A Note Concerning The Incompatibility of Vitamin B12 and Ascorbic Acid*

Trenner, Nelson R.; Buhs, Rudolf P.; Bacher, Frederick A.; Gakenheimer, Walter C.

doi:10.1002/jps.3030390619

Cited by 17 publications

(11 citation statements)

References 1 publication

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“…This is in agreement with the previous observations that the chemical degradation of B 12 and B 12b follows first-order kinetics (34)(35)(36). The apparent first-order rate constants (k obs ) for the degradation of B 12 and B 12b are given in Table III (28,46), but no comparison of the kinetic data in these reactions has been made.…”

Section: Kinetics Of Degradation Of B 12 and B 12bsupporting

confidence: 90%

“…This could be due to the simultaneous oxidation of AH 2 /AH − species with an increase in pH and thus being less effective in causing the oxidation of B 12b . The greater stability of B 12 at pH 1.0-2.0 (97-99% protonated form) (pK a 3.5) (48) (28,32,46).…”

Section: Distribution Of Degradation Products Of B 12mentioning

confidence: 99%

“…B 12b is very unstable in the presence of AH 2 and is destroyed by the release of Co atom with subsequent disappearance of the color (12,24,28,29). These changes result in the cleavage of the corrin ring to form the oxidation products (9,12,28).…”

Section: Mode Of Degradationmentioning

confidence: 99%

“…Several studies have been conducted on the incompatibility and interaction of B 12 and AH 2 that lead to the loss of B 12 in aqueous solution (12,13,(23)(24)(25)(26)(27). B 12b has been found to be less stable than B 12 in the presence of AH 2 (28)(29)(30) and is destroyed to form unknown oxidation products ( 9 , 12,31, 32). 3,3-Dimethyl-2,5-dioxopyrrolidine-4-propionamide and 3,3-dimethyl-2,5-dioxopyrrolidine-4-propionic acid have been identified as the oxidation products of B 12 (33).…”

Section: Introductionmentioning

confidence: 99%

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Effect of Ascorbic Acid on the Degradation of Cyanocobalamin and Hydroxocobalamin in Aqueous Solution: A Kinetic Study

et al. 2014

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Abstract. The degradation kinetics of 5×10−5 M cyanocobalamin (B 12 ) and hydroxocobalamin (B 12b ) in the presence of ascorbic acid (AH 2 ) was studied in the pH range of 1. , respectively, indicating a greater effect of AH 2 on B 12b compared to that of B 12 . The k obs -pH profiles for both B 12 and B 12b show the highest rates of degradation around pH 5. The degradation of B 12 and B 12b by AH 2 is affected by the catalytic effect of phosphate ions on the oxidation of AH 2 in the pH range 6.0-8.0.

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Section: Kinetics Of Degradation Of B 12 and B 12bsupporting

confidence: 90%

Section: Distribution Of Degradation Products Of B 12mentioning

confidence: 99%

Section: Mode Of Degradationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Effect of Ascorbic Acid on the Degradation of Cyanocobalamin and Hydroxocobalamin in Aqueous Solution: A Kinetic Study

et al. 2014

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“…An incompatibility of VB12 and VC in aqueous solutions has been reported. [1][2][3][4][5][6][7] However, it has not been fully elucidated how to stabilize these vitamins in a mixed solution yet. Many researchers have investigated the effect of VC on the stability of VB12 or cobalamin analogues in solution.…”

mentioning

confidence: 99%

Effect of Various Halide Salts on the Incompatibility of Cyanocobalamin and Ascorbic Acid in Aqueous Solution

et al. 2005

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Cyanocobalamin (VB12) and ascorbic acid (VC), both water-soluble vitamins, are essential nutrients involved in many physiological functions. These vitamins are extensively used in many pharmaceutical preparations and dietary supplements. An incompatibility of VB12 and VC in aqueous solutions has been reported. [1][2][3][4][5][6][7] However, it has not been fully elucidated how to stabilize these vitamins in a mixed solution yet. Many researchers have investigated the effect of VC on the stability of VB12 or cobalamin analogues in solution. [8][9][10][11][12] Most of them have focused only on the VB12 degradation, but not on VC. While Bartilucci et al. 6,7) have reported the interaction of VB12 and VC mixed condition in aqueous solutions evaluated by less sensitive methods, microbiological method for VB12 and titration for VC.In the present study, we determined the stabilities of VB12 and VC in acetate buffer using high performance liquid chromatography (HPLC), which shows better accuracy and precision than microbiological method and titration. The effects of halide salts on the stabilities of these vitamins in the buffer were also studied for the improvement of their stability. ExperimentalMaterials and Reagents VC and VB12 regulated by Japanese Pharmacopoeia were obtained from BASF Takeda Vitamins (Tokyo, Japan) and Aventis Pharma S.A. (Alsace, France), respectively. All other chemicals were purchased commercially. Water purified through a Milli-Q Labo (Millipore, Bedford, MA, U.S.A.) water system was used for all dilutions and sample preparations.Determination of VB12 Using HPLC An LC-10AVP system (Shimadzu, Kyoto, Japan) equipped with SIL-10ADVP auto-injector, SPD-10AVVP detector, LC-10ADVP pump, DGU-14A degasser, CTO-10ACVP column oven and C-R6A data processor was used to determine VB12 in the solutions. The HPLC conditions were as follows: column, 150ϫ4.6 mm TSK gel ODS-80TsQA (Tosoh, Tokyo, Japan); column temperature, 25°C; detection wavelength, 361 nm; mobile phase, acetonitrile-50 mM acetate buffer, pH 4.5 (13 : 87, v/v); flow rate, 1.0 ml/min; injection volume, 50 ml. Sample mixtures were directly injected into HPLC.Determination of VC Using HPLC An LC-10AVP system, the same composition system as described above, was used. The HPLC conditions were as follows: column, 150ϫ6 mm YMC pack ODS-AQ312 (YMC, Kyoto, Japan); column temperature, 25°C; detection wavelength, 290 nm; mobile phase, water-methanol-200 mM phosphate solution, pH 3.5 (8 : 1 : 1, v/v/v); flow rate, 1.0 ml/min; injection volume, 5 ml. Samples for HPLC analysis were prepared as follows: 0.3 ml of sample mixtures were transferred to vials for HPLC followed by adding 0.3 ml of 3% metaphosphoric acid containing 2% hydrochloric acid. The mixtures were analyzed immediately by HPLC.Influence of VC on VB12 Stability Various concentrations of VC (0, 1, or 5 mM) with 0.25 mM VB12 in 100 mM ammonium acetate-acetic acid buffer (pH 4.8) were prepared in a 12-ml brown glass vial with cap, and the mixtures were kept at room temperature for 8 h. The conce...

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Vitamins in cell culture media: Stability and stabilization strategies

Schnellbaecher

Binder

Bellmaine

et al. 2019

Biotech & Bioengineering

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Nowadays, chemically defined cell culture media (CCM) have replaced serum‐ and hydrolysate‐based media that rely on complex ingredients, such as yeast extracts or peptones. Benefits include a significantly lower lot‐to‐lot variability, more efficient manufacturing by reduction to essential components, and the ability to exclude components that may negatively influence growth, viability, or productivity. Even though current chemically defined CCMs provide an excellent basis for various mammalian biotechnological processes, vitamin instabilities are known to be a key factor contributing to the variabilities still present in liquid CCM as well as to short storage times. In this review, the chemical degradation pathways and products for the most relevant vitamins for CCM will be discussed, with a focus on the effects of light, oxygen, heat, and other CCM compounds. Different approaches to stabilize vitamins in solution, such as replacement with analogs, encapsulation, or the addition of stabilizing compounds will also be reviewed. While these vitamins and vitamin stabilization approaches are presented here as particular for CCM, the application of these concepts can also be considered relevant for pharmaceutical, medical, and food supplement purposes. More precise knowledge regarding vitamin instabilities will contribute to stabilize future formulations and thus decrease residual lot‐to‐lot variability.

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A Note Concerning The Incompatibility of Vitamin B12 and Ascorbic Acid*

Cited by 17 publications

References 1 publication

Effect of Ascorbic Acid on the Degradation of Cyanocobalamin and Hydroxocobalamin in Aqueous Solution: A Kinetic Study

Effect of Ascorbic Acid on the Degradation of Cyanocobalamin and Hydroxocobalamin in Aqueous Solution: A Kinetic Study

Effect of Various Halide Salts on the Incompatibility of Cyanocobalamin and Ascorbic Acid in Aqueous Solution

Vitamins in cell culture media: Stability and stabilization strategies

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