L-ASCORBIC ACID 2-MONOPHOSPHATE TRI-CYCLOHEXYLAMMONIUM SALT Chemical Properties

Boiling point:

682.7±65.0 °C(Predicted)

Density 

2.01±0.1 g/cm3(Predicted)

pka

1.38±0.10(Predicted)

form 

Solid

color 

Off-white to light yellow

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

InChIKey

MIJPAVRNWPDMOR-ZAFYKAAXSA-N

SMILES

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

L-ASCORBIC ACID 2-MONOPHOSPHATE TRI-CYCLOHEXYLAMMONIUM SALT Usage And Synthesis

Uses

L-ascorbic acid 2-phosphate (2-Phospho-L-ascorbic acid) is a long-acting vitamin C derivative that can stimulate collagen formation and expression[1]. 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[2][3].

Definition

ChEBI: L-ascorbic acid 2-phosphate is an aldonolactone phosphate that is the 2-phosphate ester of L-ascorbic acid. It can stimulate collagen formation. It is functionally related to a L-ascorbic acid. It is a conjugate acid of a L-ascorbate 2-phosphate(3-).

Biological Activity

L-ascorbic acid 2-phosphate is a long-acting vitamin C derivative that stimulates collagen expression and formation. It can be used as a medium to supplement the osteogenic differentiation of human adipose stem cells (hASCs).

target

IC 50

Human Endogenous Metabolite

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. DOI:10.1167/iovs.11-7592
[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. PMID:2033086
[3] Kyll?nen 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. DOI:10.1186/scrt165

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