13422-51-0 Usage
Uses
Different sources of media describe the Uses of 13422-51-0 differently. You can refer to the following data:
1. Hydroxocobalamin is an intermediate in the synthesis of Nitritocobalamin is a useful synthetic intermediate in the synthesis of Hydroxocobalamin Acetate; a physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide. Coordination Compound. Vitamin (hematopoietic).
2. Vitamin (hematopoietic).
3. Hydroxocobalamin is an intermediate in the synthesis of Nitritocobalamin(N490240) is a useful synthetic intermediate in the synthesis of Hydroxocobalamin Acetate (H826800); a physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide. Coordination Compound. Vitamin (hematopoietic).
Originator
Alpha-Redisol,MSD,US,1962
Definition
A form of vitamin B
12.
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.
Electron transfer. 92. Reductions of vitamin B12a (hydroxocobalamin) with formate and related formyl species
Linn Jr.,Gould
, p. 1625 - 1628 (2008/10/08)
Vitamin B12a (hydroxocobalamin) is reduced to B12r (cob(II)alamin) with formate in aqueous media. One unit of formate consumes nearly two molecules of B12a. At formate concentrations below 0.1 M, reactions are first order in both reagents. Rates vary with pH, approach a maximum in the range pH 5-7, and conform to eq 4 in the text, indicating that the active species are the formate anion and the protonated form of B12a. At formate concentrations exceeding 0.1 M, the formate dependence exhibits kinetic saturation, pointing to the formation of a B12a-formate complex having Kassn = 4.6 M-1. The reaction is inhibited moderately by acetate and thiocyanate but severely by imidazole. The observed deuterium isotope effect, kHCOO-/kDCOO- = 1.8, is very close to that reported for the Cannizzaro reaction of benzaldehyde and is thus consistent with a path entailing migration of hydride from a formyl carbon to cobalt. The proposed mechanism for this reaction (sequence (6) - (9)) then features an internal hydride shift (k = 0.016 s-1) within a B12a-formate complex to yield a protonated CoI (B12s-like) intermediate, which very rapidly undergoes a comproportionation reaction with unreacted B12a. The reduction proceeds inconveniently slowly, or not at all, with a number of formyl-substituted carboxylic acids in which the aldehydo group is not properly positioned for hydride migration to carboxyl-bound CoIII or, in the case of glyoxylic acid, is nearly completely converted by hydration to its less reactive gem-diol form.