13422-51-0 Usage
Description
Hydroxocobalamin is a form of vitamin B12, which is an essential nutrient for the human body. It is an intermediate in the synthesis of Nitritocobalamin and Hydroxocobalamin Acetate, and it exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Hydroxocobalamin serves as a precursor for the coenzymes methylcobalamin and cobamamide, and it is involved in various biological processes, including hematopoiesis.
Uses
Used in Pharmaceutical Industry:
Hydroxocobalamin is used as a synthetic intermediate for the production of Hydroxocobalamin Acetate, a physiological analog of vitamin B12 where the CN group is replaced with OH. This analog is essential for various biological processes and can be used in the development of pharmaceutical products.
Used in Nutritional Supplements:
Hydroxocobalamin is used as a vitamin (hematopoietic) in the formulation of nutritional supplements. It plays a crucial role in the production of red blood cells and maintaining overall health.
Used in Coordination Compounds:
Hydroxocobalamin is used as a coordination compound in various chemical reactions and processes. Its unique structure allows it to form stable complexes with other molecules, making it a valuable component in coordination chemistry.
Used in Precursor for Coenzymes:
Hydroxocobalamin serves as a precursor for the coenzymes methylcobalamin and cobamamide, which are essential for various enzymatic reactions in the body. These coenzymes are involved in the metabolism of certain amino acids and the synthesis of nucleic acids, making Hydroxocobalamin an important compound in biochemistry and molecular biology.
Originator
Alpha-Redisol,MSD,US,1962
Manufacturing Process
A solution containing 26.3 mg of vitamin B12 in 15 ml of water was shaken
with 78 mg of platinum oxide catalyst and hydrogen gas under substantially
atmospheric pressure at 25°C for 20 hours. Hydrogen was absorbed. During
the absorption of hydrogen the color of the solution changed from red to
brown. The solution was separated from the catalyst and evaporated to
dryness in vacuo. The residue was then dissolved in 1 ml of water and then
diluted with about 6 ml of acetone.
After standing for several hours a small amount of precipitate (about 2 to 3
mg) was formed and was then separated from the solution. This solution was
diluted with an additional 2 ml of acetone and again allowed to stand for
several hours. During this time about 4 to 5 mg of noncrystalline precipitate
formed. This solid was separated from the solution and an additional 2 ml of
acetone was added to the solution. On standing, vitamin B12a began to
crystallize in the form of red needles. After standing for 24 hours, the
crystalline material was separated, yield 12 mg. By further dilution of the
mother liquor with acetone additional crystalline precipitate formed (from US
Patent 2,738,302).
Therapeutic Function
Hematopoietic vitamin
Check Digit Verification of cas no
The CAS Registry Mumber 13422-51-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,4,2 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 13422-51:
(7*1)+(6*3)+(5*4)+(4*2)+(3*2)+(2*5)+(1*1)=70
70 % 10 = 0
So 13422-51-0 is a valid CAS Registry Number.
InChI:InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-40-41(21-30(29)2)75(28-70-40)56-52(84)53(42(27-76)87-56)89-90(85,86)88-31(3)26-69-49(83)19-15-36-50-32(4)54-58(6,7)34(12-16-43(63)77)38(71-54)22-39-35(13-17-44(64)78)59(8,23-46(66)80)55(72-39)33(5)51-37(14-18-45(65)79)61(10,25-48(68)82)62(11,74-51)57(73-50)60(36,9)24-47(67)81;;/h20-22,28,31,34-37,42,52-53,56-57,76,84H,12-19,23-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3
13422-51-0Relevant articles and documents
Sterically Induced, Spontaneous Co-C Bond Homolysis and β-Elimination Reactions of Primary and Secondary Organocobalamins
Schrauzer, Gerhard N.,Grate, John H.
, p. 541 - 546 (1981)
Sterically hindered secondary alkylcobalamins carrying hydrogen in the β-position decompose in neutral aqueous solutions spontaneously by way of β-elimination.The cleavage of the Co-C bond in these compounds is caused by "upward" distortions of the corrin
Cobalamins and the spectrochemical series
Chemaly, Susan M.
, p. 5766 - 5773 (2008)
UV-visible-NIR spectra of a variety of cobalamins were run in water and methanol. A broad absorption band (band A) with extinction coefficients of about an order of magnitude less than those of the αβ bands was found in the red and NIR regions for Cl-cobalamin (Cl-cbl), Br-cbl, I-cbl, SC(NH 2)2-cbl+ and SeCN-cbl. OCrO3- cbl-, which also has a broad absorption band in the NIR was prepared for the first time. After deconvolution, similar broad bands were seen in the visible region for many other cobalamins. The wavelengths for band A placed the cobalamins in an order similar to the spectrochemical series but different from that of the αβ and γ bands (π-π* transitions), which follow the nephelauxetic series. Band A was ascribed to a ligand-to-metal charge transfer (LMCT) transition from a π orbital in the corrin ring to Co(iii). This is the first systematic study of LMCT bands in cobalamins.
Thermal Decomposition and Cobalt-Carbon Bond Dissociation Energies of Organocobalamins: Neopentyl-, (Cyclopentylmethyl)-, (Cyclohexylmethyl)-, (Tetrahydrofurfuryl)- and ((Tetrahydro-2H-pyryl)methyl)cobalamin
Kim, Sook-Hui,Chen, Hui Lan,Feilchenfeld, Natalie,Halpern, Jack
, p. 3120 - 3126 (2007/10/02)
The title compounds were prepared and characterized and their thermal decomposition reactions were studied in aqueous solutions of varying pH and containing varying concentrations of cob(II)alamin (B12) and of bis(dimethylglyoximato)cobalt(II), .