Phosphoryl Transfer Enzymes and Hypervalent Phosphorus Chemistry: A Keynote Lecture of the 7th International Conference on Heteroatom Chemistry

REFERENCES

• Holmes , R. R. 1998 . Acc. Chem. Res. , 31 : 535 – 542 . references cited therein
   Web of Science ®Google Scholar
• Holmes , R. R. 1980 . Pentacoordinated Phosphorus—Reaction Mechanisms , ACS Monograph 176 Vol. II , 237 Washington, DC : American Chemical Society .
   Google Scholar
• Thatcher , G. R. J. and Kluger , R. 1989 . Advances in Physical Organic Chemistry , Edited by: Bethell , D. vol. 25 , 99 – 265 . New York : Academic Press . references cited therein
   Google Scholar
• Westheimer , F. H. 1968 . Pseudo-Rotation in the Hydrolysis of Phosphate Esters . Acc. Chem. Res. , 1 : 70 – 78 . [CROSSREF]
   Web of Science ®Google Scholar
• 1977 . The Hydrolysis of Phosphate Esters . Pure Appl. Chem. , 49 : 1059 – 1067 .
   Web of Science ®Google Scholar
• Gerlt , J. A. , Westheimer , F. H. and Sturtevant , J. M. 1975 . The Enthalpies of Hydrolysis of Acyclic, Monocyclic, and Glycoside Cyclic Phosphate Diesters . J. Biol. Chem. , 250 : 5059 – 5067 . [PUBMED] [INFOTRIEVE]
   PubMed Web of Science ®Google Scholar
• Holmes , R. R. 1996 . Comparison of Phosphorus and Silicon: Hypervalency, Stereochemistry, and Reactivity . Chem. Rev. , 96 : 927 – 950 . and references cited therein.[PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Holmes , R. R. 1990 . The Stereochemistry of Nucleophilic Substitution of Tetracoordinate Silicon . Chem Rev. , 90 : 17 – 31 . [CROSSREF]
   Web of Science ®Google Scholar
• Holmes , R. R. , Day , R. O. , Deiters , J. A. , Kumara , K. C. , Swamy Holmes , J. M. , Hans , J. , Burton , S. D. and Prakasha , T. K. 1992 . Phosphorus Chemistry, Developments in American Science , ACS Symposium Series 486; Edited by: Walsh , E. N. , Griffiths , E. J. , Parry , R. W. and Quin , L. D. 18 – 40 . Washington, DC : American Chemical Society . references cited therein
   Google Scholar
• Gerlt , J. A. 1992 . The Enzymes, , 3rd ed. , Edited by: Sigman , D. S. vol. XX , 95 – 139 . New York : Academic Press .
   Google Scholar
• Frey , P. A. 1992 . The Enzymes, , 3rd ed. , Edited by: Sigman , D. S. vol. XX , 141 – 186 . New York : Academic Press .
   Google Scholar
• Wladkowski , B. D. , Anders , L. , Svensson Sjolin , L. , Ladner , J. E. and Gilliland , G. L. 1998 . Structure (1.3 Å) and Charge States of a Ribonuclease A-Uridine Vanadate Complex: Implications for the Phosphate Ester Hydrolysis Mechanism . J. Am. Chem. Soc. , 120 : 5488 – 5498 . [CROSSREF]
   Web of Science ®Google Scholar
• Yu , J. H. , Arif , A. M. and Bentrude , W. G. 1990 . Pentacovalent Phosphorus-Containing Models of P(V)H2O- or Enzyme-cAMP Adducts. Nonchair Conformations of the Phosphorus Containing Rings as Determined by 1H NMR Spectroscopy and X-Ray Crystallography . J. Am. Chem. Soc. , 112 : 7451 – 7461 . references cited therein [CROSSREF]
   Web of Science ®Google Scholar
• Fersht , A. R. , Knill-Jones , J. W. , Bedouelle , H. and Winter , G. 1988 . Reconstruction by Site-Directed Mutagenesis of the Transition State for the Activation of Tyrosine by the Tyrosyl-tRNA Synthetase. A Mobile Loop Envelopes the Transition State in an Induced- Fit Mechanism . Biochemistry , 27 : 1581 – 1587 . [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Wong , C. Y. , Kennepohl , D. K. and Cavell , R. G. 1996 . Neutral Six-Coordinate Phosphorus . Chem. Rev. , 96 : 1917 – 1951 . [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Cleland , W. W. and Hengge , A. C. 1995 . Mechanisms of Phosphoryl and Acyl Transfer . The FASEB Journal , 9 : 1585 – 1594 . For an excellent discussion of phosphoryl and acyl transfer reaction mechanisms based on the use of isotope effects[PUBMED] [INFOTRIEVE] [CSA]
   PubMed Web of Science ®Google Scholar
• Lahiri , S. D. , Zhang , G. , Dunaway-Mariano , D. and Allen , K. N. 2003 . The Pentacovalent Phosphorus Intermediate of a Phosphoryl Transfer Reaction . Science , 299 : 2067 – 22071 . [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Chandrasekaran , A. , Day , R. O. and Holmes , R. R. 2001 . Coordination of Carbonyl and Carboxyl Oxygen Atoms with Phosphorus in the Presence of Hydrogen Bonding. P-O Donor Action . Inorg. Chem. , 40 : 6229 – 6238 . [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Chandrasekaran , A. , Day , R. O. and Holmes , R. R . 2002 . P-O Donor Action From Carboxylate Anions with Phosphorus in the Presence of Hydrogen Bonding. A Model for Phosphoryl Transfer Enzymes . Inorg. Chem. , 41 : 1645 – 1651 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Chandrasekaran , A. , Day , R. O. and Holmes , R. R. 1997 . Isomeric Intraconversions Among Penta- and Hexa-Coordinate Cyclic Oxyphosphoranes via Oxygen Atom Coordination . J. Am. Chem. Soc. , 119 : 11434 – 11441 . [CROSSREF]
   Web of Science ®Google Scholar
• Timosheva , N. V. , Chandrasekaran , A. , Day , R. O. and Holmes , R. R. 1998 . Three-, Four-, and Five-Coordinate Phosphorus Compounds Containing Salicylate Ligands . Inorg. Chem. , 37 : 3862 – 3867 . [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Prakasha , T. K. , Day , R. O. and Holmes , R. R. 1993 . Influence of Phosphorus-Sulfur Bonding in the Formation of Octahedrally Coordinated Cyclic Pentaoxyphosphoranes . J. Am. Chem. Soc. , 115 : 2690 – 2695 . [CROSSREF]
   Web of Science ®Google Scholar
• Chandrasekaran , A. , Day , R. O. and Holmes , R. R. 1998 . Structure-Reactivity Relationships for Associative Displacement Reactions of Penta- and Hexa-Coordinate Cyclic Oxyphosphoranes with Catechols . Inorg. Chem. , 37 : 459 – 466 . [PUBMED] [INFOTRIEVE] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Copeland , R. A. 2000 . Enzymes, , 2nd ed , John Wiley & Sons, Inc. .
   Google Scholar
• Holmes , R. R. 1980 . Pentacoordinated Phosphorus—Structure and Spectroscopy , ACS Monograph 175 Volume I , 479 Washington, D.C. : American Chemical Society .
   Google Scholar
• Reference 2 104
   Google Scholar
• James , L. C. and Tawfik , D. S. 2003 . Trends Biochem. Sci. , 28 : 361 [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• O'Brien , P. J. and Herschlag , D. 1999 . Catalytic Promiscuity and the Evolution of New Enzymatic Activities . Chemistry & Biology , 6 : R91 – 105 . [CSA]
   PubMed Web of Science ®Google Scholar
• Seffermick , J. L. and Wackett , L. P. 2001 . Rapid Evolution of Baacterial Catabolic Enzymes: A Case Study with Atrazine Chlorohydrolase . Biochemistry , 40 : 12747 – 12753 . [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Copley , S. D. 2003 . Enzymes with Extra Talents: Moonlighting Functions and Catalytic Promiscuity . Current Opinion in Chemical Biology , 7 : 265 – 272 . also gives examples of four types of catalytic promiscuity[PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• Jeffrey , C. J. 1999 . Moonlighting Proteins . Trends Biochem. Sci. , 24 : 8 – 11 . [CSA] [CROSSREF]
   PubMed Web of Science ®Google Scholar
• 2003 . Moonlighting proteins, a term coined by Gregory A. Petsko, is discussed also by Yarnell. The A. Power of Promiscuity. C&EN Vol. 33 ,
   Google Scholar