A metabolism resistant analog of PGA2
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16,16-dimethyl Prostaglandin A2

Item No. 10280

Technical Information
Formal Name
9-oxo-15R-hydroxy-16,16-dimethyl-prosta-5Z,10,13E-trien-1-oic acid
CAS Number
41691-92-3
Synonyms
  • 16,16-dimethyl PGA2
Molecular Formula
C22H34O4
Formula Weight
Purity
≥98%
A 10 mg/ml solution in methyl acetate
DMF: >75 mg/ml (from PGA1)DMSO: >50 mg/ml (from PGA1)Ethanol: >100 mg/ml (from PGA1)PBS pH 7.2: >2.4 mg/ml (from PGA1)
λmax
215 nm
SMILES
O=C1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)C(C)(C)CCCC)C=C1
InChi Code
InChI=1S/C22H34O4/c1-4-5-16-22(2,3)20(24)15-13-17-12-14-19(23)18(17)10-8-6-7-9-11-21(25)26/h6,8,12-15,17-18,20,24H,4-5,7,9-11,16H2,1-3H3,(H,25,26)/b8-6-,15-13+/t17-,18-,20-/m1/s1
InChi Key
MOTPSJUHMGPRFZ-QEJIITRLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    16,16-dimethyl PGA2 is a metabolism-resistant analog of PGA2 with a prolonged in vivo half-life. It inhibits the proliferation of Sendai virus in cultured African green monkey kidney cells by >90% at a concentration of 4 µg/ml.1 Daily infusion of 10 µg of 16,16-dimethyl PGA2 methyl ester into mice infected with influenza A virus increased survival by 40%.2 Similar treatment of mice inoculated with erythroleukemia cells delayed tumor growth and increased survival time.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Santoro, M.G., Benedetto, A., Carruba, G., et alProstaglandin A compounds as antiviral agents. Science 209, 1032-1034 (1980).

    2. Santoro, M.G., Favalli, C., Mastino, A., et alAntiviral activity of a synthetic analog of prostaglandin A in mice infected with influenza A virus. Arch. Virol. 99, 89-100 (1988).

    3. Marini, S., Palamara, A.T., Garaci, E., et alGrowth inhibition of friend erythroleukaemia cell tumours in vivo by a synthetic analogue of prostaglandin A: An action independent of natural killer-activity. Br. J. Cancer 61, 394-399 (1990).