Eicosanoid

DATA No : XPR1511 INFORMANT : Shouzo Yamamoto

NAME : 7-[3(R),5(S)-Dihydroxy-2(R)-(3-oxo-1(E)-octenyl)cyclopentan-1(R)-yl]-5(Z)-heptenoic acid

COMMON NAME	:	15-KETOPROSTAGLANDIN F2a
SYMBOL	:	15-KETO-PGF2a
FORMULA	:	C₂₀H₃₂O₅ MOL.WT (average) : 352.465

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BIOLOGICAL ACTIVITY

It is well known that the biological activities of various prostaglandins are reduced upon their dehydrogenation at carbon-15 by the catalysis of 15-hydroxyprostaglandin dehydrogenase (Ref. 0044).

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SOURCE

15-Keto-prostaglandin F2a is the oxidized product of prostaglandin F2a by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-dydroxyl group (Ref. 0006).

CHEMICAL SYNTHESIS

METABOLISM

15-Keto-prostaglandin F2a is further metabolized by its D13-reduction, b-oxidation and w oxidation. The ultimate metabolite is 5a,7a-dihydroxy-11-keto-tetranorprosta-1,16-dioic acid, and excreted in urine (Ref. 0047).

GENETIC INFORMATION

cDNA for placental 15-hydroxyprostaglandin dehydrogenase was cloned (Ref. 0046).

NOTE

REFERENCES

[0006]

AUTHOR	:	Hansen, H. S.
TITLE	:	15-hydroxyprostaglandin dehydrogenase. A review PubMed ID:184496
JOURNAL	:	Prostaglandins.
VOL	:	12 PAGE : 647-679 (1976)

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[0044]

AUTHOR	:	Anggard, E.
TITLE	:	The biological activities of three metabolites of prostaglandin E 1 PubMed ID:5951401
JOURNAL	:	Acta Physiol Scand.
VOL	:	66 PAGE : 509-510 (1966)

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[0046]

AUTHOR	:	Ensor, C. M., and Tai, H. H.
TITLE	:	15-Hydroxyprostaglandin dehydrogenase PubMed ID:8777575
JOURNAL	:	J Lipid Mediat Cell Signal.
VOL	:	12 PAGE : 313-319 (1995)

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[0047]

AUTHOR	:	Granstrom, E., and Samuelsson, B.
TITLE	:	On the metabolism of prostaglandin F-2-alpha in female subjects PubMed ID:5125749
JOURNAL	:	J Biol Chem.
VOL	:	246 PAGE : 5254-5263 (1971)

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