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43107 Sigma-Aldrich

Cyanocobalamin

tested according to Ph. Eur.

Synonym: α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin, Vitamin B12

  • CAS Number 68-19-9

  • Empirical Formula (Hill Notation) C63H88CoN14O14P

  • Molecular Weight 1355.37

  •  Beilstein/REAXYS Number 4122889

  •  EC Number 200-680-0

  •  PubChem Substance ID 329756307

  •  NACRES NA.21

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Properties

Related Categories Biochemicals and Reagents, Core Bioreagents, Research Essentials, Vitamin B, Vitamin B12,
Quality Level   100
biological source   fermentation/recombinant
Agency/Method   tested according to Ph. Eur.
assay   96.0-102.0% dry basis
form   powder
application(s)   cell analysis: suitable
color   dark red
solubility   water: soluble 1 gm in 80 ml
  acetone: insoluble
  alcohol: soluble
  chloroform: insoluble
  diethyl ether: insoluble
storage temp.   2-8°C
SMILES string   C/C(C1=N[C@]([C@]([C@H](CC(N)=O)[C@@]/2(C)CCC(NC[C@@H](OP([O-])(O[C@H]3[C@@H](O)[C@@H](N4C=[N]5C6=C4C=C(C)C(C)=C6)O[C@@H]3CO)=O)C)=O)([H])N([Co+]5C#N)C2=C(C)/C([C@@H](CCC(N)=O)C/7(C)C)=NC7=C/8)(C)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O)=C9N=C8[C@@H](CCC(N)=O)[C@
InChI   1S/C62H90N13O14P.CN.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;1-2;/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);;/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57?,59-,60+,61+,62+;;/m1../s1
InChI key   RMRCNWBMXRMIRW-QJRSUKKJSA-L

Description

General description

Cyanocobalamin, also referred to as Vitamin B12, is a water soluble vitamin.

Application

Cyanocobalamin was added in the assay buffer during the analysis step of ELISA for ensuring that all transcobalamin was saturated with cobalamin before analysis. Cyanocobalamin was also used for examining its impact on the expression of mPer1 and mPer2 in vivo.

Biochem/physiol Actions

Cyanocobalamin plays a role in functioning of brain and nervous system. It is also involved in hematopoiesis. Vitamin B12 deficiency leads to megaloblastic anemia. It is also associated with irreversible nervous system breakdown leading to spinal cord degeneration.

Cyanocobalamin refers to a group of chemically-related cobalt containing molecules involved in cell processes such as DNA synthesis, fatty acid synthesis, energy production and regulation. Cyanocobalamin along with other B vitamins thiamine (B1) and pyridoxine (B6) blocks the thermal hyperalgesia in rats with neuropathic pain caused by spinal ganglia compression (CCD) or loose ligation of the sciatic nerve (CCI). It can stimulate the anaerobic biodegradation of chloroform.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
GG3750000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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