (13)C saturation-transfer n.m.r. (s.t.-n.m.r.) spectroscopy, using compounds substituted with (13)C at the anomeric carbon atom.Unidirectional rate-constants of ring-opening (kopen) and ring closing (kclose) have been obtained for these compounds under identical solution conditions (50mM acetate buffer, pH 4.0 at 60 deg C), and have been compared to those measured for the D-tetroses (9 and 10) and four D-pentose 5-phosphates (11-14).Based on these comparisons, several correlations between furanose structure and reactivity have been revealed, and models have been proposed to explain the observed kinetic behavior of compounds 1-10.The effect of exocyclic structure on acid-catalyzed rate-constants was also examined by comparing the behavior of 5-deoxy-L-lyxose and 5-O-methyl-D-lyxose.Some consideration has been given to identifying the factors (enthalpic and entropic) that may play roles in determining the effect of structure on anomerization reactivity.