TY - JOUR
T1 - The binding of okadaic acid analogs to recombinant OABP2.1 originally isolated from the marine sponge Halichondria okadai
AU - Konoki, Keiichi
AU - Onoda, Tatsuya
AU - Furumochi, Sachie
AU - Cho, Yuko
AU - Yotsu-Yamashita, Mari
AU - Yasumoto, Takeshi
N1 - Funding Information:
This research was supported by JSPS KAKENHI Grant Numbers 21603003 and 24510291 (K.K.), as well as the NOVARTIS Foundation (Japan) for the Promotion of Science (K.K.) and the JSPS for Funding Program for the Next Generation World-Leading Researchers (LS012) (M.Y.Y.).
PY - 2013/11/1
Y1 - 2013/11/1
N2 - The binding between [24-3H]okadaic acid (OA) and a recombinant OA binding protein OABP2.1 was examined using various OA analog, including methyl okadaate, norokadanone, 7-deoxy OA, and 14,15-dihydro OA, 7-O-palmitoyl DTX1, to investigate the structure activity relationship. Among them, 7-O-palmitoyl DTX1, which is one of the diarrhetic shellfish poisoning (DSP) toxins identified in shellfish, displayed an IC50 for [24- 3H]OA binding at 51 ± 6.3 nM (Mean ± SD). In addition, a synthetic compound, N-pyrenylmethyl okadamide, exhibited its IC50 at 10 ± 2.9 nM (Mean ± SD). These results suggested that the recombinant OABP2.1 and the N-pyrenylmethyl okadamide might be core substances in a novel assay for the DSP toxins.
AB - The binding between [24-3H]okadaic acid (OA) and a recombinant OA binding protein OABP2.1 was examined using various OA analog, including methyl okadaate, norokadanone, 7-deoxy OA, and 14,15-dihydro OA, 7-O-palmitoyl DTX1, to investigate the structure activity relationship. Among them, 7-O-palmitoyl DTX1, which is one of the diarrhetic shellfish poisoning (DSP) toxins identified in shellfish, displayed an IC50 for [24- 3H]OA binding at 51 ± 6.3 nM (Mean ± SD). In addition, a synthetic compound, N-pyrenylmethyl okadamide, exhibited its IC50 at 10 ± 2.9 nM (Mean ± SD). These results suggested that the recombinant OABP2.1 and the N-pyrenylmethyl okadamide might be core substances in a novel assay for the DSP toxins.
KW - Diarrhetic shellfish poisoning
KW - Dinophysistoxins
KW - Okadaic acid
KW - Okadaic acid binding protein
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U2 - 10.1016/j.bmcl.2013.08.099
DO - 10.1016/j.bmcl.2013.08.099
M3 - Article
C2 - 24054121
AN - SCOPUS:84885174396
SN - 0960-894X
VL - 23
SP - 5833
EP - 5835
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 21
ER -