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A8960

Sigma-Aldrich

L-Ascorbic acid 2-phosphate sesquimagnesium salt hydrate

≥95%

Synonym(s):

MAP, Magnesium Ascorbyl Phosphate

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About This Item

Empirical Formula (Hill Notation):
C6H6Mg1.5O9P · xH2O
CAS Number:
Molecular Weight:
289.54 (anhydrous basis)
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

Assay

≥95%

form

powder

technique(s)

HPLC: suitable

color

white to off-white

solubility

water: 50 mg/mL

storage temp.

room temp

SMILES string

O=C1O[C@@]([C@@H](O)CO)([H])C([O-])=C1OP([O-])([O-])=O.O=C2O[C@@]([C@@H](O)CO)([H])C([O-])=C2OP([O-])([O-])=O.O.[Mg+2].[Mg+2].[Mg+2]

InChI

1S/2C6H9O9P.3Mg.H2O/c2*7-1-2(8)4-3(9)5(6(10)14-4)15-16(11,12)13;;;;/h2*2,4,7-9H,1H2,(H2,11,12,13);;;;1H2/q;;3*+2;/p-6/t2*2-,4+;;;;/m00..../s1

InChI key

HKRNHMZODRSAPN-IXNKEUJHSA-H

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General description

L-Ascorbic acid 2-phosphate sesquimagnesium salt hydrate, also known as Magnesium Ascorbyl Phosphate (MAP), is a stable derivative of vitamin C (L-ascorbic acid). MAP is applied in various research domains, including emulsion-based experiments, biocatalytic dephosphorylation, cell differentiation, and tissue engineering. Its versatile utility extends to gene repression, transcriptional studies, and investigations related to growth factors. In cell biology, MAP demonstrates potential applications in inducing morphological changes in cultured cells, influencing cell death pathways.

Moreover, MAP plays a pivotal role in metabolomics and biochemical research. Acting as an antioxidant, it effectively scavenges free radicals, offering protection against oxidative damage. Its anti-inflammatory properties contribute to the reduction of inflammation, and studies have indicated its ability to stimulate collagen production. Additionally, MAP serves as a chelating agent, further expanding its applications in various research studies. The multifaceted nature of MAP makes it a valuable tool in scientific investigations, contributing to advancements in cell biology, metabolomics, and biochemical research.

Application

L-Ascorbic acid 2-phosphate sesquimagnesium salt hydrate has been used in mesenchymal stem cells (MSC) expansion medium to incubate scaffolds, in Dulbecco′s modified eagle medium (DMEM) for culturing human umbilical cord cells and mesenchymal stem cells.

Biochem/physiol Actions

L-Ascorbic acid 2-phosphate (AA2P) is used in biocatalytic dephosphorylation for electric power generation and electrochemical detection assays. L-Ascorbic acid 2-phosphate may be used in cell differentiation and tissue engineering applications. Asc-2P is used in studies of gene repression, such as the repression of dihydrotestosterone-induced dickkopf-1 expression.

Features and Benefits

  • Can be used in Cell Biology, Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

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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Effect of initial seeding density on human umbilical cord mesenchymal stromal cells for fibrocartilage tissue engineering
Wang L, et al.
Tissue Engineering: Part A, 15(5), 1009-1017 (2008)
Adult bone marrow is a rich source of human mesenchymal `stem?cells but umbilical cord and mobilized adult blood are not
Wexler SA, et al.
British Journal of Haematology, 121(2), 368-374 (2003)
Martin L Decaris et al.
Annals of biomedical engineering, 39(4), 1174-1185 (2010-12-02)
The presentation of extracellular matrix (ECM) proteins provides an opportunity to instruct the phenotype and behavior of responsive cells. Decellularized cell-secreted matrix coatings (DM) represent a biomimetic culture surface that retains the complexity of the natural ECM. Microenvironmental culture conditions
Kejun Feng et al.
Biosensors & bioelectronics, 26(7), 3187-3191 (2011-01-18)
Here a highly sensitive electrochemical method is described for the detection of point mutation in DNA. Polymerization extension reaction is applied to specifically initiate enzymatic electrochemical amplification to improve the sensitivity and enhance the performance of point mutation detection. In
Yang Mei et al.
Journal of biotechnology, 150(3), 438-446 (2010-10-05)
A recently developed protocol, "microtissue assembly" holds great promise to address the issue of limited mass transfer within engineered large tissue replacements (macrotissues), wherein small "building blocks" (microtissues) are prepared and then assembled into macrotissues. Previous studies suggested that aggregation

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