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43107

Sigma-Aldrich

Cyanocobalamin

tested according to Ph. Eur.

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C63H88CoN14O14P
CAS-Nummer:
68-19-9
Molekulargewicht:
1355.37
Beilstein:
4122889
EG-Nummer:
200-680-0
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329756307
NACRES:
NA.21

Biologische Quelle

fermentation/recombinant

Qualitätsniveau

100

Agentur

USP/NF
tested according to Ph. Eur.

Assay

96.0-102.0% dry basis

Form

powder

Farbe

dark red

Löslichkeit

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

Anwendung(en)

cell analysis

Lagertemp.

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

InChIKey

RMRCNWBMXRMIRW-QJRSUKKJSA-L

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Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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Analysenzertifikate (COA)

Lot/Batch Number
BCCD6236
BCCC0930
BCBZ7772
BCBX3968
BCBV9083

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Sigma-Aldrich

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USP

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Coenzym B12 ≥97.0%

Sigma-Aldrich

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Hydroxocobalaminacetat vitamin B12 analog

Sigma-Aldrich

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Millipore

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vibrant-m

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Sigma-Aldrich

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Pyridoxinhydrochlorid (B6) analytical standard

Supelco

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Pyridoxinhydrochlorid (B6)

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
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)
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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