L-Ascorbic acid 2-phosphate

L-ascorbic acid 2-phosphate (2-Phospho-L-ascorbic acid) is a long-acting vitamin C derivative that can stimulate collagen formation and expression. L-ascorbic acid 2-phosphate (2-Phospho-L-ascorbic acid) can be used as a culture medium supplement for the osteogenic differentiation of human adipose stem cells (hASCs). L-ascorbic acid 2-phosphate increases alkaline phosphatase (ALP) activity and expression of runx2A in hASCs during the osteogenic differentiation.

Product information

CAS Number: 23313-12-4

Molecular Weight: 256.10

Formula: C6H9O9P

Synonym:

2-Phospho-L-ascorbic acid

Chemical Name: {[(5R)-5-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl]oxy}phosphonic acid

Smiles: OC1[C@H](OC(=O)C=1OP(O)(O)=O)[C@@H](O)CO

InChiKey: MIJPAVRNWPDMOR-ZAFYKAAXSA-N

InChi: InChI=1S/C6H9O9P/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)/t2-,4+/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

L-Ascorbic acid 2-phosphate (0.1-1.5 mM; 2 to 3 weeks with medium exchange every 2 to 3 days) significantly stimulates cell growth, whereas addition of l-Ascorbic acid (Asc) achieves only weak growth stimulation. A combination of Asc-2P and bFGF significantly increases cell growth, but supplementation with EGF and/or insulin does not have any additional effect . L-Ascorbic acid 2-phosphate (50 µM-250 µM) is needed for the effective osteogenic differentiation of human adipose stem cells (hASCs), and higher concentrations of AsA2-P results in increased runx2 expression and ALP activity. The highest proliferation, ALP activity and runx2 expression is achieved with 150 µM AsA2-P and 10 nM dexamethasone (Dex), and 250 µM AsA2-P and 5 nM Dex.

References:

1. Shima N, et al. Increased proliferation and replicative lifespan of isolated human corneal endothelial cells with L-ascorbic acid 2-phosphate.Invest Ophthalmol Vis Sci. 2011 Nov 7;52(12):8711-7.
2. Kurata S, et al. Epidermal growth factor inhibits transcription of type I collagen genes and production of type I collagen in cultured human skin fibroblasts in the presence and absence of L-ascorbic acid 2-phosphate, a long-acting vitamin C derivative.J Biol Chem. 1991 May 25;266(15):9997-10003.
3. Kyllonen L, et al. Effects of different serum conditions on osteogenic differentiation of human adipose stem cells in vitro.Stem Cell Res Ther. 2013 Feb 15;4(1):17.

Products are for research use only. Not for human use.