An analog of vitamin B12
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Methylcobalamin

Item No. 29113

Technical Information
Formal Name
co-methyl-cobinamide, dihydrogen phosphate (ester), inner salt, 3′-ester with (5,6-dimethyl-1-α-D-ribofuranosyl-1H-benzimidazole-κN3)
CAS Number
13422-55-4
Synonyms
  • Algobaz
  • Co-Methylcobalamin
  • Mecobalamin
  • MeCbl
  • Methyl Vitamin B12
Molecular Formula
C63H91CoN13O14P
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 2 mg/mlDMSO: 5 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 3 mg/ml
λmax
265 nm
SMILES
[CH3-][Co+3]123([N]4=CN([C@@H](O[C@H](CO)[C@H]5O[P]6([O-])=O)[C@]5([H])O)C7=C4C=C(C)C(C)=C7)[N]8=C9[C@@H](CCC(N)=O)[C@@](CC(N)=O)(C)[C@]8(C)[C@@]([C@H](CC(N)=O)[C@]%10(CCC(NC[C@@H](C)O6)=O)C)([H])[N-]1C%10=C(C)C([C@@H](CCC(N)=O)C%11(C)C)=[N]2C%11=CC%12=[N]3C([C@@](C)(CC(N)=O)[C@@H]%12CCC(N)=O)=C9C
InChi Code
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;-1;+3/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56+,57+,59-,60+,61+,62+;;/m1../s1
InChi Key
ZFLASALABLFSNM-WDJKBINPSA-L
Origin
Bacterium/Pseudomonas denitrificans
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Methylcobalamin is an analog of vitamin B12 (Item No. 18425) with diverse neurological activities.1,2,3,4 It promotes neurite outgrowth and survival in primary cerebellar granule (CGN) and dorsal root ganglion (DRG) cells and activation of ERK1/2 and Akt when used at concentrations ranging from 0.1 to 100 µM.1 Methylcobalamin (1 mg/kg per day) improves sensory function in a pinch test and increases toe spreading in a rat model of sciatic nerve injury. It decreases the number of atypical mitochondria in the sciatic nerve and reduces mechanical allodynia and thermal hyperalgesia induced by vincristine (Item No. 11764) in a rat model of neuropathic pain.2 Methylcobalamin (30 mg/kg) reduces muscle weakness and forelimb contracture and increases bicep muscle weight and the number of musculocutaneous nerves in the wobbler mouse model of amyotrophic lateral sclerosis (ALS).3 It also enhances the recovery of compound muscle action potentials and motor end plate innervation and decreases the time to sticker removal in the sticker removal grooming test in a rat model of bicep ulnar to musculocutaneous nerve transfer.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Okada, K., Tanaka, H., Temporin, K., et alMethylcobalamin increases Erk1/2 and Akt activities through the methylation cycle and promotes nerve regeneration in a rat sciatic nerve injury model. Exp. Neurol. 222(2), 191-203 (2010).

    2. Xu, J., Wang, W., Zhong, X.X., et alMethylcobalamin ameliorates neuropathic pain induced by vincristine in rats: Effect on loss of peripheral nerve fibers and imbalance of cytokines in the spinal dorsal horn. Mol. Pain 12, 1744806916657089 (2016).

    3. Ikeda, K., Iwasaki, Y., and Kaji, R. Neuroprotective effect of ultra-high dose methylcobalamin in wobbler mouse model of amyotrophic lateral sclerosis. J. Neurol. Sci. 354(1-2), 70-74 (2015).

    4. Liao, W.C., Chen, J.R., Wang, Y.J., et alMethylcobalamin, but not methylprednisolone or pleiotrophin, accelerates the recovery of rat biceps after ulnar to musculocutaneous nerve transfer. Neuroscience 141(3), 934-949 (2010).