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Merck

49752

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)
UNSPSC Code:
12352205
NACRES:
NA.79
MDL number:
MFCD03095479

Product Name

2-Phospho-L-ascorbic acid trisodium salt, ≥95.0% (HPLC)

SMILES string

[Na+].[Na+].[Na+].[P](=O)([O-])([O-])OC1=C([C@H](OC1=O)[C@@H](O)CO)[O-]

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

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

Quality Level

200

Related Categories

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6993
BCCM6911
BCCL7121
BCCJ7713
BCCH3261

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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)
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
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
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
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