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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
Chemical Compound Review

Phe-pA     [(2S)-2-amino-3-phenyl- propanoyl]oxy-[[(2R...

Synonyms: SureCN4945718, AC1L4WWE, AR-1G9210, AC1Q68Q9, 35874-27-2, ...
 
 
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Disease relevance of Phenylalanyl adenylate

  • The crystal structure of the ternary complex of (alphabeta)(2) heterotetrameric phenylalanyl-tRNA synthetase (PheRS) from Thermus thermophilus with cognate tRNA(Phe) and a nonhydrolyzable phenylalanyl-adenylate analogue (PheOH-AMP) has been determined at 3.1 A resolution [1].
 

High impact information on Phenylalanyl adenylate

  • The ability of PRS to undergo this covalent modification directly correlates with its ability to catalyze the synthesis of diadenosine 5',5"'-P1,P4-tetraphosphate from enzyme-bound phenylalanyl adenylate [2].
  • The complex structures suggest that the PheRS beta-subunit may affect the first step of the reaction (formation of phenylalanyl-adenylate) through the metal-mediated conserved alpha/beta-subunit interface [3].
  • Using the crystal structure of PheRS from Thermusthermophilus, we have modeled its interactions with OA as well as with phenylalanyl adenylate (FAMP), the high-affinity intermediate substrate of PheRS [4].
  • Synthesis and hydrolysis of a phenylalanyl adenylate pentacoordinated phosphorane [5].
 

Associations of Phenylalanyl adenylate with other chemical compounds

  • We have used a novel spectrophotometric method to study the hydrolysis of N-acetylphenylalanyl adenylate anhydride (AcPhe-AMP) and phenylalanyl-adenylate anhydride (Phe-AMP) at low concentrations (10(-5) M), 25 degrees C, constant buffer concentration (0.05 M), and as a function of pH [6].

References

  1. The crystal structure of the ternary complex of phenylalanyl-tRNA synthetase with tRNAPhe and a phenylalanyl-adenylate analogue reveals a conformational switch of the CCA end. Moor, N., Kotik-Kogan, O., Tworowski, D., Sukhanova, M., Safro, M. Biochemistry (2006) [Pubmed]
  2. Covalent modification of phenylalanyl-tRNA synthetase with phenylalanine during the amino acid activation reaction catalyzed by the enzyme. Rapaport, E., Yogeeswaran, G., Zamecnik, P.C., Remy, P. J. Biol. Chem. (1985) [Pubmed]
  3. Crystal structures of phenylalanyl-tRNA synthetase complexed with phenylalanine and a phenylalanyl-adenylate analogue. Reshetnikova, L., Moor, N., Lavrik, O., Vassylyev, D.G. J. Mol. Biol. (1999) [Pubmed]
  4. Ochratoxin binding to phenylalanyl-tRNA synthetase: computational approach to the mechanism of ochratoxicosis and its antagonism. McMasters, D.R., Vedani, A. J. Med. Chem. (1999) [Pubmed]
  5. Synthesis and hydrolysis of a phenylalanyl adenylate pentacoordinated phosphorane. Fu, H., Han, B., Zhao, Y.F., Tu, G.Z., Xu, L., Lu, Q., Wang, J.Z., Xiao, H.Z. Bioorg. Chem. (2003) [Pubmed]
  6. Hydrolytic properties of phenylalanyl- and N-acetylphenylalanyl adenylate anhydrides. Lacey, J.C., Senaratne, N., Mullins, D.W. Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life. (1984) [Pubmed]
 
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