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Volumn 35, Issue 19, 1996, Pages 2219-2221

The mechanism of class II, metal-dependent aldolases

Author keywords

Aldolases; Enediols; Enzyme inhibitors; Enzyme mechanisms

Indexed keywords


EID: 0030445211     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199622191     Document Type: Article
Times cited : (101)

References (41)
  • 2
    • 0024337552 scopus 로고
    • 2+-dependent DHAP aldolases (class II) are found, for example, in Escherichia coli[1]. The enzymes are commercially available (except for TagA) or can be isolated from recombinant strains: a) C. H. von der Osten, A. J. Sinskey, C. F. Barbas, R. L. Pederson, Y. F. Wang, C.-H. Wong, J. Am. Chem. Soc. 1989, 111, 3924-3927; b) A. Ozaki, E. J. Toone, C. H. von der Osten, A. J. Sinskey, G. M. Whitesides, ibid. 1990, 112, 4970-4971; c) W.-D. Fessner, G. Sinerius, A. Schneider, M. Dreyer, G. E. Schulz, J. Badia, J. Aguilar, Angew. Chem. 1991, 103, 596-599; Angew. Chem. Int. Ed. Engl. 1991, 30, 555-558.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 3924-3927
    • Von Der Osten, C.H.1    Sinskey, A.J.2    Barbas, C.F.3    Pederson, R.L.4    Wang, Y.F.5    Wong, C.-H.6
  • 3
    • 0025041157 scopus 로고
    • 2+-dependent DHAP aldolases (class II) are found, for example, in Escherichia coli[1]. The enzymes are commercially available (except for TagA) or can be isolated from recombinant strains: a) C. H. von der Osten, A. J. Sinskey, C. F. Barbas, R. L. Pederson, Y. F. Wang, C.-H. Wong, J. Am. Chem. Soc. 1989, 111, 3924-3927; b) A. Ozaki, E. J. Toone, C. H. von der Osten, A. J. Sinskey, G. M. Whitesides, ibid. 1990, 112, 4970-4971; c) W.-D. Fessner, G. Sinerius, A. Schneider, M. Dreyer, G. E. Schulz, J. Badia, J. Aguilar, Angew. Chem. 1991, 103, 596-599; Angew. Chem. Int. Ed. Engl. 1991, 30, 555-558.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 4970-4971
    • Ozaki, A.1    Toone, E.J.2    Von Der Osten, C.H.3    Sinskey, A.J.4    Whitesides, G.M.5
  • 4
    • 0001087766 scopus 로고
    • 2+-dependent DHAP aldolases (class II) are found, for example, in Escherichia coli[1]. The enzymes are commercially available (except for TagA) or can be isolated from recombinant strains: a) C. H. von der Osten, A. J. Sinskey, C. F. Barbas, R. L. Pederson, Y. F. Wang, C.-H. Wong, J. Am. Chem. Soc. 1989, 111, 3924-3927; b) A. Ozaki, E. J. Toone, C. H. von der Osten, A. J. Sinskey, G. M. Whitesides, ibid. 1990, 112, 4970-4971; c) W.-D. Fessner, G. Sinerius, A. Schneider, M. Dreyer, G. E. Schulz, J. Badia, J. Aguilar, Angew. Chem. 1991, 103, 596-599; Angew. Chem. Int. Ed. Engl. 1991, 30, 555-558.
    • (1991) Angew. Chem. , vol.103 , pp. 596-599
    • Fessner, W.-D.1    Sinerius, G.2    Schneider, A.3    Dreyer, M.4    Schulz, G.E.5    Badia, J.6    Aguilar, J.7
  • 5
    • 33748220015 scopus 로고
    • 2+-dependent DHAP aldolases (class II) are found, for example, in Escherichia coli[1]. The enzymes are commercially available (except for TagA) or can be isolated from recombinant strains: a) C. H. von der Osten, A. J. Sinskey, C. F. Barbas, R. L. Pederson, Y. F. Wang, C.-H. Wong, J. Am. Chem. Soc. 1989, 111, 3924-3927; b) A. Ozaki, E. J. Toone, C. H. von der Osten, A. J. Sinskey, G. M. Whitesides, ibid. 1990, 112, 4970-4971; c) W.-D. Fessner, G. Sinerius, A. Schneider, M. Dreyer, G. E. Schulz, J. Badia, J. Aguilar, Angew. Chem. 1991, 103, 596-599; Angew. Chem. Int. Ed. Engl. 1991, 30, 555-558.
    • (1991) Angew. Chem. Int. Ed. Engl. , vol.30 , pp. 555-558
  • 7
    • 0003899196 scopus 로고    scopus 로고
    • in press
    • C.-H. Wong, G. M. Whitesides, Enzymes in Synthetic Organic Chemistry, Pergamon. Oxford, 1994; W.-D. Fessner, C. Walter, Top. Curr. Chem. 1996, in press.
    • (1996) Top. Curr. Chem.
    • Fessner, W.-D.1    Walter, C.2
  • 9
    • 33751141847 scopus 로고
    • a) W.-D. Fessner, G. Sinerius, Angew. Chem. 1994, 106, 217-220; Angew. Chem. Int. Ed. Engl. 1994, 33, 209-212;
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 209-212
  • 12
    • 77956895467 scopus 로고
    • Ed.: P. D. Boyer, Academic Press, New York
    • B. L. Horecker, O. Tsolas, C. Y. Lai, in The Enzymes, Vol. VII (Ed.: P. D. Boyer), Academic Press, New York, 1972, pp. 213-258.
    • (1972) The Enzymes , vol.7 , pp. 213-258
    • Horecker, B.L.1    Tsolas, O.2    Lai, C.Y.3
  • 13
    • 0023446039 scopus 로고
    • J. Sygusch, D. Beaudry, M. Allaire, Proc. Natl. Acad. Sci. USA 1987, 84, 7846-7850; S. J. Gamblin, G. J. Davies, J. M. Grimes, R. M. Jackson, J. A. Litllechild, H. C. Watson, J. Mol. Biol. 1991, 219, 573-576; G. Hester, O. Brenner-Holzach, F. A. Rossi, M. Struck-Donatz, K. H. Winterhalter, J. D. G. Smit, K. Piontek, FEBS Lett. 1991, 292, 237-242.
    • (1987) Proc. Natl. Acad. Sci. USA , vol.84 , pp. 7846-7850
    • Sygusch, J.1    Beaudry, D.2    Allaire, M.3
  • 14
    • 0025832374 scopus 로고
    • J. Sygusch, D. Beaudry, M. Allaire, Proc. Natl. Acad. Sci. USA 1987, 84, 7846-7850; S. J. Gamblin, G. J. Davies, J. M. Grimes, R. M. Jackson, J. A. Litllechild, H. C. Watson, J. Mol. Biol. 1991, 219, 573-576; G. Hester, O. Brenner-Holzach, F. A. Rossi, M. Struck-Donatz, K. H. Winterhalter, J. D. G. Smit, K. Piontek, FEBS Lett. 1991, 292, 237-242.
    • (1991) J. Mol. Biol. , vol.219 , pp. 573-576
    • Gamblin, S.J.1    Davies, G.J.2    Grimes, J.M.3    Jackson, R.M.4    Litllechild, J.A.5    Watson, H.C.6
  • 16
    • 0027285118 scopus 로고
    • J. A. Littlechild, H. C. Watson, Trends Biochem. Sci. 1993, 18, 36-39; A. J. Morris, D. R. Tolan, J. Biol. Chem. 1993, 268, 1095-1100; Biochemistry 1994, 33, 12291-12297.
    • (1993) Trends Biochem. Sci. , vol.18 , pp. 36-39
    • Littlechild, J.A.1    Watson, H.C.2
  • 17
    • 0027473531 scopus 로고
    • J. A. Littlechild, H. C. Watson, Trends Biochem. Sci. 1993, 18, 36-39; A. J. Morris, D. R. Tolan, J. Biol. Chem. 1993, 268, 1095-1100; Biochemistry 1994, 33, 12291-12297.
    • (1993) J. Biol. Chem. , vol.268 , pp. 1095-1100
    • Morris, A.J.1    Tolan, D.R.2
  • 18
    • 33751158425 scopus 로고
    • J. A. Littlechild, H. C. Watson, Trends Biochem. Sci. 1993, 18, 36-39; A. J. Morris, D. R. Tolan, J. Biol. Chem. 1993, 268, 1095-1100; Biochemistry 1994, 33, 12291-12297.
    • (1994) Biochemistry , vol.33 , pp. 12291-12297
  • 19
    • 0015245034 scopus 로고
    • A. S. Mildvan, R. D. Kobes, W. J. Rutter, Biochemistry 1971, 10, 1191-1204; K. D. Collins, J. Biol. Chem. 1974, 249, 136-142. Hydroxamate 13 was prepared by a modification of this literature procedure.
    • (1971) Biochemistry , vol.10 , pp. 1191-1204
    • Mildvan, A.S.1    Kobes, R.D.2    Rutter, W.J.3
  • 20
    • 0015951899 scopus 로고
    • A. S. Mildvan, R. D. Kobes, W. J. Rutter, Biochemistry 1971, 10, 1191-1204; K. D. Collins, J. Biol. Chem. 1974, 249, 136-142. Hydroxamate 13 was prepared by a modification of this literature procedure.
    • (1974) J. Biol. Chem. , vol.249 , pp. 136-142
    • Collins, K.D.1
  • 21
    • 0019327896 scopus 로고
    • G. M, Smith, A. S. Mildvan, E. T. Harper, Biochemistry 1980, 19, 1248-1255; G. M. Smith, A. S. Mildvan. ibid. 1981, 20, 4340-4346; B. S. Szwergold, K. Ugurbil, T. R. Brown, Arch. Biochem. Biophys. 1995, 317, 244-252.
    • (1980) Biochemistry , vol.19 , pp. 1248-1255
    • Smith, G.M.1    Mildvan, A.S.2    Harper, E.T.3
  • 22
    • 0019885886 scopus 로고
    • G. M, Smith, A. S. Mildvan, E. T. Harper, Biochemistry 1980, 19, 1248-1255; G. M. Smith, A. S. Mildvan. ibid. 1981, 20, 4340-4346; B. S. Szwergold, K. Ugurbil, T. R. Brown, Arch. Biochem. Biophys. 1995, 317, 244-252.
    • (1981) Biochemistry , vol.20 , pp. 4340-4346
    • Smith, G.M.1    Mildvan, A.S.2
  • 23
    • 0028945448 scopus 로고
    • G. M, Smith, A. S. Mildvan, E. T. Harper, Biochemistry 1980, 19, 1248-1255; G. M. Smith, A. S. Mildvan. ibid. 1981, 20, 4340-4346; B. S. Szwergold, K. Ugurbil, T. R. Brown, Arch. Biochem. Biophys. 1995, 317, 244-252.
    • (1995) Arch. Biochem. Biophys. , vol.317 , pp. 244-252
    • Szwergold, B.S.1    Ugurbil, K.2    Brown, T.R.3
  • 24
    • 0021094383 scopus 로고
    • J. G. Belasco, J. R. Knowles, Biochemistry 1983, 22, 122-129; J. T. Kadonaga, J. R. Knowles, ibid. 1983, 22, 130-136.
    • (1983) Biochemistry , vol.22 , pp. 122-129
    • Belasco, J.G.1    Knowles, J.R.2
  • 25
  • 27
    • 15744389773 scopus 로고
    • Dissertation, Universität Freiburg
    • b) M. K. Dreyer, Dissertation, Universität Freiburg 1995.
    • (1995)
    • Dreyer, M.K.1
  • 30
    • 84982392303 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1974) Chem. Ber. , vol.107 , pp. 391-397
    • Göttlicher, S.1    Ochsenreiter, P.2
  • 31
    • 0019887627 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1981) Biochemistry , vol.20 , pp. 6912-6920
    • Holmes, M.A.1    Matthews, B.W.2
  • 32
    • 0021680137 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1984) Biochemistry , vol.23 , pp. 5724-5729
    • Monzingo, A.F.1    Matthews, B.W.2
  • 33
    • 0029030448 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1995) Biochemistry , vol.34 , pp. 6602-6610
    • Browner, M.F.1    Smith, W.W.2    Castelhano, A.L.3
  • 34
    • 0028838862 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1995) Biochemistry , vol.34 , pp. 14012-14020
    • Grams, F.1    Crimmin, M.2    Hinnes, L.3    Huxley, P.4    Pieper, M.5    Tschesche, H.6    Bode, W.7
  • 35
    • 0028007891 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1994) Proteins , vol.19 , pp. 98-109
    • Spurlino, J.C.1    Smallwood, A.M.2    Carlton, D.D.3    Banks, T.M.4    Vavra, K.J.5    Johnson, J.S.6    Cook, E.R.7    Falvo, J.8    Wahl, R.C.9    Pulvino, T.A.10    Wendoloski, J.J.11    Smith, D.L.12
  • 36
    • 0028915695 scopus 로고
    • S. Göttlicher, P. Ochsenreiter, Chem. Ber. 1974, 107, 391-397. Related pentacoordinate complexes of hydroxamate inhibitors to catalytic zinc have been determined for several metalloproteases: M. A. Holmes, B. W. Matthews, Biochemistry 1981, 20, 6912-6920; A. F. Monzingo, B. W. Matthews, ibid. 1984, 23, 5724-5729; M. F. Browner, W. W. Smith, A. L. Castelhano, ibid. 1995, 34, 6602-6610; F. Grams, M. Crimmin, L. Hinnes, P. Huxley, M. Pieper, H. Tschesche, W. Bode, ibid. 1995, 34, 14012-14020; J. C. Spurlino, A. M. Smallwood, D. D. Carlton, T. M. Banks, K. J. Vavra, J. S. Johnson, E. R. Cook, J. Falvo, R. C. Wahl, T. A. Pulvino, J. J. Wendoloski, D. L. Smith, Proteins 1994, 19, 98-109; F. Grams, P. Reinemer, J. C. Powers, T. Kleine, M. Pieper, H. Tschesche, R. Huber, W. Bode, Eur. J. Biochem. 1995, 228, 830-841.
    • (1995) Eur. J. Biochem. , vol.228 , pp. 830-841
    • Grams, F.1    Reinemer, P.2    Powers, J.C.3    Kleine, T.4    Pieper, M.5    Tschesche, H.6    Huber, R.7    Bode, W.8
  • 38
    • 0016160430 scopus 로고
    • A. Zalkin, J. D. Forrester, D. H. Templeton, J. Am. Chem. Soc. 1966, 83, 1810-1814; L. Bauer, O. Exner, Angew. Chem. 1974, 86, 419-428; Angew. Chem. Int. Ed. Engl. 1974, 13, 376-384.
    • (1974) Angew. Chem. , vol.86 , pp. 419-428
    • Bauer, L.1    Exner, O.2
  • 39
    • 84982367300 scopus 로고
    • A. Zalkin, J. D. Forrester, D. H. Templeton, J. Am. Chem. Soc. 1966, 83, 1810-1814; L. Bauer, O. Exner, Angew. Chem. 1974, 86, 419-428; Angew. Chem. Int. Ed. Engl. 1974, 13, 376-384.
    • (1974) Angew. Chem. Int. Ed. Engl. , vol.13 , pp. 376-384
  • 40
    • 0002370274 scopus 로고
    • Eds.: I. Bertini, H. B. Gray, S. J. Lippard, J. S. Valentine, University Science Books, Mill Valley, CA, USA
    • I. Bertini, C. Luchinat, in Bioinorganic Chemistry (Eds.: I. Bertini, H. B. Gray, S. J. Lippard, J. S. Valentine), University Science Books, Mill Valley, CA, USA, 1993, pp. 37-106.
    • (1993) Bioinorganic Chemistry , pp. 37-106
    • Bertini, I.1    Luchinat, C.2


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