메뉴 건너뛰기




Volumn 275, Issue 24, 2008, Pages 6204-6216

Roles of adenine anchoring and ion pairing at the coenzyme B 12-binding site in diol dehydratase catalysis

Author keywords

Adenine anchoring; Adenosylcobalamin; Coenzyme B12; Diol dehydratase; Ion pairing

Indexed keywords

5' DEOXYADENOSINE; ADENINE; APOENZYME; CARBON; COBALAMIN; COBALT; COBAMAMIDE; DIOL DEHYDRATASE; HOLOENZYME; HYDROLYASE; LYSINE; OXYGEN; SERINE; UNCLASSIFIED DRUG;

EID: 56849117882     PISSN: 1742464X     EISSN: 17424658     Source Type: Journal    
DOI: 10.1111/j.1742-4658.2008.06745.x     Document Type: Article
Times cited : (5)

References (47)
  • 1
    • 0037560995 scopus 로고    scopus 로고
    • 12-dependent isomerization (eliminating) reactions
    • 12-dependent isomerization (eliminating) reactions. Chem Rev 103, 2095 2127.
    • (2003) Chem Rev , vol.103 , pp. 2095-2127
    • Toraya, T.1
  • 2
    • 0037899473 scopus 로고    scopus 로고
    • 12-dependent mutases
    • 12-dependent mutases. Chem Rev 103, 2083 2094.
    • (2003) Chem Rev , vol.103 , pp. 2083-2094
    • Banerjee, R.1
  • 4
    • 0014015443 scopus 로고
    • On the stereochemistry of the propanediol dehydrase reaction
    • Rétey J, Umani-Ronchi A Arigoni D (1966) On the stereochemistry of the propanediol dehydrase reaction. Experientia 22, 72 73.
    • (1966) Experientia , vol.22 , pp. 72-73
    • Rétey, J.1    Umani-Ronchi, A.2    Arigoni, D.3
  • 5
    • 0014010844 scopus 로고
    • The stereochemistry of the conversion of d and l 1,2-propanediols to propionaldehyde
    • Zagalak B, Frey PA, Karabatsos GL Abeles RH (1966) The stereochemistry of the conversion of d and l 1,2-propanediols to propionaldehyde. J Biol Chem 241, 3028 3035.
    • (1966) J Biol Chem , vol.241 , pp. 3028-3035
    • Zagalak, B.1    Frey, P.A.2    Karabatsos, G.L.3    Abeles, R.H.4
  • 6
    • 0014017421 scopus 로고
    • On the mechanism of the propanediol dehydrase reaction
    • Rétey J, Umani-Ronchi A, Seibl J Arigoni D (1966) On the mechanism of the propanediol dehydrase reaction. Experientia 22, 502 503.
    • (1966) Experientia , vol.22 , pp. 502-503
    • Rétey, J.1    Umani-Ronchi, A.2    Seibl, J.3    Arigoni, D.4
  • 7
    • 84855620601 scopus 로고
    • Dolphin, D., ed. Vol. 2. John Wiley & Sons, New York, NY.
    • 12. Vol. 2. John Wiley & Sons, New York, NY.
    • (1982) 12.
  • 8
    • 0004247468 scopus 로고    scopus 로고
    • Banerjee, R., ed. John Wiley & Sons, New York, NY.
    • Banerjee R, ed 1999) Chemistry and Biochemistry of B12. John Wiley & Sons, New York, NY.
    • (1999) Chemistry and Biochemistry of B12.
  • 9
    • 73649177916 scopus 로고
    • Purification and properties of dioldehydrase, an enzyme requiring a cobamide coenzyme
    • Lee HA Jr. Abeles RH (1963) Purification and properties of dioldehydrase, an enzyme requiring a cobamide coenzyme. J Biol Chem 238, 2367 2373.
    • (1963) J Biol Chem , vol.238 , pp. 2367-2373
    • Lee Jr., H.A.1    Abeles, R.H.2
  • 11
    • 0017626312 scopus 로고
    • Studies on the mechanism of the adenosylcobalamin-dependent diol dehydrase reaction by the use of analogs of the coenzyme
    • Toraya T, Ushio K, Fukui S Hogenkamp HPC (1977) Studies on the mechanism of the adenosylcobalamin-dependent diol dehydrase reaction by the use of analogs of the coenzyme. J Biol Chem 252, 963 970.
    • (1977) J Biol Chem , vol.252 , pp. 963-970
    • Toraya, T.1    Ushio, K.2    Fukui, S.3    Hogenkamp, H.P.C.4
  • 12
    • 0023019237 scopus 로고
    • The synthesis of adenine-modified analogs of adenosylcobalamin and their coenzymic function in the reaction catalyzed by diol dehydrase
    • Toraya T, Matsumoto T, Ichikawa M, Itoh T, Sugawara T Mizuno Y (1986) The synthesis of adenine-modified analogs of adenosylcobalamin and their coenzymic function in the reaction catalyzed by diol dehydrase. J Biol Chem 261, 9289 9293.
    • (1986) J Biol Chem , vol.261 , pp. 9289-9293
    • Toraya, T.1    Matsumoto, T.2    Ichikawa, M.3    Itoh, T.4    Sugawara, T.5    Mizuno, Y.6
  • 13
    • 0021123694 scopus 로고
    • 6-substituted analogs of adenosylcobalamin in the diol dehydratase reaction
    • 6-substituted analogs of adenosylcobalamin in the diol dehydratase reaction. Biochem Biophys Acta 788, 318 326.
    • (1984) Biochem Biophys Acta , vol.788 , pp. 318-326
    • Ushio, K.1    Fukui, S.2    Toraya, T.3
  • 14
    • 0026009365 scopus 로고
    • Roles of the d-ribose and 5,6-dimethylbenzimidazole moieties of the nucleotide loop of adenosylcobalamin in manifestation of coenzymic function in the diol dehydrase reaction
    • Toraya T Ishida A (1991) Roles of the d-ribose and 5,6- dimethylbenzimidazole moieties of the nucleotide loop of adenosylcobalamin in manifestation of coenzymic function in the diol dehydrase reaction. J Biol Chem 266, 5430 5437.
    • (1991) J Biol Chem , vol.266 , pp. 5430-5437
    • Toraya, T.1    Ishida, A.2
  • 15
    • 0028347563 scopus 로고
    • The synthesis of a pyridyl analog of adenosylcobalamin and its coenzymic function in the diol dehydratase reaction
    • Toraya T, Miyoshi S, Mori M Wada K (1994) The synthesis of a pyridyl analog of adenosylcobalamin and its coenzymic function in the diol dehydratase reaction. Biochim Biophys Acta 1204, 169 174.
    • (1994) Biochim Biophys Acta , vol.1204 , pp. 169-174
    • Toraya, T.1    Miyoshi, S.2    Mori, M.3    Wada, K.4
  • 17
    • 0027400792 scopus 로고
    • Adenosylcobinamide methyl phosphate as a pseudocoenzyme for diol dehydrase
    • Ishida A Toraya T (1993) Adenosylcobinamide methyl phosphate as a pseudocoenzyme for diol dehydrase. Biochemistry 32, 1535 1540.
    • (1993) Biochemistry , vol.32 , pp. 1535-1540
    • Ishida, A.1    Toraya, T.2
  • 19
    • 0032492687 scopus 로고    scopus 로고
    • Evidence for axial coordination of 5,6-dimethylbenzimidazole to the cobalt atom of adenosylcobalamin bound to diol dehydratase
    • Yamanishi M, Yamada S, Muguruma H, Murakami Y, Tobimatsu T, Ishida A, Yamauchi J Toraya T (1998) Evidence for axial coordination of 5,6-dimethylbenzimidazole to the cobalt atom of adenosylcobalamin bound to diol dehydratase. Biochemistry 37, 4799 4803.
    • (1998) Biochemistry , vol.37 , pp. 4799-4803
    • Yamanishi, M.1    Yamada, S.2    Muguruma, H.3    Murakami, Y.4    Tobimatsu, T.5    Ishida, A.6    Yamauchi, J.7    Toraya, T.8
  • 22
    • 0028940307 scopus 로고
    • Molecular cloning, sequencing, and expression of the genes encoding adenosylcobalamin-dependent diol dehydrase of Klebsiella oxytoca
    • Tobimatsu T, Hara T, Sakaguchi M, Kishimoto Y, Wada Y, Isoda M, Sakai T Toraya T (1995) Molecular cloning, sequencing, and expression of the genes encoding adenosylcobalamin-dependent diol dehydrase of Klebsiella oxytoca. J Biol Chem 270, 7142 7148.
    • (1995) J Biol Chem , vol.270 , pp. 7142-7148
    • Tobimatsu, T.1    Hara, T.2    Sakaguchi, M.3    Kishimoto, Y.4    Wada, Y.5    Isoda, M.6    Sakai, T.7    Toraya, T.8
  • 23
    • 0032152171 scopus 로고    scopus 로고
    • Molecular cloning, sequencing and characterization of the genes for adenosylcobalamin-dependent diol dehydratase of Klebsiella pneumoniae
    • Tobimatsu T, Azuma M, Hayashi S, Nishimoto K Toraya T (1998) Molecular cloning, sequencing and characterization of the genes for adenosylcobalamin- dependent diol dehydratase of Klebsiella pneumoniae. Biosci Biotechnol Biochem 62, 1774 1777.
    • (1998) Biosci Biotechnol Biochem , vol.62 , pp. 1774-1777
    • Tobimatsu, T.1    Azuma, M.2    Hayashi, S.3    Nishimoto, K.4    Toraya, T.5
  • 24
    • 0030668674 scopus 로고    scopus 로고
    • Propanediol utilization genes (pdu) of Salmonella typhimurium: Three genes for the propanediol dehydratase
    • Bobik TA, Xu Y, Jeter RM, Otto KE Roth JR (1997) Propanediol utilization genes (pdu) of Salmonella typhimurium: three genes for the propanediol dehydratase. J Bacteriol 179, 6633 6639.
    • (1997) J Bacteriol , vol.179 , pp. 6633-6639
    • Bobik, T.A.1    Xu, Y.2    Jeter, R.M.3    Otto, K.E.4    Roth, J.R.5
  • 25
    • 0029841095 scopus 로고    scopus 로고
    • Cloning, sequencing, and high level expression of the genes encoding adenosylcobalamin-dependent glycerol dehydrase of Klebsiella pneumoniae
    • Tobimatsu T, Azuma M, Matsubara H, Takatori H, Niida T, Nishimoto K, Satoh H, Hayashi R Toraya T (1996) Cloning, sequencing, and high level expression of the genes encoding adenosylcobalamin-dependent glycerol dehydrase of Klebsiella pneumoniae. J Biol Chem 271, 22352 22357.
    • (1996) J Biol Chem , vol.271 , pp. 22352-22357
    • Tobimatsu, T.1    Azuma, M.2    Matsubara, H.3    Takatori, H.4    Niida, T.5    Nishimoto, K.6    Satoh, H.7    Hayashi, R.8    Toraya, T.9
  • 26
    • 0029818529 scopus 로고    scopus 로고
    • 12-dependent glycerol dehydratase of Citrobacter freundii
    • 12-dependent glycerol dehydratase of Citrobacter freundii. J Bacteriol 178, 5793 5796.
    • (1996) J Bacteriol , vol.178 , pp. 5793-5796
    • Seyfried, M.1    Daniel, R.2    Gottschalk, G.3
  • 28
    • 0031282402 scopus 로고    scopus 로고
    • Heterologous expression, purification, and properties of diol dehydratase, an adenosylcobalamin-dependent enzyme of Klebsiella oxytoca
    • Tobimatsu T, Sakai T, Hashida Y, Mizoguchi N, Miyoshi S Toraya T (1997) Heterologous expression, purification, and properties of diol dehydratase, an adenosylcobalamin-dependent enzyme of Klebsiella oxytoca. Arch Biochem Biophys 347, 132 140.
    • (1997) Arch Biochem Biophys , vol.347 , pp. 132-140
    • Tobimatsu, T.1    Sakai, T.2    Hashida, Y.3    Mizoguchi, N.4    Miyoshi, S.5    Toraya, T.6
  • 30
    • 0021099840 scopus 로고
    • Ligand exchange reactions of diol dehydrase-bound cobalamins and the effect of the nucleoside binding
    • Toraya T, Watanabe N, Ushio K, Matsumoto T Fukui S (1983) Ligand exchange reactions of diol dehydrase-bound cobalamins and the effect of the nucleoside binding. J Biol Chem 258, 9296 9301.
    • (1983) J Biol Chem , vol.258 , pp. 9296-9301
    • Toraya, T.1    Watanabe, N.2    Ushio, K.3    Matsumoto, T.4    Fukui, S.5
  • 31
    • 13544256281 scopus 로고    scopus 로고
    • Identification of the 1,2-propanediol-1-yl radical as an intermediate in adenosylcobalamin-dependent diol dehydratase reaction
    • Yamanishi M, Ide H, Murakami Y Toraya T (2005) Identification of the 1,2-propanediol-1-yl radical as an intermediate in adenosylcobalamin-dependent diol dehydratase reaction. Biochemistry 44, 2113 2118.
    • (2005) Biochemistry , vol.44 , pp. 2113-2118
    • Yamanishi, M.1    Ide, H.2    Murakami, Y.3    Toraya, T.4
  • 33
    • 0017609160 scopus 로고
    • EPR determination of the Co(II)-free radical magnetic geometry of the 'doublet' species arising in a coenzyme B-12-enzyme reaction
    • Buettner GR Coffman RE (1977) EPR determination of the Co(II)-free radical magnetic geometry of the 'doublet' species arising in a coenzyme B-12-enzyme reaction. Biochim Biophys Acta 480, 495 505.
    • (1977) Biochim Biophys Acta , vol.480 , pp. 495-505
    • Buettner, G.R.1    Coffman, R.E.2
  • 35
    • 0014027350 scopus 로고
    • Studies on the mechanism of action of cobamide coenzymes. Chemical properties of the enzyme-coenzyme complex
    • Wagner OW, Lee HA Jr., Frey PA Abeles RH (1966) Studies on the mechanism of action of cobamide coenzymes. Chemical properties of the enzyme-coenzyme complex. J Biol Chem 241, 1751 1762.
    • (1966) J Biol Chem , vol.241 , pp. 1751-1762
    • Wagner, O.W.1    Lee Jr., H.A.2    Frey, P.A.3    Abeles, R.H.4
  • 36
    • 0023664559 scopus 로고
    • Activation and cleavage of the carbon-cobalt bond of adeninylethylcobalamin by diol dehydrase
    • Toraya T, Watanabe N, Ichikawa M, Matsumoto T, Ushio K Fukui S (1987) Activation and cleavage of the carbon-cobalt bond of adeninylethylcobalamin by diol dehydrase. J Biol Chem 262, 8544 8550.
    • (1987) J Biol Chem , vol.262 , pp. 8544-8550
    • Toraya, T.1    Watanabe, N.2    Ichikawa, M.3    Matsumoto, T.4    Ushio, K.5    Fukui, S.6
  • 37
    • 0000102239 scopus 로고
    • 12-dependent isozymes
    • In. Sigel, H. Sigel, A., eds), vol. 30, pp. Marcel Dekker, New York, NY.
    • 12-dependent isozymes. In Metal Ions in Biological Systems (Sigel H Sigel A, eds), vol. 30, pp. 217 254. Marcel Dekker, New York, NY.
    • (1994) Metal Ions in Biological Systems , pp. 217-254
    • Toraya, T.1
  • 40
    • 0024448151 scopus 로고
    • Calculation of protein extinction coefficients from amino acid sequence data
    • Gill SC von Hippel PH (1989) Calculation of protein extinction coefficients from amino acid sequence data. Anal Biochem 182, 319 326.
    • (1989) Anal Biochem , vol.182 , pp. 319-326
    • Gill, S.C.1    Von Hippel, P.H.2
  • 41
    • 0033525074 scopus 로고    scopus 로고
    • 12-dependent diol dehydratase
    • 12-dependent diol dehydratase. J Biol Chem 274, 3372 3377.
    • (1999) J Biol Chem , vol.274 , pp. 3372-3377
    • Toraya, T.1    Mori, K.2
  • 42
    • 78651153791 scopus 로고
    • Disc electrophoresis - II: Method and application to human serum proteins
    • Davis BJ (1964) Disc electrophoresis - II: method and application to human serum proteins. Ann NY Acad Sci 121, 404 427.
    • (1964) Ann NY Acad Sci , vol.121 , pp. 404-427
    • Davis, B.J.1
  • 43
    • 0014949207 scopus 로고
    • Cleavage of structural proteins during the assembly of the head of bacteriophage T4
    • Laemmli UK (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680 685.
    • (1970) Nature , vol.227 , pp. 680-685
    • Laemmli, U.K.1
  • 44
    • 0031552064 scopus 로고    scopus 로고
    • An electron paramagnetic resonance study on the mechanism-based inactivation of adenosylcobalamin-dependent diol dehydrase by glycerol and other substrates
    • Toraya T, Yamanishi M, Muguruma H, Ushio K, Yamauchi J Kawamura T (1997) An electron paramagnetic resonance study on the mechanism-based inactivation of adenosylcobalamin-dependent diol dehydrase by glycerol and other substrates. Biochim Biophys Acta 1337, 11 16.
    • (1997) Biochim Biophys Acta , vol.1337 , pp. 11-16
    • Toraya, T.1    Yamanishi, M.2    Muguruma, H.3    Ushio, K.4    Yamauchi, J.5    Kawamura, T.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.