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M9756

Sigma-Aldrich

Methylcobalamin

vitamin B12 analog

Synonyme(s) :

Methyl cobalamine

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About This Item

Formule empirique (notation de Hill):
C63H91CoN13O14P
Numéro CAS:
13422-55-4
Poids moléculaire :
1344.38
Numéro CE :
236-535-3
Numéro MDL:
MFCD00082483
Code UNSPSC :
12352205
eCl@ss :
34058004
ID de substance PubChem :
329818096
Nomenclature NACRES :
NA.79

Source biologique

synthetic (organic)

Niveau de qualité

100

Pureté

≥97%

Forme

powder

Technique(s)

HPLC: suitable

Couleur

red to very dark red

Température de stockage

−20°C

Chaîne SMILES 

C[Co+]N1C2=C(C)C3=NC(=CC4=NC([C@@H](CCC(N)=O)C4(C)C)=C(C)C5=N[C@H]([C@H](CC(N)=O)[C@@]5(C)CCC(=O)NCC(C)OP([O-])(=O)O[C@H]6[C@@H](O)[C@H](O[C@@H]6CO)n7cnc8cc(C)c(C)cc78)[C@@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O)[C@@H](CCC(N)=O)[C@]3(C)CC(N)=O

InChI

1S/C62H90N13O14P.CH3.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;;/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);1H3;/q;;+2/p-2/t31?,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

Clé InChI

JEWJRMKHSMTXPP-WYVZQNDMSA-L

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Description générale

Methylcobalamin (MeCbl) is an analog of vitamin B12 (cobalamin). It differs from cobalamin by containing a methyl group. The physiologically active form of vitamin B12 include methylcobalamin and adenosylcobalamin.

Application

Methylcobalamin has been used for the preparation of standard solution to serum vitamin B12 in automated competitive protein binding (CPB) assays.

Actions biochimiques/physiologiques

Methylcobalamin (MeCbl) is a coenzyme for methionine synthase. Methionine synthase is an enzyme, that is involved in the conversion of homocysteine to methionine in the methylation cycle. It plays a role in nervous disorder improvement, carpal tunnel syndrome and bell′s palsy.
Vitamin B12 analog that is a less effective inhibitor of nitric oxide synthase (NOS) than other corrins/cobalamin derivatives.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Methylcobalamin: a potential vitamin of pain killer
Zhang M, et al.
Neural Plast. (2013)
Kiyoshi Okada et al.
Neuroscience letters, 495(3), 201-204 (2011-04-05)
Methylcobalamin (MeCbl), a vitamin B12 analog, promotes neurite outgrowth by activating Akt in neurons. However, Akt is involved in many cellular functions, and the downstream signal of Akt that promotes neurite outgrowth in neurons in the presence of MeCbl remains
C L Drennan et al.
Current opinion in structural biology, 4(6), 919-929 (1994-12-01)
Cobalamin-dependent methionine synthase is a large enzyme composed of structurally and functionally distinct regions. Recent studies have begun to define the roles of several regions of the protein. In particular, the structure of a 27 kDa cobalamin-binding fragment of the
John David Spence
Clinical chemistry and laboratory medicine, 51(3), 633-637 (2013-03-02)
Therapy to lower homocysteine with B vitamins does reduce the risk of stroke, if not myocardial infarction. The apparent lack of efficacy of vitamin therapy in most of the large clinical trials was probably determined by the failure to take
Kenneth M Prentice et al.
mAbs, 5(6), 974-981 (2013-08-09)
Process control of protein therapeutic manufacturing is central to ensuring the product is both safe and efficacious for patients. In this work, we investigate the cause of pink color variability in development lots of monoclonal antibody (mAb) and Fc-fusion proteins.
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