Literature DB >> 26139567

Antivitamins B12--A Structure- and Reactivity-Based Concept.

Bernhard Kräutler1.   

Abstract

B12 -antimetabolites are compounds that counteract the physiological effects of vitamin B12 and related natural cobalamins. Presented here is a structure- and reactivity-based concept of the specific 'antivitamins B12 ': it refers to analogues of vitamin B12 that display high structural similarity to the vitamin and are 'locked chemically' to prevent their metabolic conversion into the crucial organometallic B12 -cofactors. Application of antivitamins B12 to healthy laboratory animals is, thus, expected to induce symptoms of B12 -deficiency. Antivitamins B12 may, hence, be helpful in elucidating still largely puzzling pathophysiological phenomena associated with B12 -deficiency, and also in recognizing physiological roles of B12 that probably still remain to be discovered.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  antibiotics; antivitamin B12; cancer; regulation; vitamin B12

Mesh:

Substances:

Year:  2015        PMID: 26139567     DOI: 10.1002/chem.201502072

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  10 in total

1.  Replacement of the Cobalt Center of Vitamin B12 by Nickel: Nibalamin and Nibyric Acid Prepared from Metal-Free B12  Ligands Hydrogenobalamin and Hydrogenobyric Acid.

Authors:  Christoph Kieninger; Klaus Wurst; Maren Podewitz; Maria Stanley; Evelyne Deery; Andrew D Lawrence; Klaus R Liedl; Martin J Warren; Bernhard Kräutler
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-02       Impact factor: 15.336

2.  Antivitamin B12 Inhibition of the Human B12 -Processing Enzyme CblC: Crystal Structure of an Inactive Ternary Complex with Glutathione as the Cosubstrate.

Authors:  Markus Ruetz; Aranganathan Shanmuganathan; Carmen Gherasim; Agnes Karasik; Robert Salchner; Christoph Kieninger; Klaus Wurst; Ruma Banerjee; Markos Koutmos; Bernhard Kräutler
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-23       Impact factor: 15.336

3.  Total Synthesis, Structure, and Biological Activity of Adenosylrhodibalamin, the Non-Natural Rhodium Homologue of Coenzyme B12.

Authors:  Florian J Widner; Andrew D Lawrence; Evelyne Deery; Dana Heldt; Stefanie Frank; Karl Gruber; Klaus Wurst; Martin J Warren; Bernhard Kräutler
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-29       Impact factor: 15.336

4.  Structure of the human transcobalamin beta domain in four distinct states.

Authors:  Joël S Bloch; Markus Ruetz; Bernhard Kräutler; Kaspar P Locher
Journal:  PLoS One       Date:  2017-09-14       Impact factor: 3.240

5.  Systemically Administered Plant Recombinant Holo-Intrinsic Factor Targets the Liver and is not Affected by Endogenous B12 levels.

Authors:  Jayme L Workinger; Akhila N W Kuda-Wedagedara; Mara M Julin; Jordan M White; Ebba Nexo; Nerissa T Viola; Robert P Doyle
Journal:  Sci Rep       Date:  2019-08-22       Impact factor: 4.379

6.  Zinc Substitution of Cobalt in Vitamin B12 : Zincobyric acid and Zincobalamin as Luminescent Structural B12 -Mimics.

Authors:  Christoph Kieninger; Joseph A Baker; Maren Podewitz; Klaus Wurst; Steffen Jockusch; Andrew D Lawrence; Evelyne Deery; Karl Gruber; Klaus R Liedl; Martin J Warren; Bernhard Kräutler
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-04       Impact factor: 15.336

7.  The Hydrogenobyric Acid Structure Reveals the Corrin Ligand as an Entatic State Module Empowering B12 Cofactors for Catalysis.

Authors:  Christoph Kieninger; Evelyne Deery; Andrew D Lawrence; Maren Podewitz; Klaus Wurst; Emi Nemoto-Smith; Florian J Widner; Joseph A Baker; Steffen Jockusch; Christoph R Kreutz; Klaus R Liedl; Karl Gruber; Martin J Warren; Bernhard Kräutler
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-26       Impact factor: 15.336

8.  Exceptional Photochemical Stability of the Co-C Bond of Alkynyl Cobalamins, Potential Antivitamins B12 and Core Elements of B12-Based Biological Vectors.

Authors:  Elvin V Salerno; Nicholas A Miller; Arkaprabha Konar; Robert Salchner; Christoph Kieninger; Klaus Wurst; Kenneth G Spears; Bernhard Kräutler; Roseanne J Sension
Journal:  Inorg Chem       Date:  2020-04-20       Impact factor: 5.165

9.  Ultrafast Excited State Dynamics and Fluorescence from Vitamin B12 and Organometallic [Co]-C≡C-R Cobalamins.

Authors:  Elvin V Salerno; Nicholas A Miller; Arkaprabha Konar; Yan Li; Christoph Kieninger; Bernhard Kräutler; Roseanne J Sension
Journal:  J Phys Chem B       Date:  2020-07-21       Impact factor: 2.991

Review 10.  Antivitamins B12 -Some Inaugural Milestones.

Authors:  Bernhard Kräutler
Journal:  Chemistry       Date:  2020-11-03       Impact factor: 5.236

  10 in total

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