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Biochemical catalysis involving coenzyme B-12: a rational stepwise mechanistic interpretation of vicinal interchange rearrangements.涉及辅酶B-12的生化催化作用：邻位互换重排的合理逐步机理阐释
Proc Natl Acad Sci U S A. 1977 Mar;74(3):811-5. doi: 10.1073/pnas.74.3.811.
2
Role of protonation and of axial ligands in the reductive dechlorination of alkyl chlorides by vitamin B12 complexes. Reductive cleavage of chloroacetonitrile by Co(I) cobalamins and cobinamides.质子化和轴向配体在维生素B12配合物对烷基氯化物的还原脱氯反应中的作用。钴（I）钴胺素和钴胺酰胺对氯乙腈的还原裂解。
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引用本文的文献

1
Coupling of hydrogenic tunneling to active-site motion in the hydrogen radical transfer catalyzed by a coenzyme B12-dependent mutase.在依赖辅酶B12的变位酶催化的氢自由基转移中，氢隧穿与活性位点运动的耦合。
Proc Natl Acad Sci U S A. 2007 Jun 26;104(26):10774-9. doi: 10.1073/pnas.0702188104. Epub 2007 Jun 20.
2
[Vitamin B12 as a biologically active model compound].[作为生物活性模型化合物的维生素B12]
Naturwissenschaften. 1982 Feb;69(2):63-74. doi: 10.1007/BF00441225.

本文引用的文献

1
Structure of the 5,6-dimethyl-benzimidazolylcobamide coenzyme.5,6-二甲基苯并咪唑基钴胺素辅酶的结构
Nature. 1961 Dec 9;192:937-8. doi: 10.1038/192937a0.
2
Vitamin B 12.
Science. 1971 Mar 5;171(3974):859-67. doi: 10.1126/science.171.3974.859.
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Coenzyme B12 and coenzyme B12 model compounds in the catalysis of the dehydration of glycols.
J Am Chem Soc. 1970 Feb 25;92(4):1022-30. doi: 10.1021/ja00707a047.
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Corrinoid-dependent enzymic reactions.
Annu Rev Biochem. 1972;41:55-90. doi: 10.1146/annurev.bi.41.070172.000415.
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Letter: An intramolecular model for the enzymatic insertion of coenzyme B12 into unactivated carbon-hydrogen bonds.信函：辅酶B12酶促插入未活化碳氢键的分子内模型。
J Am Chem Soc. 1976 Mar 3;98(5):1297-9. doi: 10.1021/ja00421a060.
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Letter: The mechanisms of action of vitamin B12.信函：维生素B12的作用机制。
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涉及辅酶B-12的生化催化作用：邻位互换重排的合理逐步机理阐释

Biochemical catalysis involving coenzyme B-12: a rational stepwise mechanistic interpretation of vicinal interchange rearrangements.

作者信息

Corey E J, Cooper N J, Green M L

出版信息

Proc Natl Acad Sci U S A. 1977 Mar;74(3):811-5. doi: 10.1073/pnas.74.3.811.

DOI:10.1073/pnas.74.3.811
PMID:300485
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC430484/
Abstract

A mechanism is proposed for the catalytic action of coenzyme B-12 which is consistent with current knowledge of organometallic reactions and with the experimental data now available from biochemical studies. A key feature of the proposal is an electrocyclic cleavage of the coenzyme that reduces cobalt and also leads to a 1,19-seco-corrin. The seco-corrin serves as a tridentate ligand about Co(I). This arrangement permits the metal to take part in the kinds of organometallic reactions that are ideal for coenzyme B-12 catalysis, including oxidative addition and its reverse, reductive elimination. It is further proposed that the rearrangement steps involve cobaltcarbene complexes.

摘要

提出了一种辅酶B-12催化作用的机制，该机制与当前有机金属反应的知识以及目前生化研究中可获得的实验数据一致。该提议的一个关键特征是辅酶的电环化裂解，这会还原钴并产生1,19-裂环-corrin。裂环-corrin作为围绕Co(I)的三齿配体。这种排列方式使金属能够参与各种对辅酶B-12催化作用理想的有机金属反应，包括氧化加成及其逆反应还原消除。进一步提出重排步骤涉及钴卡宾配合物。