Isopentenyl pyrophosphate

Manufactured by Merck Group

Isopentenyl pyrophosphate is a chemical compound used in biochemical and molecular biology research. It is an important intermediate in the mevalonate pathway, which is responsible for the biosynthesis of various isoprenoid compounds. Isopentenyl pyrophosphate serves as a building block for the production of various biomolecules such as sterols, carotenoids, and prenylated proteins. This compound is commonly utilized in experiments and analyses involving the study of these metabolic pathways and their associated biological processes.

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Lab products found in correlation

Synergi hydro rp column, by Phenomenex (1 mentions) Sodium pyrophosphate, by Merck Group (1 mentions) Geranyl pyrophosphate, by Merck Group (1 mentions) As 1949490 7, by Bio-Techne (1 mentions) Fp 950, by Jasco (1 mentions) Dic8 ptdins 3 4 5 p3, by Echelon Biosciences (1 mentions) Doxycycline, by Merck Group (1 mentions) Geranyl diphosphate, by Merck Group (1 mentions) Farnesyl diphosphate, by Merck Group (1 mentions) Geranylgeranyl diphosphate, by Merck Group (1 mentions) Anti fitc microbeads, by Miltenyi Biotec (1 mentions)

Spelling variants of this product

Isopentenyl pyrophosphate (IPP; (5 citations) Isopentenyl pyrophosphate (C5-PP) (2 citations)

4 protocols using isopentenyl pyrophosphate

Synthesis and Characterization of Inositol Phosphates

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Ins(1,3,4,5)P₄ was prepared according to⁴¹. Ins(1,3,4)P₃ and Ins(1,4,5)P₃ were obtained from AG Scientific as K⁺ salts. Ins(3,4,5)P₃ was obtained from SiChem as Na⁺ salt. All biphenyl phosphates and related compounds were prepared as described^{23 (link), 24 (link)} or in a very similar fashion. AS 1949490 (7) was obtained from Tocris. Sodium pyrophosphate, geranyl pyrophosphate and isopentenyl pyrophosphate were obtained from Sigma-Aldrich. Di-C₈-PtdIns(3,4,5)P₃ was obtained from Echelon Biosciences.
All compounds biologically evaluated had > 95% purity as determined by reverse-phase hplc on a 4.6 x 250mm Phenomenex Synergi Hydro-RP column eluted isocratically at 1 ml.min^-1 with a solvent mixture comprising 4mM tetrabutylammonium hydroxide in 70/30, v/v, 50 mM NaH₂PO₄/ (acetonitrile/MeOH/water, 40/50/10, v/v/v). Samples, 10 μL of 10 μM compound were injected and peaks were detected with a Jasco FP-950 fluorescence detector set at Ex 285nm, Em 320nm and gain 10.

Whitfield H., Hemmings A.M., Mills S.J., Baker K., White G., Rushworth S., Riley A.M., Potter B.V, & Brearley C.A. (2021). Allosteric Site on SHIP2 Identified Through Fluorescent Ligand Screening and Crystallography: A Potential New Target for Intervention. Journal of Medicinal Chemistry, 64(7), 3813-3826.

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Apicoplast Rescue via IPP Supplementation

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Parasite cultures were split at 0–6 hpi in G1 and treated for 4 hr with 100 nM rapamycin. FKBP35^KO and FKBP35^WT populations were split again and supplemented either with 200 µM isopentenyl pyrophosphate (IPP) (Sigma I0503) or the corresponding volume H₂O. The respective culture medium was replaced daily. Parasites treated with 156 ng/mL doxycycline (Sigma D9891) were used to confirm that IPP complementation is able to rescue apicoplast-deficient parasites. DNA content analysis was performed as described above.

Thommen B.T., Dziekan J.M., Achcar F., Tjia S., Passecker A., Buczak K., Gumpp C., Schmidt A., Rottmann M., Grüring C., Marti M., Bozdech Z, & Brancucci N.M. (2023). Genetic validation of PfFKBP35 as an antimalarial drug target. eLife, 12, RP86975.

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Isoprenoid Precursor Synthesis

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Isopentenyl pyrophosphate (IPP), dimethylallyl pyrophosphate (DMAPP), geranyl diphosphate (GDP), farnesyl diphosphate (FDP), and geranylgeranyl diphosphate (GGDP) were purchased from Sigma–Aldrich.

Chai H., Yin R., Liu Y., Meng H., Zhou X., Zhou G., Bi X., Yang X., Zhu T., Zhu W., Deng Z, & Hong K. (2016). Sesterterpene ophiobolin biosynthesis involving multiple gene clusters in Aspergillus ustus. Scientific Reports, 6, 27181.

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Expansion of Intrinsic Vδ2 Cells

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To compare the expansion ability of intrinsic Vδ2 cells, mononuclear cells were isolated from bone marrow samples of healthy donors and AML patients at diagnosis. Isopentenyl pyrophosphate triammonium salt solution (IPP, Sigma) was added to a final concentration of 20 μg/mL at the day 0. Recombinant human interleukin-2 (Stemimmune LLC, USA) was added to a final concentration of 50 ng/mL every third day since day 3.
To get large amount of effector Vδ2 cells used in a series of functional experiments, PBMCs were isolated from healthy donors. The isolated mononuclear cells (2×10⁶ cells/mL) were cultured in RPMI 1640 media. Pamidronate was added to a final concentration of 9 μg/mL at the day 0 and day 3. Recombinant human interleukin-2 was added to a final concentration of 50 ng/mL every third day since day3. By 12–14 days of culture, the proportion of Vδ2⁺ T cells was detected by flow cytometry analysis. Then Vδ2⁺ T cells were purified by FITC-TCRVδ2 antibody (Biolegend) and anti-FITC MicroBeads (Miltenyi Biotech, Germany).

Liang S., Dong T., Yue K., Gao H., Wu N., Liu R., Chang Y., Hao L., Hu L., Zhao T., Jiang Q., Huang X.J, & Liu J. (2022). Identification of the immunosuppressive effect of γδ T cells correlated to bone morphogenetic protein 2 in acute myeloid leukemia. Frontiers in Immunology, 13, 1009709.

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