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Merck

V2876

Sigma-Aldrich

Vitamina B12

≥98%

Sinónimos:

α-(5,6-Dimetilbencimidazolil)cianocobamida, CN-Cbl, Cianocob(III)alamina, Cianocobalamina

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About This Item

Fórmula empírica (notación de Hill):
C63H88CoN14O14P
Número de CAS:
Peso molecular:
1355.37
Beilstein/REAXYS Number:
4122889
EC Number:
UNSPSC Code:
12352205
eCl@ss:
34058004
PubChem Substance ID:
NACRES:
NA.79
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Quality Level

assay

≥98%

form

powder

technique(s)

HPLC: suitable

color

red to brown

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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Application

La vitamina B12 se ha utilizado:
  • como constituyente de la disolución mixta de vitaminas en el simulador intestinal in vitro[1]
  • como patrón en la espectroscopia espectroscopia de masas con plasma inductivamente acoplado con exclusión de tamaño (SEC-ICP-MS)[2]
  • como constituyente de la mezcla de proteínas plasmáticas simulada para el análisis de los espectros Raman[3]
  • en el análisis de la resonancia de plasmones de superficie (SPR)[4]
  • como suplemento del medio en miocitos ventriculares neonatales de rata (NRVM) [5]

Biochem/physiol Actions

La vitamina B12 (cobalamina) se refiere a un grupo de moléculas químicamente relacionadas que contienen cobalto implicadas en procesos celulares como la síntesis de ADN, la síntesis de ácidos grasos, la producción de energía y la regulación. Las formas fisiológicamente activas de la vitamina B12 son la metilcobalamina y la adenosincobalamina, mientras que la hidroxocobalamina (vitaminas B12a, OHCbl) y la cianocobalamina (CNCbl) son formas de almacenamiento y de administración. La hidroxocobalamina (OHCbl) y la CNCbl procedentes de bacterias se convierten en los humanos en las formas coenzima útiles para respaldar los procesos metabólicos como la conversión mitocondrial del ácido metilmalónico (MMA) a succinato por la metilmalonilcoenzima A mutasa para vincular el metabolismo lipídico y de carbohidratos, y la activación de la metionina sintasa, la etapa limitante de la velocidad en la síntesis de metionina.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Certificados de análisis (COA)

Lot/Batch Number

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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

      Helpful?

  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.

      Helpful?

  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.

      Helpful?

  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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