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Merck
CN

H8017

Hydroxocobalamin acetate

vitamin B12 analog

Synonym(s):

Vitamin B12a acetate

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About This Item

Empirical Formula (Hill Notation):
C64H91CoN13O16P
CAS Number:
22465-48-1
Molecular Weight:
1388.39
PubChem Substance ID:
329815248
eCl@ss:
34058004
UNSPSC Code:
12352205
NACRES:
NA.79
EC Number:
245-019-7
MDL number:
MFCD00082532

Key Documents

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Product Name

Hydroxocobalamin acetate, vitamin B12 analog

InChI key

QHSPIHUMLGFPKX-WYVZQNDMSA-K

InChI

1S/C62H90N13O14P.C2H4O2.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(3)4;/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,(H,3,4);/q;;+2/p-3/t31?,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

SMILES string

CC(CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@H]2N=C1C(C)=C3N=C(C=C4N=C(C(C)=C5[C@@H](CCC(N)=O)[C@](C)(CC(N)=O)[C@@]2(C)N5[Co]OC(C)=O)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)C(C)(C)[C@@H]3CCC(N)=O)OP([O-])(=O)O[C@H]6[C@@H](O)[C@H](O[C@@H]6CO)n7cnc8cc(C)c(C)cc78

biological source

synthetic (organic)

assay

≥95% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

red to brown

storage temp.

2-8°C

Quality Level

200

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Biochem/physiol Actions

Vitamin B12 cobalamin is involved in DNA synthesis and fatty acid synthesis. It also plays a vital role as a coenzyme in the conversion of mitochondrial methylmalonyl co-enzyme A to succinyl co-enzyme A. Vitamin B12 cobalamin is also involved in neurotransmitter synthesis and erythropoiesis. It also functions in the synthesis and maintenance of myelin sheath. Hydroxocobalamin (vitamin B12a, OHCbl) and cyanocobalamin (CNCbl) are storage and delivery forms.

General description

Hydroxocobalamin is an analog of vitamin B12 with OH as an alkyl group. Vitamin B12 cobalamin refers to a group of chemically-related cobalt containing molecules.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000492751
0000492751
0000490382
0000490382
0000453169

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Hydroxocobalamin association during cell culture results in pink therapeutic proteins
MAbs, 5(6), 974-981 (2013)
Photodegradation of cobalamins in aqueous solutions and in human blood
Juzeniene A and Nizauskaite Z
Journal of Photochemistry and Photobiology. B, Biology, 122(21), 7-14 (2013)
The effect of vitamin B12 deprivation on the enzymes of fatty acid synthesis
Frenkel E P, et al.
The Journal of Biological Chemistry, 248(21), 7540-7546 (1973)
Iron, vitamin B12 and folate
Moll R and Davis B
Medicine, 45(4), 198-203 (2017)
Ruma Banerjee
ACS chemical biology, 1(3), 149-159 (2006-12-14)
Many coenzymes are vitamins that are assimilated in mammals into their active form from precursors obtained from the diet. They are often both rare and reactive rendering the likelihood low that the cell uses a collision-based strategy for their delivery
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Articles

Vitamin B12, Cobalamin, in Cell Culture

Importance and uses of Vitamin B12 in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell cultures

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