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49752

Sigma-Aldrich

2-Phospho-L-ascorbic acid trisodium salt

≥95.0% (HPLC)

Synonym(s):

L-Ascorbic acid 2-phosphate trisodium salt, Sodium L-ascorbyl-2-phosphate

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About This Item

Empirical Formula (Hill Notation):
C6H6Na3O9P · xH2O
CAS Number:
66170-10-3
Molecular Weight:
322.05 (anhydrous basis)
MDL number:
MFCD03095479
UNSPSC Code:
12352205
NACRES:
NA.79

biological source

synthetic

Assay

≥95.0% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

≤7.5% water (Karl Fischer)

color

white to off-white

pH

9.0-9.5 (25 °C, 30 g/L in H2O)

mp

260 °C

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤10 mg/kg
As: ≤2 mg/kg
Ba: ≤5 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤10 mg/kg
Mg: ≤10 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

InChI

1S/C6H9O9P.3Na/c7-1-2(8)4-3(9)5(6(10)14-4)15-16(11,12)13;;;/h2,4,7-9H,1H2,(H2,11,12,13);;;/q;3*+1/p-3/t2-,4+;;;/m0.../s1

InChI key

YRWWOAFMPXPHEJ-OFBPEYICSA-K

Application

2-Phospho-L-ascorbic acid trisodium salt has been used as medium supplement in Dulbecco′s Modified Eagle Medium (DMEM) for adipose-derived stem cells, human mesenchymal stem cells and osteoblast 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.

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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Regenerative therapy and cancer: in vitro and in vivo studies of the interaction between adipose-derived stem cells and breast cancer cells from clinical isolates
Zimmerlin L, et al.
Tissue Engineering: Part A, 17(1-2), 93-106 (2010)
L Yang et al.
Journal of dental research, 96(2), 186-191 (2016-12-09)
In vitro expanded cell populations can contribute to bioengineered tooth formation but only as cells that respond to tooth-inductive signals. Since the success of whole tooth bioengineering is predicated on the availability of large numbers of cells, in vitro cell
Mi Hee Kwack et al.
Experimental dermatology, 19(12), 1110-1112 (2010-08-13)
Recent studies suggested that dihydrotestosterone (DHT)-driven alteration in the autocrine and paracrine factors may be a key to androgen-potentiated balding. Also, we recently claimed that DHT-inducible dickkopf-1 (DKK-1) is one of the key factors involved in the androgen-potentiated balding. Here
Luca Engelmann et al.
Cancers, 12(8) (2020-08-23)
Background: Head and neck squamous cell carcinomas (HNSCC) are phenotypically and molecularly heterogeneous and frequently develop therapy resistance. Reliable patient-derived 3D tumor models are urgently needed to further study the complex pathogenesis of these tumors and to overcome treatment failure.
Takashi Kuwahara et al.
Biosensors & bioelectronics, 26(7), 3382-3385 (2011-01-21)
An enzyme electrode was prepared with acid phosphatase (ACP) for development of a new electric power generation system using ascorbic acid 2-phosphate (AA2P) as a fuel. The properties of the electrode were investigated with respect to biocatalytic dephosphorylation of AA2P
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