Vitamin D4

Active analogue of Vitamin D CAS# 511-28-4

Vitamin D4

2D Structure

Catalog No. BCC2042----Order now to get a substantial discount!

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3D structure

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Vitamin D4

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Chemical Properties of Vitamin D4

Cas No. 511-28-4 SDF Download SDF
PubChem ID 5460703 Appearance Powder
Formula C28H46O M.Wt 398.66
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform
Chemical Name (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,5S)-5,6-dimethylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
SMILES CC(C)C(C)CCC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
Standard InChIKey DIPPFEXMRDPFBK-JPWDPSJFSA-N
Standard InChI InChI=1S/C28H46O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h12-13,19-20,22,25-27,29H,4,7-11,14-18H2,1-3,5-6H3/b23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Vitamin D4

DescriptionVitamin D4 is the active analogue of Vitamin D.

References:
[1]. Byford V, et al. Use of vitamin D(4) analogs to investigate differences in hepatic and target cell metabolism of vitamins D(2) and D(3). Biochim Biophys Acta. 2002 Jul 11;1583(2):151-66. [2]. Tachibana Y, Tsuji M. Study on the metabolites of 1alpha,25-dihydroxyvitamin D4. Steroids. 2001 Feb;66(2):93-97. [3]. Tsugawa N, et al. Biological activity profiles of 1alpha,25-dihydroxyvitamin D2, D3, D4, D7, and 24-epi-1alpha,25-dihydroxyvitamin D2. Biol Pharm Bull. 1999 Apr;22(4):371-7. [4]. Rikkers H, DeLuca H, Lobeck C. Metabolism and serum protein binding of 3H-vitamin D4 in vitamin D-resistant rickets. J Pediatr. 1969 May;74(5):828. [5]. De Luca HF, Weller M, Blunt JW, Neville PF. Synthesis, biological activity., and metabolism of 22,23-3H vitamin D4. Arch Biochem Biophys. 1968 Mar 20;124(1):122-8.

Vitamin D4 Dilution Calculator

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Vitamin D4 Molarity Calculator

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Preparing Stock Solutions of Vitamin D4

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5084 mL 12.542 mL 25.084 mL 50.1681 mL 62.7101 mL
5 mM 0.5017 mL 2.5084 mL 5.0168 mL 10.0336 mL 12.542 mL
10 mM 0.2508 mL 1.2542 mL 2.5084 mL 5.0168 mL 6.271 mL
50 mM 0.0502 mL 0.2508 mL 0.5017 mL 1.0034 mL 1.2542 mL
100 mM 0.0251 mL 0.1254 mL 0.2508 mL 0.5017 mL 0.6271 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Vitamin D4

Vitamin D4 is the active analogue of Vitamin D.

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References on Vitamin D4

An LC/MS method for d8-beta-carotene and d4-retinyl esters: beta-carotene absorption and its conversion to vitamin A in humans.[Pubmed:22308509]

J Lipid Res. 2012 Apr;53(4):820-7.

The intestinal absorption and metabolism of beta-carotene is of vital importance in humans, especially in populations that obtain the majority of their vitamin A from provitamin A carotenoids. MS has provided a better understanding of the absorption of beta-carotene, the most potent provitamin A carotenoid, through the use of stable isotopes of beta-carotene. We report here an HPLC-MS method that eliminates the need for complicated sample preparation and allows us to detect and quantify newly absorbed d8-beta-carotene as well as its d4-retinyl ester metabolites in human plasma and chylomicron fractions. Both retinoids and beta-carotene were recovered in a single simple extraction that did not involve saponification, thus allowing subsequent quantitation of individual fatty acyl esters of retinol. Separation of d8-beta-carotene and its d4-retinyl ester metabolites was achieved using the same C30 reversed-phase liquid chromatography followed by mass spectrometry in selected ion monitoring and negative atmospheric pressure chemical ionization modes, respectively. Total time for the two successive runs was 30 min. This HPLC-MS method allowed us to quantify the absorption of intact d8-beta-carotene as well as its extent of conversion to d4-retinyl esters in humans after consumption of a single 5 mg dose of d8-beta-carotene.

Impact on Vitamin D2, Vitamin D4 and Agaritine in Agaricus bisporus Mushrooms after Artificial and Natural Solar UV Light Exposure.[Pubmed:27323764]

Plant Foods Hum Nutr. 2016 Sep;71(3):314-21.

Commercial mushroom production can expose mushrooms post-harvest to UV light for purposes of vitamin D2 enrichment by converting the naturally occurring provitamin D2 (ergosterol). The objectives of the present study were to artificially simulate solar UV-B doses occurring naturally in Central Europe and to investigate vitamin D2 and Vitamin D4 production in sliced Agaricus bisporus (button mushrooms) and to analyse and compare the agaritine content of naturally and artificially UV-irradiated mushrooms. Agaritine was measured for safety aspects even though there is no rationale for a link between UV light exposure and agaritine content. The artificial UV-B dose of 0.53 J/cm(2) raised the vitamin D2 content to significantly (P < 0.001) higher levels of 67.1 +/- 9.9 mug/g dry weight (DW) than sun exposure (3.9 +/- 0.8 mug/g dry DW). We observed a positive correlation between Vitamin D4 and vitamin D2 production (r(2) = 0.96, P < 0.001) after artificial UV irradiation, with Vitamin D4 levels ranging from 0 to 20.9 mug/g DW. The agaritine content varied widely but remained within normal ranges in all samples. Irrespective of the irradiation source, agaritine dropped dramatically in conjunction with all UV-B doses both artificial and natural solar, probably due to its known instability. The biological action of vitamin D from UV-exposed mushrooms reflects the activity of these two major vitamin D analogues (D2, D4). Vitamin D4 should be analysed and agaritine disregarded in future studies of UV-exposed mushrooms.

Vitamin D4 in mushrooms.[Pubmed:22870201]

PLoS One. 2012;7(8):e40702.

An unknown vitamin D compound was observed in the HPLC-UV chromatogram of edible mushrooms in the course of analyzing vitamin D(2) as part of a food composition study and confirmed by liquid chromatography-mass spectrometry to be vitamin D(4) (22-dihydroergocalciferol). Vitamin D(4) was quantified by HPLC with UV detection, with vitamin [(3)H] itamin D(3) as an internal standard. White button, crimini, portabella, enoki, shiitake, maitake, oyster, morel, chanterelle, and UV-treated portabella mushrooms were analyzed, as four composites each of a total of 71 samples from U.S. retail suppliers and producers. Vitamin D(4) was present (>0.1 microg/100 g) in a total of 18 composites and in at least one composite of each mushroom type except white button. The level was highest in samples with known UV exposure: vitamin D enhanced portabella, and maitake mushrooms from one supplier (0.2-7.0 and 22.5-35.4 microg/100 g, respectively). Other mushrooms had detectable vitamin D(4) in some but not all samples. In one composite of oyster mushrooms the vitamin D(4) content was more than twice that of D(2) (6.29 vs. 2.59 microg/100 g). Vitamin D(4) exceeded 2 microg/100 g in the morel and chanterelle mushroom samples that contained D(4), but was undetectable in two morel samples. The vitamin D(4) precursor 22,23-dihydroergosterol was found in all composites (4.49-16.5 mg/100 g). Vitamin D(4) should be expected to occur in mushrooms exposed to UV light, such as commercially produced vitamin D enhanced products, wild grown mushrooms or other mushrooms receiving incidental exposure. Because vitamin D(4) coeluted with D(3) in the routine HPLC analysis of vitamin D(2) and an alternate mobile phase was necessary for resolution, researchers analyzing vitamin D(2) in mushrooms and using D(3) as an internal standard should verify that the system will resolve vitamins D(3) and D(4).

Description

Vitamin D4 is the active analogue of Vitamin D.

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