Δ12-Prostaglandin D2 Exclusive

Cayman Chemical Item Number 12650

Δ12-PGD2 (CAS 64072-89-5)

Δ12-Prostaglandin D2 (CAS 64072-89-5)

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Description

Prostaglandin D2 (PGD2) is one of the five primary enzymatic prostaglandins derived directly from PGH2. PGD2 is produced abundantly in the CSF by the lipocalin-type PGD synthase, and in the periphery by myeloid cells including mast cells and basophils by a second, hematopoietic-type PGD synthase. PGD2 is chemically unstable, and its use and analysis is complicated by its short in vivo half-life. Δ12-PGD2 is one of the initial chemical decomposition products of PGD2. Δ12-PGD2 is an intermediate in the pathway leading to Δ12-PGJ2, which is a cyclopentenone prostaglandin with antimitotic and carcinogenic activities.1,2 The metabolism of Δ12-PGD2 involves addition of thiol nucleophiles, as is the case with the majority of cyclopentenone prostaglandins.3

1 Fukushima, M. Prostaglandin J2 - antitumor and anti-viral activities and the mechanisms involved. Eicosanoids 3 189-199 (1990).

2 Kato, T., Fukushima, M., Kurozumi, S., et al. Antitumor activity of Δ7-prostaglandin A1 and Δ12-prostaglandin J2 in vitro and in vivo. Cancer Res 46 3538-3542 (1986).

3 Atsmon, J., Sweetman, B.J., Baertschi, S.W., et al. Formation of thiol conjugates of 9-deoxy-Δ912(E)-prostaglandin D2 and Δ12(E)-prostaglandin D2. Biochemistry 29 3760-3765 (1990).

Synonyms
  • Δ12-PGD2
Formal Name 9α,​15S-​dihydroxy-​11-​oxo-​prosta-​5Z,​12E-​dien-​1-​oic acid
CAS Number 64072-89-5
Molecular Formula C20H32O5
Formula Weight 352.5
Formulation A solution in methyl acetate
Purity >98%
λmax 245 nm
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​C/C=C1/C(=O)​CC(O)​C/1C/C=C\CCCC(=O)​O
InCHI Code
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​1S/C20H32O5/c1-2-3-6-9-15(21)​12-13-17-16(18(22)​14-19(17)​23)​10-7-4-5-8-11-20(24)​25/h4,7,13,15-16,18,21-22H,2-3,5-6,8-12,14H2,1H3,(H,24,25)​/b7-4-,17-13+/t15-,16+,18-/m0/s1
InCHI Key
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OBTVQKDILGZFPY-WBYUMCMISA-N

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Δ12-Prostaglandin D2 is available in the following screening libraries:

Size Price Quantity Subtotal
500 µg $38.00 $0.00
1 mg $72.00 $0.00
5 mg $304.00 $0.00
10 mg $532.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-19. Prices are subject to change without notice.

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