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PtdIns-(1-arachidonoyl, 2-arachidonoyl-d₈) (ammonium salt) Exclusive

Cayman Chemical Item Number 9000305

PtdIns-(1-arachidonoyl, 2-arachidonoyl-d8) (ammonium salt)

See more	Mass Spectrometry (265) Inositol Phosphates (78) Phospholipids (61) Signal Transduction (328)

Description

PtdIns-(1-arachidonoyl, 2-arachidonoyl-d₈) is used as an internal standard for the quantification of PtdIns-(1-arachidonoyl, 2-arachidonoyl) by stable isotope dilution MS. The accuracy of the sample weight in this vial is between 5% over and 2% under the amount shown on the vial. If better precision is required, the deuterated standard should be quantitated against a more precisely weighed unlabeled standard by constructing a standard curve of peak intensity ratios (deuterated versus unlabeled). The phosphatidylinositols (PtdIns) represent a small percentage of total membrane phospholipids. However, they play a critical role in the generation and transmission of cellular signals.^1,2 PtdIns-(1-arachidonoyl, 2-arachidonoyl-d₈) (sodium salt) is a synthetic analog of natural PtdIns featuring deuterated C₂₀:4 fatty acids at the sn-2 position. This synthetic standard compound contains the same inositol and diacyl glycerol (DAG) stereochemistry as that of the natural compound.

1 Lapetina, E.G., Billah, M.M., and Cuatrecasas, P. The phosphatidylinositol cycle and the regulation of arachidonic acid production. Nature 292 367-369 (1981).

2 Pike, L.J., and Casey, L. Localization and turnover of phosphatidylinositol 4,5-bisphosphate in caveolin-enriched membrane domains. J Biol Chem 271 26453-26456 (1996).

Formal Name	1-(1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-2R-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-5,6,8,9,11,12,14,15-d8-phosphatidyl)inositol, monoammonium salt
Molecular Formula	C₄₉H₇₀D₈O₁₃P · NH₄
Formula Weight	932.2
Formulation	A lyophilized powder
Purity	≥99% deuterated forms (d1-d8)
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](OP([O-])(OC[C@H](OC(CCC/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\C/C([2H])=C([2H])\CCCCC)=O)COC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)=O)[C@H](O)[C@H]1O.[NH4+]

Background Reading

Lapetina, E.G., Billah, M.M., and Cuatrecasas, P. The phosphatidylinositol cycle and the regulation of arachidonic acid production. Nature 292 367-369 (1981).

Pike, L.J., and Casey, L. Localization and turnover of phosphatidylinositol 4,5-bisphosphate in caveolin-enriched membrane domains. J Biol Chem 271 26453-26456 (1996).

Size	Global Purchasing
25 µg	See a distributor in your region for pricing
50 µg	See a distributor in your region for pricing
100 µg	See a distributor in your region for pricing
500 µg	See a distributor in your region for pricing

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Warning This product is not for human or veterinary use.

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	Chemical structure definitions are available for many Cayman products. See Chemical Structure Database for details.

Batch-specific Information

FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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PtdIns-(1-arachidonoyl, 2-arachidonoyl-d8) (ammonium salt) Exclusive