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H8017

Sigma-Aldrich

Hydroxocobalamin acetate

vitamin B12 analog

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Synonym(s):
Vitamin B12a acetate
Empirical Formula (Hill Notation):
C64H91CoN13O16P
CAS Number:
Molecular Weight:
1388.39
EC Number:
MDL number:
eCl@ss:
34058004
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

assay

≥95% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

red to brown

storage temp.

2-8°C

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

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

InChI key

QHSPIHUMLGFPKX-WYVZQNDMSA-K

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1 of 4

This Item
C3607T3376SMB00294
Hydroxocobalamin acetate vitamin B12 analog

H8017

Hydroxocobalamin acetate

Cyanocobalamin meets USP testing specifications

C3607

Cyanocobalamin

DL-α-Tocopherol acetate ≥96% (HPLC)

T3376

DL-α-Tocopherol acetate

Thiamine mononitrate ≥98% (HPLC)

SMB00294

Thiamine mononitrate

assay

≥95% (HPLC)

assay

96.0-102.0% dry basis

assay

≥96% (HPLC)

assay

≥98% (HPLC)

biological source

synthetic (organic)

biological source

-

biological source

synthetic (organic)

biological source

-

form

powder

form

powder

form

viscous liquid

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

color

red to brown

color

dark red

color

colorless to dark yellow

color

white to off-white

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.

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.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Sigma-Aldrich

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Hydroxocobalamin association during cell culture results in pink therapeutic proteins
MAbs, 5(6), 974-981 (2013)
Iron, vitamin B12 and folate
Moll R and Davis B
Medicine, 45(4), 198-203 (2017)
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)
Karl Gruber et al.
Chemical Society reviews, 40(8), 4346-4363 (2011-06-21)
B(12)-cofactors play important roles in the metabolism of microorganisms, animals and humans. Microorganisms are the only natural sources of B(12)-derivatives, and the latter are "vitamins" for other B(12)-requiring organisms. Some B(12)-dependent enzymes catalyze complex isomerisation reactions, such as methylmalonyl-CoA mutase.

Articles

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

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