-
5
-
-
0029782456
-
-
Cannon, W. R.; Singleton, S. F.; Benkovic, S. J. Nat. Struct. Biol. 1996, 3, 821-833.
-
(1996)
Nat. Struct. Biol
, vol.3
, pp. 821-833
-
-
Cannon, W.R.1
Singleton, S.F.2
Benkovic, S.J.3
-
8
-
-
0029822935
-
-
Alston, W. C.; Kanska, M.; Murray, C. J. Biochemistry 1996, 35, 12873-81.
-
(1996)
Biochemistry
, vol.35
, pp. 12873-12881
-
-
Alston, W.C.1
Kanska, M.2
Murray, C.J.3
-
10
-
-
0024573393
-
-
Cha, Y.; Murray, C. J.; Klinman, J. P. Science 1989, 243, 1325-1330.
-
(1989)
Science
, vol.243
, pp. 1325-1330
-
-
Cha, Y.1
Murray, C.J.2
Klinman, J.P.3
-
11
-
-
1542317813
-
-
Olsson, M. H.; Siegbahn, P. E.; Warshel, A. J. Am. Chem. Soc. 2004, 126, 2820-2828.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 2820-2828
-
-
Olsson, M.H.1
Siegbahn, P.E.2
Warshel, A.3
-
14
-
-
0029933597
-
-
Alston, W. C.; Haley, K.; Kanski, R.; Murray, C. J.; Pranata, J. J. Am. Chem. Soc. 1996, 118, 6562-6569.
-
(1996)
J. Am. Chem. Soc
, vol.118
, pp. 6562-6569
-
-
Alston, W.C.1
Haley, K.2
Kanski, R.3
Murray, C.J.4
Pranata, J.5
-
15
-
-
0014665249
-
-
Biellmann, J. F.; O'Connell, E. L.; Rose, I. A. J. Am. Chem. Soc. 1969, 91, 6484-8.
-
(1969)
J. Am. Chem. Soc
, vol.91
, pp. 6484-6488
-
-
Biellmann, J.F.1
O'Connell, E.L.2
Rose, I.A.3
-
17
-
-
0043236031
-
-
Doll, K. M.; Bender, B. R.; Finke, R. G. J. Am. Chem. Soc. 2003, 125, 10877-10884.
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 10877-10884
-
-
Doll, K.M.1
Bender, B.R.2
Finke, R.G.3
-
21
-
-
43949133450
-
-
Ph.D. Thesis, University of Maryland Baltimore County, Baltimore, MD
-
Houck, W. J. Ph.D. Thesis, University of Maryland Baltimore County, Baltimore, MD, 2004.
-
(2004)
-
-
Houck, W.J.1
-
22
-
-
0033214608
-
-
Pollack, R. M.; Thornburg, L. D.; Wu, Z. R.; Summers, M. F. Arch. Biochem. Biophys. 1999, 370, 9-15.
-
(1999)
Arch. Biochem. Biophys
, vol.370
, pp. 9-15
-
-
Pollack, R.M.1
Thornburg, L.D.2
Wu, Z.R.3
Summers, M.F.4
-
25
-
-
0022506103
-
-
Pollack, R. M.; Banda, S.; Bounds, P. L.; Koffman, B. M. Biochemistry 1986, 25, 1905-1911.
-
(1986)
Biochemistry
, vol.25
, pp. 1905-1911
-
-
Pollack, R.M.1
Banda, S.2
Bounds, P.L.3
Koffman, B.M.4
-
26
-
-
0034620560
-
-
Choi, G.; Ha, N. C.; Kim, S. W.; Kim, D. H.; Park, S.; Oh, B. H.; Choi, K. Y. Biochemistry 2000, 39, 903-909.
-
(2000)
Biochemistry
, vol.39
, pp. 903-909
-
-
Choi, G.1
Ha, N.C.2
Kim, S.W.3
Kim, D.H.4
Park, S.5
Oh, B.H.6
Choi, K.Y.7
-
27
-
-
0345337280
-
-
Thornburg, L. D.; Henot, F.; Bash, D. P.; Hawkinson, D. C.; Bartel, S. D.; Pollack, R. M. Biochemistry 1998, 37, 10499-10506.
-
(1998)
Biochemistry
, vol.37
, pp. 10499-10506
-
-
Thornburg, L.D.1
Henot, F.2
Bash, D.P.3
Hawkinson, D.C.4
Bartel, S.D.5
Pollack, R.M.6
-
28
-
-
0026336560
-
-
Hawkinson, D. C.; Eames, T. C.; Pollack, R. M. Biochemistry 1991, 30, 10849-10858.
-
(1991)
Biochemistry
, vol.30
, pp. 10849-10858
-
-
Hawkinson, D.C.1
Eames, T.C.2
Pollack, R.M.3
-
29
-
-
0035840938
-
-
Thornburg, L. D.; Goldfeder, Y. R.; Wilde, T. C.; Pollack, R. M. J. Am. Chem. Soc. 2001, 123, 9912-9913.
-
(2001)
J. Am. Chem. Soc
, vol.123
, pp. 9912-9913
-
-
Thornburg, L.D.1
Goldfeder, Y.R.2
Wilde, T.C.3
Pollack, R.M.4
-
30
-
-
0024376083
-
-
Pollack, R. M.; Zeng, B.; Mack, J. P. G.; Eldin, S. J. Am. Chem. Soc. 1989, 111, 6419-6423.
-
(1989)
J. Am. Chem. Soc
, vol.111
, pp. 6419-6423
-
-
Pollack, R.M.1
Zeng, B.2
Mack, J.P.G.3
Eldin, S.4
-
31
-
-
0000005094
-
-
Palmer, M. A.; Goad, L. J.; Goodwin, T. W. Nouv. J. Chim. 1978, 2, 401-404.
-
(1978)
Nouv. J. Chim
, vol.2
, pp. 401-404
-
-
Palmer, M.A.1
Goad, L.J.2
Goodwin, T.W.3
-
32
-
-
43949100034
-
-
We later found this synthetic method to be irreproducible, and we have since developed an easier, more reproducible method of tosylation based on the work of Velusamy et al, Velusamy, S. Kirankunar, J. S. Punniyamurthy, T. Tetrahedron Lett. 2004, 45, 203) In a flask equipped with a Dean-Stark trap, 2.884 g (10 mmol) of 3-β-hydroxy-5-androstene-17-one, 1.90 g (10 mmol) of p-toluenesulfonic acid monohydrate and 119 mg (5 mol, of cobalt hexahydrate in 40 mL of 1,2-dichloroethane were stirred and refluxed for 45 minutes. Solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate. The organic phase was washed in 1 N HCl, water, sodium bicarbonate, and water. After drying (MgSO4) and filtration, the solvent was removed, and the residue was purified by column chromatography by using silica gel (Merck 60) and hexane:ethyl acetate (1:1, Recrystallization from ethyl acetate-hexane gave 83% yield 3.667 g
-
We later found this synthetic method to be irreproducible, and we have since developed an easier, more reproducible method of tosylation based on the work of Velusamy et al. (Velusamy, S. Kirankunar, J. S. Punniyamurthy, T. Tetrahedron Lett. 2004, 45, 203) In a flask equipped with a Dean-Stark trap, 2.884 g (10 mmol) of 3-β-hydroxy-5-androstene-17-one, 1.90 g (10 mmol) of p-toluenesulfonic acid monohydrate and 119 mg (5 mol%) of cobalt hexahydrate in 40 mL of 1,2-dichloroethane were stirred and refluxed for 45 minutes. Solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate. The organic phase was washed in 1 N HCl, water, sodium bicarbonate, and water. After drying (MgSO4) and filtration, the solvent was removed, and the residue was purified by column chromatography by using silica gel (Merck 60) and hexane:ethyl acetate (1:1). Recrystallization from ethyl acetate-hexane gave 83% yield (3.667 g).
-
-
-
-
33
-
-
37049113583
-
-
Crabb, T. A.; Dawson, P. J.; Williams, R. O. J. Chem. Soc., Perkin Trans. 1980, 1, 2535-2541.
-
(1980)
J. Chem. Soc., Perkin Trans
, vol.1
, pp. 2535-2541
-
-
Crabb, T.A.1
Dawson, P.J.2
Williams, R.O.3
-
34
-
-
0015213662
-
-
Blickenstaff, R. T.; Atkinson, K.; Breaux, D.; Foster, E.; Kim, Y.; Wolf, G. C. J. Org. Chem. 1971, 36, 1271-1277.
-
(1971)
J. Org. Chem
, vol.36
, pp. 1271-1277
-
-
Blickenstaff, R.T.1
Atkinson, K.2
Breaux, D.3
Foster, E.4
Kim, Y.5
Wolf, G.C.6
-
36
-
-
0025005194
-
-
Xue, L. A.; Talalay, P.; Mildvan, A. S. Biochemistry 1990, 29, 7491-7500.
-
(1990)
Biochemistry
, vol.29
, pp. 7491-7500
-
-
Xue, L.A.1
Talalay, P.2
Mildvan, A.S.3
-
38
-
-
43949127823
-
-
The data were manually edited such that they were evenly weighted according to changes in absorbance. Typically, five absorbance readings per 0.001 AU increase were kept, and the rest of the data was discarded
-
The data were manually edited such that they were evenly weighted according to changes in absorbance. Typically, five absorbance readings per 0.001 AU increase were kept, and the rest of the data was discarded.
-
-
-
-
39
-
-
43949099014
-
-
Ph.D. Thesis, University of Maryland Baltimore County, Baltimore, MD
-
Wilde, T. C. Ph.D. Thesis, University of Maryland Baltimore County, Baltimore, MD, 2005.
-
(2005)
-
-
Wilde, T.C.1
-
41
-
-
0029946185
-
-
Zawrotny, M. E.; Hawkinson, D. C.; Blotny, G.; Pollack, R. M. Biochemistry 1996, 35, 6438-6442.
-
(1996)
Biochemistry
, vol.35
, pp. 6438-6442
-
-
Zawrotny, M.E.1
Hawkinson, D.C.2
Blotny, G.3
Pollack, R.M.4
-
42
-
-
43949102803
-
-
Strictly speaking, these equations are appropriate for analyses when the isotopic molecule is present in trace amounts. Because of the small KIEs measured here, the errors introduced by using these simpler equations are less than 0.5%, which is considerably smaller than the experimental error.
-
Strictly speaking, these equations are appropriate for analyses when the isotopic molecule is present in trace amounts. Because of the small KIEs measured here, the errors introduced by using these simpler equations are less than 0.5%, which is considerably smaller than the experimental error.
-
-
-
-
44
-
-
0028354284
-
-
Solaja, B. A.; Milic, D. R.; Dosen-Micovic, L. I. Steroids 1994, 59, 330-334.
-
(1994)
Steroids
, vol.59
, pp. 330-334
-
-
Solaja, B.A.1
Milic, D.R.2
Dosen-Micovic, L.I.3
-
48
-
-
0026356563
-
-
Xue, L. A.; Talalay, P.; Mildvan, A. S. Biochemistry 1991, 30, 10858-10865.
-
(1991)
Biochemistry
, vol.30
, pp. 10858-10865
-
-
Xue, L.A.1
Talalay, P.2
Mildvan, A.S.3
-
49
-
-
2142802333
-
-
Camerino, B.; Patelli, B.; Sciaky, R. Tetrahedron Lett. 1961, 16, 554-559.
-
(1961)
Tetrahedron Lett
, vol.16
, pp. 554-559
-
-
Camerino, B.1
Patelli, B.2
Sciaky, R.3
-
52
-
-
33845553350
-
-
Frimer, A. A.; Gilinsky-Sharon, P.; Hameiri, J.; Aljadeff, G. J. Org. Chem. 1982, 47, 2818-2819.
-
(1982)
J. Org. Chem
, vol.47
, pp. 2818-2819
-
-
Frimer, A.A.1
Gilinsky-Sharon, P.2
Hameiri, J.3
Aljadeff, G.4
-
53
-
-
43949104179
-
-
By assuming that the KIE of the uncatalyzed reaction is within 15% of the observed KIE, the contribution from the uncatalyzed rate is less than 0.5%.
-
By assuming that the KIE of the uncatalyzed reaction is within 15% of the observed KIE, the contribution from the uncatalyzed rate is less than 0.5%.
-
-
-
-
54
-
-
0003612579
-
-
Collins, C. J, Bowman, N. S, Eds, Van Nostrand Reinhold: New York
-
Collins, C. J., Bowman, N. S., Eds. Isotope Effects in Chemical Reactions; Van Nostrand Reinhold: New York, 1970.
-
(1970)
Isotope Effects in Chemical Reactions
-
-
-
55
-
-
0009942589
-
-
Cleland, W. W, O'Leary, M. H, Northrop, D. B, Eds, University Park: Baltimore
-
Cleland, W. W., O'Leary, M. H., Northrop, D. B., Eds. Isotope Effects on Enzyme-Catalyzed Reactions; University Park: Baltimore, 1977.
-
(1977)
Isotope Effects on Enzyme-Catalyzed Reactions
-
-
-
56
-
-
0004233459
-
-
Buncel, E, Lee, C. C, Eds, Elsevier Science: Amsterdam
-
Cleland, W. W. In Isotopes in Organic Chemistry: Secondary and Solvent Isotope Effects; Buncel, E., Lee, C. C., Eds.; Elsevier Science: Amsterdam, 1987; Vol. 7, pp 61-110.
-
(1987)
Isotopes in Organic Chemistry: Secondary and Solvent Isotope Effects
, vol.7
, pp. 61-110
-
-
Cleland, W.W.1
-
59
-
-
0019194597
-
-
Cook, P.; Blanchard, J. S.; Cleland, W. W. Biochemistry 1980, 19, 4853-4858.
-
(1980)
Biochemistry
, vol.19
, pp. 4853-4858
-
-
Cook, P.1
Blanchard, J.S.2
Cleland, W.W.3
-
62
-
-
0004082237
-
-
Cook, P, Ed, CRC: Boca Raton, FL
-
Klinman, J. P. In Enzyme Mechanism from Isotope Effects; Cook, P., Ed.; CRC: Boca Raton, FL, 1991, pp 127-147.
-
(1991)
Enzyme Mechanism from Isotope Effects
, pp. 127-147
-
-
Klinman, J.P.1
-
64
-
-
0019507903
-
-
Cook, P. F.; Oppenheimer, N. J.; Cleland, W. W. Biochemistry 1981, 20, 1817-1825.
-
(1981)
Biochemistry
, vol.20
, pp. 1817-1825
-
-
Cook, P.F.1
Oppenheimer, N.J.2
Cleland, W.W.3
-
67
-
-
0004082237
-
-
Cook, P. F, Ed, CRC: Boca Raton, FL
-
Anderson, V. E. In Enzyme Mechanisms from Isotope Effects; Cook, P. F., Ed.; CRC: Boca Raton, FL, 1991, pp 389-417.
-
(1991)
Enzyme Mechanisms from Isotope Effects
, pp. 389-417
-
-
Anderson, V.E.1
-
71
-
-
0000753204
-
-
Am. Chem. Soc
-
Saunders, W. H., Jr J. Am. Chem. Soc. 1994, 116, 5400-5404.
-
(1994)
Jr J
, vol.116
, pp. 5400-5404
-
-
Saunders, W.H.1
|