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Documenti fondamentali

C0884

Sigma-Aldrich

Coenzyme B12

≥97.0%

Sinonimo/i:

5′-Deoxyadenosylcobalamine, Adenosyl cobalamine, Cobamamide, DMBC coenzyme

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About This Item

Formula empirica (notazione di Hill):
C72H100CoN18O17P
Numero CAS:
Peso molecolare:
1579.58
Beilstein:
4122932
Numero CE:
Numero MDL:
Codice UNSPSC:
12352205
ID PubChem:
NACRES:
NA.79

Livello qualitativo

Saggio

≥97.0%

Stato

powder and chunks

tecniche

HPLC: suitable

Colore

red to very dark red
very dark red-brown

Temperatura di conservazione

−20°C

Stringa SMILE

CC(CNC(=O)CCC1(C)C(CC(N)=O)C2N([Co+]C[C@H]3O[C@@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C1=C(C)C6=NC(=CC7=NC(=C(C)C8=NC2(C)C(C)(CC(N)=O)C8CCC(N)=O)C(C)(CC(N)=O)C7CCC(N)=O)C(C)(C)C6CCC(N)=O)OP([O-])(=O)O[C@H]9[C@@H](O)[C@H](O[C@@H]9CO)n%10cnc%11cc(C)c(C)cc%10%11

InChI

1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t31?,34?,35?,36?,37?,41-,52-,53-,56?,57+,59?,60?,61?,62?;4-,6-,7-,10+;/m11./s1
ZIHHMGTYZOSFRC-PMDPKNCCSA-L

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Categorie correlate

Descrizione generale

Vitamin B12 cobalamin refers to a group of chemically-related cobalt containing molecules. The physiologically active forms of vitamin B12 include methylcobalamin and adenosylcobalamin, whereas hydroxocobalamin (vitamin B12a, OHCbl) and cyanocobalamin (CNCbl) are storage and delivery forms.

Applicazioni

Coenzyme B12 has been used as a supplement for culturing plasmid variants in in vivo assay of yvrC-lacZ fusions.

Azioni biochim/fisiol

Vitamin B12 cobalamin is involved in DNA synthesis and fatty acid synthesis. It also plays a vital role as a coenzyme in the conversion of mitochondrial methylmalonyl co-enzyme A to succinyl co-enzyme A.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Jiayun Pang et al.
Journal of the American Chemical Society, 134(4), 2367-2377 (2012-01-14)
We present here an energetic and atomistic description of how D-ornithine 4,5-aminomutase (OAM), an adenosylcobalamin (AdoCbl; coenzyme B(12))-dependent isomerase, employs a large-scale protein domain conformational change to orchestrate the homolytic rupture of the Co-C bond. Our results suggest that in
Radical catalysis in coenzyme B12-dependent isomerization (eliminating) reactions.
Tetsuo Toraya
Chemical reviews, 103(6), 2095-2127 (2003-06-12)
Gregory M Sandala et al.
Accounts of chemical research, 43(5), 642-651 (2010-02-09)
Enzymes accelerate chemical reactions with an exceptional selectivity that makes life itself possible. Understanding the factors responsible for this efficient catalysis is of utmost importance in our quest to harness the tremendous power of enzymes. Computational chemistry has emerged as
Denis Bucher et al.
Journal of the American Chemical Society, 134(3), 1591-1599 (2012-01-11)
Vitamin B(12) and its biologically active counterparts possess the only examples of carbon-cobalt bonds in living systems. The role of such motifs as radical reservoirs has potential application in future catalytic and electronic nanodevices. To fully understand radical generation in
Alla Peselis et al.
Nature structural & molecular biology, 19(11), 1182-1184 (2012-10-16)
Coenzyme B(12) has a key role in various enzymatic reactions and controls expression of bacterial genes through riboswitches. Here we report the crystal structure of the Symbiobacterium thermophilum B(12) riboswitch bound to its ligand adenosylcobalamin. The riboswitch forms a unique

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