4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID Chemical Properties

Boiling point:

419.5±45.0 °C(Predicted)

Density 

1.52±0.1 g/cm3(Predicted)

storage temp. 

RT

solubility 

Soluble in DMSO (up to 15 mg/ml with warming).

form 

Tan solid.

pka

2.55±0.20(Predicted)

color 

Off-white

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.

4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID Usage And Synthesis

biological activity

1,4-DPCA, a potent and selective inhibitor of prolyl-4-hydroxylase, is also an inhibitor of collagen hydroxylation in chemicalbook cells of human foreskin fibroblasts with IC50 of 2.4µM. 1,4-DPCA inhibits the alpha isoform of prolyl-4-hydroxylase and stabilizes HIF-1alpha protein.

Description

1,4-DPCA (331830-20-7) is a potent inhibitor of prolyl 4-hydroxylase (IC50=2-4 μM).1 Inhibits collagen deposition via inhibition of collagen proline hydroxylation.2,3 Subcutaneous injection of a 1,4-DPCA containing hydrogel into Swiss Webster mice that do not show a regenerative phenotype increased expression of HIF1α over 5 days. Multiple injections led to regenerative wound healing after ear hole punch injury.4

Uses

1,4-DPCA nis a potent competitive inhibitor of avian prolyl 4-hydroxylase in embryonic chick tendon cells and human foreskin fibroblasts in vitro. It is a promotor of wound healing and tissue regeneration in mice.

in vivo

References

[1] T J FRANKLIN. Inhibition of prolyl 4-hydroxylase in vitro and in vivo by members of a novel series of phenanthrolinones.[J]. Biochemical Journal, 2001, 353 Pt 2: 333-338. DOI:10.1042/0264-6021:3530333
[2] GAOFENG XIONG. Prolyl-4-hydroxylase α subunit 2 promotes breast cancer progression and metastasis by regulating collagen deposition.[J]. BMC Cancer, 2014: 1. DOI:10.1186/1471-2407-14-1
[3] RYAN J. LOVE  Kim S J. Transient inhibition of connective tissue infiltration and collagen deposition into porous poly(lactic-co-glycolic acid) discs[J]. Journal of biomedical materials research. Part A, 2013, 101 12: 3599-3606. DOI:10.1002/jbm.a.34648
[4] YONG ZHANG. Drug-induced regeneration in adult mice[J]. Science Translational Medicine, 2015, 7 290. DOI:10.1126/scitranslmed.3010228

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