1985
DOI: 10.1021/ja00310a086
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Synthesis of 9-decarboxymethoxatin. Metal complexation of methoxatin as a possible requirement for its biological activity

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Cited by 53 publications
(9 citation statements)
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“…In such a reaction the carboxylate to proton bond formation should be late to provide the driving force for hydride transfer. The late transition state for the proton transfer is akin to starting with a ground state of structure CH 3 O Ϫ ͞Ca 2ϩ ͞PQQ͞MDH. The latter complex could exist either as a Ca 2ϩ bound methoxide (9) or a C-5 covalent adduct (10).…”
Section: Catalytic Mechanism Of Mdhmentioning
confidence: 99%
“…In such a reaction the carboxylate to proton bond formation should be late to provide the driving force for hydride transfer. The late transition state for the proton transfer is akin to starting with a ground state of structure CH 3 O Ϫ ͞Ca 2ϩ ͞PQQ͞MDH. The latter complex could exist either as a Ca 2ϩ bound methoxide (9) or a C-5 covalent adduct (10).…”
Section: Catalytic Mechanism Of Mdhmentioning
confidence: 99%
“…(R.S.M., D.M.D., and P. F. Knowles, unpublished observations). As pointed out previously (29,30,40,41), the presence of PQQ in mammals raises the intriguing possibility that it is a heretofore unrecognized vitamin. Finally, the results described here suggest that resonance Raman spectroscopy may be an informative approach for structural studies of other methoxatin enzymes.…”
Section: Resultsmentioning
confidence: 83%
“…Several properties of methoxatin that are relevant to its potential functions in amine metabolism have already been 1 delineated. For example, data pertaining to redox potentials, carbonyl chemistry, mechanisms of reactions with amines, and metal ion complexation are available for methoxatin and various analogues (38)(39)(40)(41).…”
mentioning
confidence: 99%
“…7). Whether this organic prosthetic group is a modi fied flavin of unknown structure [7] -possibly caused by an irreversible damage (due to highly oxidizing species in the membrane) or a modified flavin with better metal chelating properties [8] or even a methoxatin-like compound [9] can not be answered at the present time. …”
Section: Extraction O F An Organic Prosthetic Group From the 36 Kda Pmentioning
confidence: 96%