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Merck

M9756

Sigma-Aldrich

Methylcobalamin

vitamin B12 analog

Synonim(y):

Methyl cobalamine

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About This Item

Wzór empiryczny (zapis Hilla):
C63H91CoN13O14P
Numer CAS:
Masa cząsteczkowa:
1344.38
Numer WE:
Numer MDL:
Kod UNSPSC:
12352205
eCl@ss:
34058004
Identyfikator substancji w PubChem:
NACRES:
NA.79

pochodzenie biologiczne

synthetic (organic)

Próba

≥97%

Postać

powder

metody

HPLC: suitable

kolor

red to very dark red

temp. przechowywania

−20°C

ciąg 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

Klucz InChI

JEWJRMKHSMTXPP-WYVZQNDMSA-L

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Opis ogólny

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.

Zastosowanie

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

Działania biochem./fizjol.

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.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Neeraj Kumar et al.
Inorganic chemistry, 52(4), 1762-1771 (2013-01-31)
The electronic and structural properties of the one-electron-oxidized form of methylcobalamin (MeCbl) cofactor have been investigated using density functional theory (DFT) and CASSCF/MC-XQDPT2 calculations. We applied two types of functionals (hybrid and GGA) which produced quite different results in terms
Hyoung-Il Kim et al.
Annals of surgical oncology, 18(13), 3711-3717 (2011-05-11)
Vitamin B12 deficiency is a common long-term sequelae after total gastrectomy. Intramuscular injection of vitamin B12 is the only known treatment. We investigated the efficacy and safety of oral vitamin B12 replacement for gastric cancer patients with vitamin B12 deficiency
Hajime Hirao
The journal of physical chemistry. A, 115(33), 9308-9313 (2011-08-03)
Controversy remains regarding the suitable density functionals for the calculation of vitamin B(12) systems that contain cobalt. To identify the optimum functionals, geometry optimization calculations were performed on a full-size model of methylcobalamin (MeCbl) using the B3LYP, B3LYP-D, BP86, and
Methylcobalamin increases Erk1/2 and Akt activities through the methylation cycle and promotes nerve regeneration in a rat sciatic nerve injury model
Okada K, et al.
Experimental Neurology, 222(2), 191-203 (2010)
Ming Zhang et al.
Neural plasticity, 2013, 424651-424651 (2014-01-24)
Methylcobalamin (MeCbl), the activated form of vitamin B12, has been used to treat some nutritional diseases and other diseases in clinic, such as Alzheimer's disease and rheumatoid arthritis. As an auxiliary agent, it exerts neuronal protection by promoting regeneration of

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