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Principaux documents

V2876

Sigma-Aldrich

Vitamine B12

≥98%

Synonyme(s) :

α-(5,6-Diméthylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamine, Cyanocobalamine

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About This Item

Formule empirique (notation de Hill):
C63H88CoN14O14P
Numéro CAS:
Poids moléculaire :
1355.37
Beilstein:
4122889
Numéro CE :
Code UNSPSC :
12352205
eCl@ss :
34058004
ID de substance PubChem :
Nomenclature NACRES :
NA.79
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Niveau de qualité

Essai

≥98%

Forme

powder

Technique(s)

HPLC: suitable

Couleur

red to brown

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

RMRCNWBMXRMIRW-QJRSUKKJSA-L

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Application

La vitamine B12 a été utilisée :
  • comme composant d′une solution de mélange de vitamines dans un modèle intestinal in vitro[1]
  • comme étalon dans la spectrométrie de masse à plasma à couplage inductif d′exclusion stérique (SEC-ICP-MS, exclusion inductively coupled plasma mass spectroscopy)[2]
  • comme composant d′un mélange simulé de protéines plasmatiques pour l′analyse par spectroscopie Raman[3]
  • dans l′analyse de résonance des plasmons de surface (SPR, surface plasmon resonance)[4]
  • comme complément de milieu pour les myocytes ventriculaires de rat néonatal (NRVM)[5]

Actions biochimiques/physiologiques

La vitamine B12 (cobalamine) est constituée d′un groupe de molécules à cobalt apparentées du point de vue chimique et jouant des rôles dans les processus cellulaires comme la synthèse de l′ADN, la synthèse des acides gras, la production d′énergie et la régulation. Les formes physiologiquement actives de la vitamine B12 incluent la méthylcobalamine et l′adénosylcobalamine, tandis que l′hydroxocobalamine (vitamine B12a, OHCbl) et la cyanocobalamine (CNCbl) sont des formes de stockage et d′administration. L′hydroxocobalamine (OHCbl) et la CNCbl dérivées des bactéries sont converties chez l′homme en formes coenzymes utiles, qui soutiennent les processus métaboliques comme la conversion par la méthylmalonylcoenzyme A mutase mitochondriale de l′acide méthylmalonique (MMA) en succinate pour relier le métabolisme des lipides et des glucides, et l′activation de la méthionine synthase, étape cinétiquement limitante dans la synthèse de la méthionine.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Certificats d'analyse (COA)

Lot/Batch Number

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Smit NW, et al.
PLoS ONE, 12(8), e0183481-e0183481 (2017)
A missense mutation in TCN2 is associated with decreased risk for congenital heart defects and may increase cellular uptake of vitamin B12 via Megalin
Li P, et al.
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Cell, 175(4), 947-961 (2018)

Questions

1–9 of 9 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. how long we can store aqueous solution of Vitamin B12 (2876)?

    1 answer
    1. The stability of this product in aqueous solution has not been investigated. It would be up to the end user to determine solution storage and stability. As a conservative measure, it would be recommended to prepare solutions fresh, as needed. However, sterile solutions for injection are available for theratpeutic use and appear to be stable at ambient temperature. These solutions tend to have a pH range from neutral to acidic and are stored in amber bottles. See the link below to review more information on the therapeutic versions of Vitamin B12/Cyanocolamain for injection. https://www.drugs.com/pro/b-2-inject-kit.html

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  4. Is it possible to use ethanol to make a solution of Vitamin B12, Product V2876? May i know the right concentration?

    1 answer
    1. This product is soluble in 50 mg/ml of H2O as stated on the Certificate of Analysis. The solubility of the product in ethanol has not been tested.

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  5. What can I use to make a solution of Vitamin B12, Product V2876?

    1 answer
    1. The specification sheet for Product V2876 (available from the product page on the website) indicates that the product is soluble in water (50 mg/mL), yielding a dark red solution.

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  6. What is the Extinction Coefficient for Vitamin B12, Product V2876?

    1 answer
    1. Extinction Coefficient: E1% = 64 (550 nm), 204 (361 nm), 115 (278 nm) in water.  Extinction Coefficient: EmM = 27.5 (361 nm) in water.

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  7. Vitamin B12, Product V2876, is produced by fermentation.  What bacteria is used to produce this product?

    1 answer
    1. The bacterial source for this product is considered proprietary.

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  8. How should I store a solution of Vitamin B12, Product V2876?

    1 answer
    1. Serum Vitamin B12 is highly unstable and should be protected from light and kept frozen. Cyanocobalamin is often used to supplement media. It has a maximal stability at pH = 7, but is photolysed to hydroxocobalamin with a zero-order rate constant.

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  9. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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