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Key Documents

D147206

Sigma-Aldrich

5,6-Dimethylbenzimidazole

≥99%

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About This Item

Empirical Formula (Hill Notation):
C9H10N2
CAS Number:
Molecular Weight:
146.19
Beilstein:
116595
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

form

powder

mp

202-205 °C (lit.)

SMILES string

Cc1cc2nc[nH]c2cc1C

InChI

1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)

InChI key

LJUQGASMPRMWIW-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Michael J Gray et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(8), 2921-2926 (2007-02-16)
The synthesis of 5,6-dimethylbenzimidazole (DMB), the lower ligand of coenzyme B(12), has remained elusive. We report in vitro and in vivo evidence that the BluB protein of the photosynthetic bacterium Rhodospirillum rubrum is necessary and sufficient for catalysis of the
Pseudo-B12 joins the cofactor family.
Michiko E Taga et al.
Journal of bacteriology, 190(4), 1157-1159 (2007-12-18)
Michiko E Taga et al.
Nature, 446(7134), 449-453 (2007-03-23)
Vitamin B12 (cobalamin) is among the largest known non-polymeric natural products, and the only vitamin synthesized exclusively by microorganisms. The biosynthesis of the lower ligand of vitamin B(12), 5,6-dimethylbenzimidazole (DMB), is poorly understood. Recently, we discovered that a Sinorhizobium meliloti
Finding the final pieces of the vitamin B12 biosynthetic jigsaw.
Martin J Warren
Proceedings of the National Academy of Sciences of the United States of America, 103(13), 4799-4800 (2006-03-29)
Christine Männel-Croisé et al.
Chemical communications (Cambridge, England), 47(40), 11249-11251 (2011-09-20)
Immobilisation of vitamin B12 allows synthesising a biomimetic base-off/histidine-on complex that resembles structural features of cobalamin dependent enzyme active sites.

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