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43107

Sigma-Aldrich

Cyanocobalamin

tested according to Ph. Eur.

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Synonym(s):
Vitamin B12, α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin
Empirical Formula (Hill Notation):
C63H88CoN14O14P
CAS Number:
Molecular Weight:
1355.37
Beilstein:
4122889
EC Number:
PubChem Substance ID:
NACRES:
NA.21

biological source

fermentation/recombinant

Quality Level

Agency

USP/NF
tested according to Ph. Eur.

Assay

96.0-102.0% dry basis

form

powder

color

dark red

solubility

water: soluble 1 gm in 80 ml
acetone: insoluble
alcohol: soluble
chloroform: insoluble
diethyl ether: insoluble

application(s)

cell analysis

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

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1 of 4

This Item
C3607V6629C3000000
Cyanocobalamin tested according to Ph. Eur.

Sigma-Aldrich

43107

Cyanocobalamin

Cyanocobalamin meets USP testing specifications

Sigma-Aldrich

C3607

Cyanocobalamin

Vitamin B12 BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥98%

Sigma-Aldrich

V6629

Vitamin B12

Cyanocobalamin European Pharmacopoeia (EP) Reference Standard

C3000000

Cyanocobalamin

assay

96.0-102.0% dry basis

assay

96.0-102.0% dry basis

assay

≥98%

assay

-

form

powder

form

powder

form

powder

form

solid

color

dark red

color

dark red

color

red to brown

color

-

solubility

water: soluble 1 gm in 80 ml, acetone: insoluble, alcohol: soluble, chloroform: insoluble, diethyl ether: insoluble

solubility

-

solubility

water: soluble 50 mg/mL, dark red

solubility

-

application(s)

cell analysis

application(s)

pharmaceutical (small molecule)

application(s)

-

application(s)

pharmaceutical (small molecule)

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Anti-nociceptive and anti-inflammatory effects of cyanocobalamin (vitamin B12) against acute and chronic pain and inflammation in mice
Hosseinzadeh H, et al.
Arzneimittelforschung, 62(07), 324-329 (2012)
Zheng-Bei Wang et al.
Pain, 114(1-2), 266-277 (2005-03-01)
Neuropathic pain after nerve injury is severe and intractable, and current drugs and nondrug therapies offer substantial pain relief to no more than half of affected patients. The present study investigated the analgesic roles of the B vitamins thiamine (B1)
E Nexo et al.
Clinical chemistry, 46(10), 1643-1649 (2000-10-06)
Transcobalamin is essential for the cellular internalization of cobalamin. Methods to quantify the unsaturated protein are available, but few attempts have been made to develop methods to quantify the sum of unsaturated and cobalamin saturated transcobalamin. gamma-Globulins from two polyclonal
Krista Kaasik et al.
Nature, 430(6998), 467-471 (2004-07-23)
The circadian clock is the central timing system that controls numerous physiological processes. In mammals, one such process is haem biosynthesis, which the clock controls through regulation of the rate-limiting enzyme aminolevulinate synthase 1 (Alas1). Several members of the core
Johan Frederik Berg Arendt et al.
Journal of the National Cancer Institute, 105(23), 1799-1805 (2013-11-20)
A substantial proportion of patients referred for plasma vitamin B12 (cobalamin [Cbl]) measurement present with high Cbl levels, which have been reported in patients with different cancer types. However, the cancer risk among patients with newly diagnosed high Cbl levels

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