By Butler P.A., Krautler B.
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This may be seen mainly as an “electronic” effect [1, 75], consistent with the observation of anomalous structural trans-effects in other methyl-Co(III)-complexes . More recent studies with 31 suggested the imidazole base exerts similar electronic effects as the DMB-base in 3 but 31 is more basic and, therefore, imidazolylcobamides (or the base-off/His-on form of 3) are more readily protonated near neutral pH . The His–Asp–Ser triad may then represent a “relay” for H+ -uptake/release, assumed to function in the enzymatic methylation/demethylation cycles .
216. 217. 218. 219. 220. 221. 222. 223. 224. 53 Chowdhury S, Banerjee R (2000) J Am Chem Soc 122:5417 Chowdhury S, Banerjee R (2000) Biochem 39:7998 Brooks AJ, Vlasie M, Banerjee R, Brunold TC (2004) J Am Chem Soc 126:8167 Golding BT, Anderson RJ, Ashwell S, Edwards CH, Garnett I, Kroll F, Buckel W (1998) In: Kräutler B, Arigoni D, Golding BT (eds) Vitamin B12 and B12 -Proteins. Wiley, Weinheim, p 201 Smith DM, Golding BT, Radom L (1999) J Am Chem Soc 121:1383 Loferer MJ, Webb BM, Grant GH, Liedl KR (2003) J Am Chem Soc 125:1072 Evans PR, Mancia F (1998) In: Kräutler B, Arigoni D, Golding BT (eds) Vitamin B12 and B12 -Proteins.
258. 259. A. Butler · B. Kräutler Wetmore SD, Smith DM, Bennett JT, Radom L (2002) J Am Chem Soc 124:14054 Semialjac M, Schwarz H (2003) J Org Chem 68:6967 Semialjac M, Schwarz H (2004) Chem Eur J 10:2781 Tang K-H, Harms A, Frey PA (2002) Biochem 41:8767 Tang K-H, Casarez AD, Wu W, Frey PA (2003) Arch Biochem Biophys 418:49 Chang CH, Frey PA (2000) J Biol Chem 275:106 Berkovitch F, Behshad E, Tang K-H, Enns EA, Frey PA, Drennan CL (2004) Proc Nat Acad Sci USA 101:15870 Blakley RL (1982) In: Dolphin D (ed) B12 , vol II.
Biological Organometallic Chemistry of B 12 by Butler P.A., Krautler B.