-
1
-
-
0004255912
-
-
Müller, F., Ed.; CRC: Boca Raton
-
For an extensive review of flavin and flavoenzyme chemistry, see: Chemistry and Biochemistry of Flavoenzymes; Müller, F., Ed.; CRC: Boca Raton, 1991; Vols. 1-3.
-
(1991)
Chemistry and Biochemistry of Flavoenzymes
, vol.1-3
-
-
-
2
-
-
0002605976
-
-
Müller, F., Ed.; CRC: Boca Raton
-
Stankovich, M. In Chemistry and Biochemistry of Flavoenzymes; Müller, F., Ed.; CRC: Boca Raton, 1991; Vol. 1, pp 401-425.
-
(1991)
Chemistry and Biochemistry of Flavoenzymes
, vol.1
, pp. 401-425
-
-
Stankovich, M.1
-
3
-
-
0004810391
-
-
Sanner, C.; Macheroux, P.; Ruterjans, H.; Müller, F.; Bacher, A. Eur. J. Chem. 1985, 151, 49-65.
-
(1985)
Eur. J. Chem.
, vol.151
, pp. 49-65
-
-
Sanner, C.1
Macheroux, P.2
Ruterjans, H.3
Müller, F.4
Bacher, A.5
-
4
-
-
0025123541
-
-
Stockman, B.; Krezel, A.; Markley, J.; Leonhardt, K.; Straus, H. Biochemistry 1990, 29, 9600-9609.
-
(1990)
Biochemistry
, vol.29
, pp. 9600-9609
-
-
Stockman, B.1
Krezel, A.2
Markley, J.3
Leonhardt, K.4
Straus, H.5
-
7
-
-
0025978284
-
-
Watt, W.; Tulinsky, A.; Swenson, R.; Wattenpugh, K. J. Mol. Biol. 1991, 218, 195-208.
-
(1991)
J. Mol. Biol.
, vol.218
, pp. 195-208
-
-
Watt, W.1
Tulinsky, A.2
Swenson, R.3
Wattenpugh, K.4
-
8
-
-
0024292226
-
-
Schreuder, H.; van der Laan, J.; Hol, W.; Drenth, J. J. Mol. Biol. 1988, 199, 637-648.
-
(1988)
J. Mol. Biol.
, vol.199
, pp. 637-648
-
-
Schreuder, H.1
Van Der Laan, J.2
Hol, W.3
Drenth, J.4
-
9
-
-
0039846403
-
-
Palfey, B.; Moran, G.; Entsch, B.; Ballou, D.; Massey, V. Biochemistry 1999, 38, 1153-1158.
-
(1999)
Biochemistry
, vol.38
, pp. 1153-1158
-
-
Palfey, B.1
Moran, G.2
Entsch, B.3
Ballou, D.4
Massey, V.5
-
12
-
-
0032545282
-
-
Aliverti, A.; Deng, Z.; Ravasi, D.; Piubelli, L.; Karplus, P.; Zanetti, G. J. Biol. Chem. 1998, 273, 34008-34015.
-
(1998)
J. Biol. Chem.
, vol.273
, pp. 34008-34015
-
-
Aliverti, A.1
Deng, Z.2
Ravasi, D.3
Piubelli, L.4
Karplus, P.5
Zanetti, G.6
-
15
-
-
0007008618
-
-
Kajiki, T.; Tamura, N.; Nabeshima, T.; Yano, Y. Chem. Lett. 1995, 1063-1064.
-
(1995)
Chem. Lett.
, pp. 1063-1064
-
-
Kajiki, T.1
Tamura, N.2
Nabeshima, T.3
Yano, Y.4
-
16
-
-
37049073827
-
-
Tamura, N.; Kajiki, T.; Nabeshiraa, T.; Yano, Y. J. Chem. Soc., Chem. Commun. 1994, 2583-2584.
-
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 2583-2584
-
-
Tamura, N.1
Kajiki, T.2
Nabeshiraa, T.3
Yano, Y.4
-
17
-
-
0032556759
-
-
Kajiki, T.; Moriya, H.; Kondo, S.; Nabeshima, T.; Yano, Y. J. Chem. Soc., Chem. Commun. 1998, 2727-2728.
-
(1998)
J. Chem. Soc., Chem. Commun.
, pp. 2727-2728
-
-
Kajiki, T.1
Moriya, H.2
Kondo, S.3
Nabeshima, T.4
Yano, Y.5
-
18
-
-
0000275732
-
-
For model studies of the role of conformational effects on flavin redox processes, see: Hasford, J.; Kemnitzer, W.; Rizzo, C. J. Org. Chem. 1997, 62, 5244-5245.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 5244-5245
-
-
Hasford, J.1
Kemnitzer, W.2
Rizzo, C.3
-
19
-
-
84990166273
-
-
Shokat, K.; Leumann, C.; Sugasawara, R.; Schultz., P. Angew. Chem., Int. Ed. Engl. 1988, 27, 1172-1174.
-
(1988)
Angew. Chem., Int. Ed. Engl.
, vol.27
, pp. 1172-1174
-
-
Shokat, K.1
Leumann, C.2
Sugasawara, R.3
Schultz, P.4
-
20
-
-
0025288374
-
-
Seward, E.; Hopkins, R.; Sauerer, W.; Tam, S.-W.; Diederich, F. J. Am. Chem. Soc. 1990, 112, 1783-1790.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 1783-1790
-
-
Seward, E.1
Hopkins, R.2
Sauerer, W.3
Tam, S.-W.4
Diederich, F.5
-
21
-
-
0032475447
-
-
Breinlinger, E.; Keenan, C.; Rotello, V. J. Am. Chem. Soc. 1998, 120, 8606-8609.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 8606-8609
-
-
Breinlinger, E.1
Keenan, C.2
Rotello, V.3
-
23
-
-
0000452846
-
-
(a) Breinlinger, E.; Niemz, A.; Rotello, V. J. Am. Chem. Soc. 1995, 117, 5379-5380.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 5379-5380
-
-
Breinlinger, E.1
Niemz, A.2
Rotello, V.3
-
25
-
-
0033531129
-
-
Tam-Chang, S.-W.; Mason, J.; Iverson, I.; Hwang, K.-O.; Leonard, C. J. Chem. Soc., Chem. Commun. 1999, 65-66.
-
(1999)
J. Chem. Soc., Chem. Commun.
, pp. 65-66
-
-
Tam-Chang, S.-W.1
Mason, J.2
Iverson, I.3
Hwang, K.-O.4
Leonard, C.5
-
26
-
-
0026672465
-
-
For examples of intramolecular hydrogen bonding as a model for enzyme-cofactor interactions see: Akiyama, T.; Simeno, F.; Murakaim, M.; Yoneda, F. J. Am. Chem. Soc. 1992, 114, 6613-6620.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 6613-6620
-
-
Akiyama, T.1
Simeno, F.2
Murakaim, M.3
Yoneda, F.4
-
27
-
-
0001753654
-
-
Shinkai, S.; Honda, N.; Ishikawa, Y.; Manabe, O. J. Am. Chem. Soc. 1985, 107, 6286-6292.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 6286-6292
-
-
Shinkai, S.1
Honda, N.2
Ishikawa, Y.3
Manabe, O.4
-
28
-
-
0000791239
-
-
Müller, F., Ed.; CRC: Boca Raton
-
Müller, F. In Chemistry and Biochemistry of Flavoenzymes; Müller, F., Ed.; CRC: Boca Raton, 1991; Vol. 3, pp 557-595.
-
(1991)
Chemistry and Biochemistry of Flavoenzymes
, vol.3
, pp. 557-595
-
-
Müller, F.1
-
29
-
-
0008420226
-
-
For an exception where N(3)H hydrogen bonding occurs between cofactor and solvent in a nonredox flavoprotein, see: Moonen, C.; van den Berg, W.; Boerjan, M.; Müller, F. Biochemistry 1984, 23, 4873.
-
(1984)
Biochemistry
, vol.23
, pp. 4873
-
-
Moonen, C.1
Van Den Berg, W.2
Boerjan, M.3
Müller, F.4
-
32
-
-
0030900924
-
-
For examples where N(3) alkyl flavins have been used to model flavoenzyme processes see: Hoegy, S.; Mariano, P. Tetrahedron 1997, 53, 5027-5046.
-
(1997)
Tetrahedron
, vol.53
, pp. 5027-5046
-
-
Hoegy, S.1
Mariano, P.2
-
36
-
-
0025978284
-
-
Wan, W.; Tulinsky, A.; Swenson, R.; Watenpaugh, K. J. Mol. Biol. 1991, 218, 195-208.
-
(1991)
J. Mol. Biol.
, vol.218
, pp. 195-208
-
-
Wan, W.1
Tulinsky, A.2
Swenson, R.3
Watenpaugh, K.4
-
37
-
-
0022837145
-
-
For a previous computational study of the effects of hydrogen bonding on flavin LUMO energies, see: Nishimoto, K.; Fukunaga, H.; Yagi, K. J. Biochem. 1986, 100, 1647-1653.
-
(1986)
J. Biochem.
, vol.100
, pp. 1647-1653
-
-
Nishimoto, K.1
Fukunaga, H.2
Yagi, K.3
-
38
-
-
0001451394
-
-
Barone, V.; Orlandini, L.; Adamo, C. Chem. Phys. Lett. 1994, 231, 295-300.
-
(1994)
Chem. Phys. Lett.
, vol.231
, pp. 295-300
-
-
Barone, V.1
Orlandini, L.2
Adamo, C.3
-
41
-
-
84961976154
-
-
Blomberg, M.; Siegbahn, P.; Babcock, G. J. Am. Chem. Soc. 1998, 120, 8812-8824.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 8812-8824
-
-
Blomberg, M.1
Siegbahn, P.2
Babcock, G.3
-
43
-
-
33748538747
-
-
Jensen, G.; Goodin, D.; Bunte, S. J. Phys. Chem. 1996, 100, 954-959.
-
(1996)
J. Phys. Chem.
, vol.100
, pp. 954-959
-
-
Jensen, G.1
Goodin, D.2
Bunte, S.3
-
46
-
-
0031020439
-
-
Niemz, A.; Imbriglio, J.; Rotello, V. J. Am. Chem. Soc. 1997, 119, 887-892.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 887-892
-
-
Niemz, A.1
Imbriglio, J.2
Rotello, V.3
-
47
-
-
0031035026
-
-
Previous studies have shown that flavin 1 does not dimerize or aggregate at the concentrations used in this study: Breinlinger, E.; Rotello, V. J. Am. Chem. Soc. 1997, 119, 1165-1166.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 1165-1166
-
-
Breinlinger, E.1
Rotello, V.2
-
48
-
-
0031006831
-
-
Dutra, J.; Cuello, A.; Rotello, V. Tetrahedron Lett. 1997, 38, 4003-4004.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 4003-4004
-
-
Dutra, J.1
Cuello, A.2
Rotello, V.3
-
49
-
-
0031020439
-
-
Niemz, A.; Imbriglio, J.; Rotello, V. J. Am. Chem. Soc. 1997, 119, 887-892.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 887-892
-
-
Niemz, A.1
Imbriglio, J.2
Rotello, V.3
-
50
-
-
33646331966
-
-
Since the comparison of reduction potentials between flavin 1 and 2 is calculated separately for each solvent system, any solvent effect experienced by the ferrocene is canceled out
-
Since the comparison of reduction potentials between flavin 1 and 2 is calculated separately for each solvent system, any solvent effect experienced by the ferrocene is canceled out.
-
-
-
-
51
-
-
0000275732
-
-
Hasford, J.; Kemnitzer, W.; Rizzo, C. J. Org. Chem. 1997, 62, 5244-5245.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 5244-5245
-
-
Hasford, J.1
Kemnitzer, W.2
Rizzo, C.3
-
52
-
-
33646307214
-
-
note
-
The change in reduction potential cannot be fully attributed to interruption of the hydrogen bond to N(3) due to indirect effects of the mutation along the protein backbone. The authors suggest that the mutated residue may function not only to provide a hydrogen bond to flavin at N(3) but also to constrain the protein backbone into a conformation that optimizes additional hydrogen bonds to the flavin cofactor at O(4) and N(5), complicating direct assignment of energetic contributions.
-
-
-
|