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17937

Sigma-Aldrich

25-Hydroxyvitamin D2

≥95.0% (HPLC)

Synonym(s):

25-Hydroxycalciferol, 25-Hydroxyergocalciferol, Ercalcidiol

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About This Item

Empirical Formula (Hill Notation):
C28H44O2
CAS Number:
21343-40-8
Molecular Weight:
412.65
Beilstein:
4716773
MDL number:
MFCD02683431
UNSPSC Code:
12352205
eCl@ss:
34058017
PubChem Substance ID:
57647689
NACRES:
NA.28

biological source

synthetic

Quality Level

200

Assay

≥95.0% (HPLC)

form

crystalline powder

color

white to off-white

mp

88.0-95.0 °C

storage temp.

−70°C

SMILES string

[H][C@@]12CC[C@H]([C@H](C)\C=C\[C@H](C)C(C)(C)O)[C@@]1(C)CCC/C2=C\C=C3\C[C@@H](O)CCC3=C

InChI

1S/C28H44O2/c1-19-10-14-24(29)18-23(19)13-12-22-8-7-17-28(6)25(15-16-26(22)28)20(2)9-11-21(3)27(4,5)30/h9,11-13,20-21,24-26,29-30H,1,7-8,10,14-18H2,2-6H3/b11-9+,22-12+,23-13-/t20-,21+,24+,25-,26+,28-/m1/s1

InChI key

KJKIIUAXZGLUND-ICCVIKJNSA-N

Biochem/physiol Actions

Ergocalciferol (vitamin D2) is activated in vivo by hydroxylation to 25-hydroxyergocalciferol and 1α,25-dihydroxycalciferol. Activated Vitamin D2 molecules may be used in a wide range of studies to assess their effects on functions such as immune function and calcium homeostasis.

Packaging

Amber polypropylene vial

related product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 + H311,H330,H372

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 1 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amin Salehpour et al.
Nutrition journal, 11, 78-78 (2012-09-25)
Vitamin D concentrations are linked to body composition indices, particularly body fat mass. Relationships between hypovitaminosis D and obesity, described by both BMI and waist circumference, have been mentioned. We have investigated the effect of a 12-week vitamin D3 supplementation
Grant R Campbell et al.
PLoS pathogens, 8(11), e1003017-e1003017 (2012-11-21)
Toll-like receptors (TLR) are important in recognizing microbial pathogens and triggering host innate immune responses, including autophagy, and in the mediation of immune activation during human immunodeficiency virus type-1 (HIV) infection. We report here that TLR8 activation in human macrophages
Stephen J Bruce et al.
Rapid communications in mass spectrometry : RCM, 27(1), 200-206 (2012-12-15)
The aim of the work was to develop and validate a method for the quantification of vitamin D metabolites in serum using ultra-high-pressure liquid chromatography coupled to mass spectrometry (LC/MS), and to validate a high-resolution mass spectrometry (LC/HRMS) approach against
Peter F Schnatz et al.
Clinical chemistry, 60(4), 600-609 (2013-11-07)
Supplementation with vitamin D has received attention as a potential cardioprotective strategy. Biologically plausible mechanisms have been proposed to link vitamin D to coronary heart disease (CHD) prevention, and observational studies suggest an inverse association between serum 25-hydroxyvitamin D (25OHD)
Kevin D Cashman et al.
The British journal of nutrition, 112(2), 193-202 (2014-05-02)
It has been suggested that vitamin D₂ is not very prevalent in the human food chain. However, data from a number of recent intervention studies suggest that the majority of subjects had measurable serum 25-hydroxyvitamin D₂ (25(OH)D₂) concentrations. Serum 25(OH)D₂
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Articles

Vitamin D and Prevention of Human Disease

Vitamin D2 (ergocalciferol) is naturally synthesized from ergosterol by invertebrates, fungi, and plants in response to ultraviolet B irradiation, while vitamin D3 synthesis (cholecalciferol) is uniquely initiated in the skin of vertebrates. During sun exposure, ultraviolet B photons are absorbed by 7-dehydrocholesterol, which is found within the plasma membranes of epidermal and dermal skin layers. This reaction yields an unstable derivative of 7-dehydrocholesterol, named precholecalcitrol, which rapidly rearranges to vitamin D3. Vitamin D binding protein (DBP) is a carrier protein responsible for drawing vitamin D3 from the plasma membrane into the dermal capillaries within the extracellular space.

LC/MS/MS Analysis of Vitamin D Metabolites on Ascentis® Express F5

This application shows an Ascentis Express F5 provided rapid resolution of the isobaric vitamin D metabolites. MS detection provides the necessary secondary resolution.

Protocols

Analysis of Vitamin D in Milk and Infant Formula using UHPLC/MS/MS per AOAC Method 2011.11

While quantitative analysis was performed for Vitamins D2 and D3, the samples were scanned for the presence of the 25-hydroxy metabolites.

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