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Chemical Compound Review:

AC1NRCS3 (hydroxy-oxido- phosphinothioyl)oxyphosphon...

Synonyms: DB02423, H3O6P2S

Gorrell, A. et al., Lin, I. et al., Chen, Y.H. et al., Guo, R.T. et al., Reinberg, D. et al., et al.

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Disease relevance of Thiopyrophosphate

This compound with a much less labile thiopyrophosphate shows K(i) value of 0.2 microm in the inhibition of Escherichia coli UPPS and serves as a poor substrate, with the k(cat) value (3.1 x 10(-7) s(-1)) 10(7) times smaller than using FPP as the substrate [1].

High impact information on Thiopyrophosphate

In a further search of its catalytic mechanism, the wild-type UPPs and the D26A mutant are crystallized in a new trigonal unit cell with Mg(2+)/IPP/farnesyl thiopyrophosphate (an FPP analogue) bound to the active site [2].
The enzyme co-crystallized with the ATP analog adenosine 5'-[gamma-thio]triphosphate contained AMP adjacent to thiopyrophosphate in the active site cleft of monomer B [3].
The formation of 1 mol of 2',3'-cyclic phosphate ends is associated with the disappearance of 1 mol of 3'-phosphate termini and the hydrolysis of 1 mol of ATP gamma S to AMP and thiopyrophosphate [4].
The regiospecificity and stereospecificity of proton transfer in the yeast inorganic pyrophosphatase (PPase) catalyzed hydrolysis of P1,P2-bidentate Mg(H2O)4(PPi)2- were probed with exchange-inert metal complexes of imidodiphosphate (PNP) and thiopyrophosphate (PPS) [5].
31P-NMR study of the orotate phosphoribosyltransferase equilibrium with thiopyrophosphate as substrate [6].

References

Probing the conformational change of Escherichia coli undecaprenyl pyrophosphate synthase during catalysis using an inhibitor and tryptophan mutants. Chen, Y.H., Chen, A.P., Chen, C.T., Wang, A.H., Liang, P.H. J. Biol. Chem. (2002) [Pubmed]
Crystal structures of undecaprenyl pyrophosphate synthase in complex with magnesium, isopentenyl pyrophosphate, and farnesyl thiopyrophosphate: roles of the metal ion and conserved residues in catalysis. Guo, R.T., Ko, T.P., Chen, A.P., Kuo, C.J., Wang, A.H., Liang, P.H. J. Biol. Chem. (2005) [Pubmed]
Structural and kinetic analyses of arginine residues in the active site of the acetate kinase from Methanosarcina thermophila. Gorrell, A., Lawrence, S.H., Ferry, J.G. J. Biol. Chem. (2005) [Pubmed]
The enzymatic conversion of 3'-phosphate terminated RNA chains to 2',3'-cyclic phosphate derivatives. Reinberg, D., Arenas, J., Hurwitz, J. J. Biol. Chem. (1985) [Pubmed]
Investigation of the regiospecificity and stereospecificity of proton transfer in the yeast inorganic pyrophosphatase catalyzed reaction. Lin, I., Knight, W.B., Hsueh, A., Dunaway-Mariano, D. Biochemistry (1986) [Pubmed]
31P-NMR study of the orotate phosphoribosyltransferase equilibrium with thiopyrophosphate as substrate. Tavares, A., Lee, C.S., O'Sullivan, W.J. Biochim. Biophys. Acta (1987) [Pubmed]

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