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. 2015 Apr 24;290(17):10610-26.
doi: 10.1074/jbc.X115.650879. Epub 2015 Mar 9.

Transient intermediates in enzymology, 1964-2008

Perry Allen Frey  1
Affiliations

Transient intermediates in enzymology, 1964-2008

Perry Allen Frey. J Biol Chem. .
No abstract available

Keywords: Adenosylcobalamin (AdoCbl); Chymotrypsin; Free Radicals; Hydrogen Bond; Serine Protease.

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Figures

FIGURE 1.
FIGURE 1.
Photo of the author, Perry Allen Frey.
FIGURE 2.
FIGURE 2.
Overview of experiments identifying 2-acetyl-ThDP as an intermediate in reactions of the PDH complex.
FIGURE 3.
FIGURE 3.
Syntheses of P-chiral biochemical phosphorothioates. A, adenylate kinase-catalyzed stereospecific phosphorylation of adenosine 5′-phosphorothioate. B, chemical transformation of (Sp)-[α-18O2]ADPαS into (Rp)-[γ-18O]ATPγS.
REACTION 7
REACTION 7
REACTION 8
REACTION 8
FIGURE 4.
FIGURE 4.
Radical intermediates discovered in enzymatic active sites. Radicals 4a and 4b, methane monooxygenase; 4c, dioldehydrase; 4d, lysine 2,3-aminomutase and dioldehydrase; 4e, dioldehydrase and class II ribonucleotide reductase; 4f, glutamate 2,3-aminomutase; 4g–4j, lysine 2,3-aminomutase; and 4k–4n, lysine 5,6-aminomutase.
FIGURE 5.
FIGURE 5.
Structures of adenosylcobalamin and complex of S-adenosylmethionine and [4Fe-4S].
REACTION 9
REACTION 9
REACTION 10
REACTION 10
FIGURE 6.
FIGURE 6.
Radical mechanism in the reaction of lysine 2,3-aminomutase.
REACTION 16
REACTION 16
FIGURE 7.
FIGURE 7.
The author with W. Wallace Cleland (left) in 2007 in Waltham, Massachusetts.
FIGURE 8.
FIGURE 8.
LBHBs in chymotrypsin. A, role for the His57-Asp102 LBHB in the acylation of Ser195 in chymotrypsin. B, LBHB in the tetrahedral adduct of chymotrypsin with N-acetyl-leucyl-phenylalanyl-CF3 (N-AcLF-CF3).
FIGURE 9.
FIGURE 9.
Three classes of hydrogen bonds: weak, low-barrier, and single-well.
STRUCTURE 1
STRUCTURE 1
See this image and copyright information in PMC

References

    1. Johnson H. M., Frey P. A., Angelotti R., Campbell J. E., Lewis K. H. (1964) Haptenic properties of paralytic shellfish poison conjugated to protein by formaldehyde treatment. Proc. Soc. Exp. Biol. Med. 117, 425–430 - PubMed
    1. CaJacob C. A., Frey P. A., Hainfeld J. F., Wall J. S., Yang H. (1985) Escherichia coli pyruvate dehydrogenase complex: particle masses of the complex and component enzymes measured by scanning transmission electron microscopy. Biochemistry 24, 2425–2431 - PubMed
    1. Yang H. C., Hainfeld J. F., Wall J. S., Frey P. A. (1985) Quaternary structure of pyruvate dehydrogenase complex from E. coli. J. Biol. Chem. 260, 16049–16051 - PubMed
    1. Yang H., Frey P. A., Hainfeld J. F., Wall J. S. (1986) Pyruvate dehydrogenase complex of Escherichia coli: radial mass analysis of subcomplexes by scanning transmission electron microscopy. Biophys. J. 49, 56–58 - PMC - PubMed
    1. Yang Y.-S., Datta A., Hainfeld J. F., Furuya F. R., Wall J. S., Frey P. A. (1994) Mapping the lipoyl groups of the pyruvate dehydrogenase complex by use of gold cluster-labels and scanning transmission electron microscopy. Biochemistry 33, 9428–9437 - PubMed

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