C3021

Dicyanocobinamide

≥93%

• Synonyme(s) : Cobinamide dicyanide, Etiocobalamin, Factor B
• Formule empirique (notation de Hill): C₅₀H₇₂CoN₁₃O₈
• Numéro CAS: 27792-36-5
• Poids moléculaire : 1042.12
• Numéro MDL: MFCD00056330
• Code UNSPSC : 12352205
• ID de substance PubChem : 24892558
• Nomenclature NACRES : NA.79

Propriétés

• Source biologique: synthetic (organic)
• Niveau de qualité: 200
• Pureté: ≥93%
• Forme: powder
• Impuretés: ≤0.1% vitamin B₁₂
• Couleur: purple to very dark purple
• Température de stockage: −20°C
• Chaîne SMILES: N#C[Co]C#N.C[C@H](O)CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)C2N=C1C(C)=C3N=C(C=C4N=C(C(C)=C5N[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]5CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)C(C)(C)[C@@H]3CCC(N)=O
• InChI: 1S/C48H73N11O8.2CN.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;2*1-2;/h19,23,26-29,43,59-60H,10-18,20-22H2,1-9H3,(H2,49,61)(H2,50,62)(H2,51,63)(H2,52,64)(H2,53,65)(H2,54,66)(H,55,67);;;/b30-19-,39-24-,40-25-;;;/t23-,26+,27+,28+,29-,43?,45+,46-,47-,48-;;;/m0.../s1
• Clé InChI: NJATWHPHZUGTHR-GXEWULDJSA-N

Description

Description générale

Dicyanocobinamide, also known as factor b is a coenzyme B12 precursor. It has a corrin ring structure with four of the six coordination sites of the cobalt (Co) atom being the pyrrole nitrogen atoms.

Application

Dicyanocobinamide has been used for the crystallization of vitamin B₁₂-binding protein (BtuF). It has also been used for the destabilization of BtuCD-BtuF Interaction.

For use in determining non-intrinsic factor (R protein) in intrinsic factor preparations.

Actions biochimiques/physiologiques

Dicyanocobinamide (Cbi) functions as a soluble guanylate cyclase (sGC) co-activator and targets the N-terminal regulatory regions. This action is similar to the effect of forskolin on adenylyl cyclases. Dicyanocobinamide elevates the intracellular cyclic guanosine monophosphate (cGMP) levels and exhibits vasorelaxant activity in rats. It is used along with various cobalamins in studies of the inhibition of HIV-1 integrase and nitric oxide synthase.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable