Research Topics
| PERRY FREYSummaryAffiliation: University of Wisconsin Country: USA Publications
Research Grants
| Collaborators
|
Detail Information
Publications
The ubiquity of ironPerry A Frey
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, WI 53726, USA
ACS Chem Biol 7:1477-81. 2012..It seems likely that other solid planets, formed by the same processes as Earth, would also foster the evolution of life and that iron would be similarly important to life on those planets as it is on Earth...
Pyridoxal-5'-phosphate as the catalyst for radical isomerization in reactions of PLP-dependent aminomutasesPerry A Frey
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, WI 53726, USA
Biochim Biophys Acta 1814:1548-57. 2011..This article is part of a Special Issue entitled: Pyridoxal Phospate Enzymology...- The Radical SAM SuperfamilyPerry A Frey
Department of Biochemistry, University of Madison, Wisconin Madison, Wisconsin 53726, USA
Crit Rev Biochem Mol Biol 43:63-88. 2008.... - Radical mechanisms in adenosylmethionine- and adenosylcobalamin-dependent enzymatic reactionsP A Frey
Department of Biochemistry, University of Wisconsin Madison 53705, USA
Arch Biochem Biophys 382:6-14. 2000..The mechanism by which AdoMet is cleaved to the 5'-deoxyadenosyl radical at enzymatic sites will also be discussed... - S-Adenosylmethionine: a wolf in sheep's clothing, or a rich man's adenosylcobalamin?Perry A Frey
Department of Biochemistry, University of Wisconsin Madison, Madison, Wisconsin 53726, USA
Chem Rev 103:2129-48. 2003 - Radical mechanisms of enzymatic catalysisP A Frey
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53705, USA
Annu Rev Biochem 70:121-48. 2001..Three examples are described of suicide inactivation through the formation of exceptionally stable free radicals at enzymatic active sites... - The role of radicals in enzymatic processesP A Frey
Department of Biochemistry, University of Wisconsin Madison, 53705, USA
Chem Rec 1:277-89. 2001..The cis-ethanesemidione radical has been characterized by EPR spectroscopy. Its exceptional stability at the active site is the basis for the inactivation of DDH by glycolaldehyde... - S-adenosylmethionine as an oxidant: the radical SAM superfamilySusan C Wang
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, WI 53726, USA
Trends Biochem Sci 32:101-10. 2007..Recent results are beginning to determine the unique biochemistry for some of the radical SAM enzymes, for example, lysine 2,3 aminomutase, pyruvate formate lyase activase and biotin synthase... - Kinetic characterization of transient free radical intermediates in reaction of lysine 2,3-aminomutase by EPR lineshape analysisPerry A Frey
Department of Biochemistry, University of Wisconsin, Madison, Wisconsin 53726, USA
Methods Enzymol 354:426-35. 2002 - Free radical mechanisms in enzymologyPerry A Frey
Department of Biochemistry, University of Wisconsin-Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Chem Rev 106:3302-16. 2006 
Analysis of the Cob(II)alamin-5'-deoxy-3',4'-anhydroadenosyl radical triplet spin system in the active site of diol dehydraseSteven O Mansoorabadi
Department of Biochemistry, University of Wisconsin, Madison, Wisconsin 53726-4087, USA
Biochemistry 45:14362-70. 2006..Homolytic cleavage of the cobalt-carbon bond of the analogue in the absence of the substrate indicates that, in diol dehydrase, binding of the coenzyme to the protein weakens the bond prior to binding of the substrate...- The x-ray crystal structure of lysine-2,3-aminomutase from Clostridium subterminaleBryan W Lepore
Department of Biochemistry, College of Agricultural and Life Sciences, University of Wisconsin, 1710 University Avenue, Madison, WI 53726, USA
Proc Natl Acad Sci U S A 102:13819-24. 2005..The chain fold in the central domain is in part analogous to other radical-SAM enzymes... - Structure and mechanism of an ADP-glucose phosphorylase from Arabidopsis thalianaJason G McCoy
Department of Biochemistry, University of Wisconsin, Madison, Wisconsin 53706, USA
Biochemistry 45:3154-62. 2006..The value of K(eq) in the direction of ADP and glucose-1-P formation is 5.0 at pH 7.0 and 25 degrees C in the absence of a divalent metal ion, and it is 40 in the presence of 1 mM MgCl(2)... - Probing interactions from solvent-exchangeable protons and monovalent cations with the 1,2-propanediol-1-yl radical intermediate in the reaction of dioldehydrasePhillip A Schwartz
Department of Biochemistry, University of Wisconsin Madison, Madison, Wisconsin 53726, USA
Protein Sci 16:1157-64. 2007..The spectroscopic evidence did not implicate a direct coordination of the activating cation and the substrate derived radical intermediate... - Radical triplets and suicide inhibition in reactions of 4-thia-D- and 4-thia-L-lysine with lysine 5,6-aminomutaseKuo Hsiang Tang
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 48:8151-60. 2009..The observation of the transient radical supports the hypothetical isomerization mechanism... - Glutamate 2,3-aminomutase: a new member of the radical SAM superfamily of enzymesFrank J Ruzicka
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, WI 53726, USA
Biochim Biophys Acta 1774:286-96. 2007..difficile is a representative of a family found in a number of bacteria. It is likely that the beta-glutamate found in a few bacterial and archeal species as an osmolyte arises from the action of glutamate 2,3-aminomutase... - 5'-Peroxyadenosine and 5'-peroxyadenosylcobalamin as intermediates in the aerobic photolysis of adenosylcobalaminPhillip A Schwartz
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 46:7284-92. 2007.... - Identification of structural and catalytic classes of highly conserved amino acid residues in lysine 2,3-aminomutaseDawei Chen
Department of Biochemistry, University of Wisconsin, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 45:12647-53. 2006..In particular, a network of hydrogen bonded interactions of Arg130, Glu86, Arg135, and the main chain carbonyl groups of Cys132 and Leu55 appears to stabilize the [4Fe-4S] cluster... - Binding energy in the one-electron reductive cleavage of S-adenosylmethionine in lysine 2,3-aminomutase, a radical SAM enzymeSusan C Wang
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 46:12889-95. 2007.... - Identification of a novel pyridoxal 5'-phosphate binding site in adenosylcobalamin-dependent lysine 5,6-aminomutase from Porphyromonas gingivalisKuo-Hsiang Tang
Department of Biochemistry, University of Wisconsin-Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 41:8767-76. 2002..In summary, we introduce a novel PLP-binding motif, the first to be discovered in an AdoCbl-dependent enzyme... - Cofactor dependence of reduction potentials for [4Fe-4S]2+/1+ in lysine 2,3-aminomutaseGlen T Hinckley
Department of Biochemistry, College of Agricultural and Life Sciences, University of Wisconsin, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 45:3219-25. 2006..The energetic barrier in the reductive cleavage of SAM may be overcome through the use of binding energy... - Adenosyl coenzyme and pH dependence of the [4Fe-4S]2+/1+ transition in lysine 2,3-aminomutaseGlen T Hinckley
Department of Biochemistry, University of Wisconsin - Madison, 53705, USA
Arch Biochem Biophys 414:34-9. 2003..These features are also absent in the spectra at all pHs examined when reduction is induced by azaSAM or SAH... - Facile hydrogen-deuterium exchange at the 5'-position of an analogue of S-adenosyl-l-methionineOlafur Th Magnusson
Department of Biochemistry, University of Wisconsin-Madison, 1710 University Avenue, 53705, USA
Bioorg Chem 30:53-61. 2002..Solvent exchange under these mild conditions provides a simple way to prepare a 5'-2H-labeled form of the coenzyme analogue... - Coordination and mechanism of reversible cleavage of S-adenosylmethionine by the [4Fe-4S] center in lysine 2,3-aminomutaseDawei Chen
Department of Biochemistry, University of Wisconsin-Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
J Am Chem Soc 125:11788-9. 2003.... - The mechanism of action of the fragile histidine triad, Fhit: isolation of a covalent adenylyl enzyme and chemical rescue of H96G-FhitKaisheng Huang
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 43:7637-42. 2004..The results indicate that Mg(2+) in the reaction of Ap(3)A is required for the first step, the formation of the covalent intermediate Fhit-AMP, and not for the hydrolysis of the intermediate in the second step... - Engineering human Fhit, a diadenosine triphosphate hydrolase, into an efficient dinucleoside polyphosphate synthaseKaisheng Huang
Department of Biochemistry, University of Wisconsin-Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
J Am Chem Soc 126:9548-9. 2004..We here describe the use of H96G-Fhit to catalyze the synthesis of Ap3A, Ap3C, Ap3G, Ap3T, Ap3U, Cp3U, Tp3U, dAp3U, Ap4A, Ap4U, and the fluorescent Ap4etheno-C... - Basis for the equilibrium constant in the interconversion of l-lysine and l-beta-lysine by lysine 2,3-aminomutaseDawei Chen
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, WI 53726, USA
Biochim Biophys Acta 1774:297-302. 2007..4 kcal mol(-1) and DeltaS degrees =-0.25 cal deg(-1) mol(-1). Exothermicity is attributed to the greater strength of the bond C(beta)-N(beta) in l-beta-lysine than C(alpha)-N(alpha) in l-lysine, and this should hold for other amino acids... - Kinetic and biochemical analysis of the mechanism of action of lysine 5,6-aminomutaseKuo-Hsiang Tang
Department of Biochemistry, University of Wisconsin-Madison, 53726, USA
Arch Biochem Biophys 418:49-54. 2003..The putative substrate-related radical intermediate is not sufficiently stabilized by the nonbonding 4-oxa electrons to be detectable by EPR spectroscopy... - Dioldehydrase: an essential role for potassium ion in the homolytic cleavage of the cobalt-carbon bond in adenosylcobalaminPhillip A Schwartz
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 46:7293-301. 2007..The results indicate that dioldehydrase likely harvests the binding energy of the activating monocation to stimulate the homolytic cleavage of the Co-C5' bond in adenosylcobalamin... - Galactose mutarotase: pH dependence of enzymatic mutarotationJane A Beebe
Department of Biochemistry, University of Wisconsin Madison, 1710 University Avenue, Madison, Wisconsin 53726, USA
Biochemistry 42:4414-20. 2003..8 for H104Q and 6.3 for E309Q. Apparently, ring opening of alpha-D-glucose limits the rate at low pHs, but ring closure does not become rate limiting at pHs up to 8.5 in reactions of these variants... - Interactions of diol dehydrase and 3',4'-anhydroadenosylcobalamin: suicide inactivation by electron transferOlafur Th Magnusson
Department of Biochemistry, University of Wisconsin-Madison, Madison, Wisconsin 53705, USA
Biochemistry 41:1695-702. 2002..This study provides an example of suicide inactivation of a radical enzyme brought about by a side reaction of an analogue of the radical intermediate... - A locking mechanism preventing radical damage in the absence of substrate, as revealed by the x-ray structure of lysine 5,6-aminomutaseFrederick Berkovitch
Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA
Proc Natl Acad Sci U S A 101:15870-5. 2004..Thus, the structure embodies a locking mechanism to keep the adenosylcobalamin out of the active site and prevent radical generation in the absence of substrate... - Rapid mix-quench MALDI-TOF mass spectrometry for analysis of enzymatic systemsJeffrey W Gross
GlaxoSmith Kline, King of Prussia, Pennsylvania 19406, USA
Methods Enzymol 354:27-49. 2002 - Galactose-1-phosphate uridylyltransferase: kinetics of formation and reaction of uridylyl-enzyme intermediate in wild-type and specifically mutated uridylyltransferasesSandaruwan Geeganage
Cancer Research Division, Eli Lilly and Company, Indianapolis, Indiana 46285, USA
Methods Enzymol 354:134-48. 2002 - How an enzyme tames reactive intermediates: positioning of the active-site components of lysine 2,3-aminomutase during enzymatic turnover as determined by ENDOR spectroscopyNicholas S Lees
Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, USA
J Am Chem Soc 128:10145-54. 2006..This constraint enables the enzyme to minimize and even eliminate side reactions of highly reactive species such as the 5'-deoxyadensosyl radical... - Snapshots of three intermediates at the active site of pyruvate oxidasePerry A Frey
Nat Chem Biol 2:294-5. 2006
Research Grants
- MECHANISMS OF ENZYMATIC REACTIONSPERRY FREY; Fiscal Year: 1993....
- ENZYME CATALYSIS OF ELECTRON AND GROUP TRANSFERPERRY FREY; Fiscal Year: 2002..If the beta-aminoacyl substituents function in this way, they could become significant in drug delivery strategies, especially for candidate drugs that are minimally soluble. ..
- ENZYME CATALYSIS OF ELECTRON AND GROUP TRANSFERPERRY FREY; Fiscal Year: 2006..The contributions of beta- amino acids produced by lysine 2,3-aminomutase and arginine 2,3-aminomutase to the functions of antibiotics are not known. The beta-aminoacids may become significant in drug development. ..
- MECHANISMS OF ENZYMATIC REACTIONSPERRY FREY; Fiscal Year: 2002..Crystallization trials will be pursued with the objective of determining the first structured in the Ga1K family of sugar phosphotransferases. ..
- MECHANISMS OF ENZYMATIC REACTIONSPERRY FREY; Fiscal Year: 1990..Specific chemical modification using affinity labeling agents and radio-chemically labeled substrates will be applied, as well as site-directed mutagenesis. The catalytic roles of these functional groups will be rigorously defined...
- ENZYME CATALYSIS OF ELECTRON AND GROUP TRANSFERPERRY FREY; Fiscal Year: 1990..The reaction mechanism will be investigated by determining the tritium-kinetic isotope effect for the reaction of beta-[2-3H]lysine. The involvement of pridoxal phospate in this B12-like reaction will also be investigated...
- MECHANISMS OF ENZYMATIC REACTIONSPERRY FREY; Fiscal Year: 2006..Research on Fhit is directed toward elucidating its chemical reaction mechanism and the chemical basis for its activity as a tumor suppressor and its mechanistic relationships with galactose-1-P uridylyltransferase. ..