WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H208127
CAS#: 217075-36-0
Description: BODIPY-C11 is a lipid-soluble radiometric fluorescent indicator.
Hodoodo Cat#: H208127
Name: BODIPY-C11
CAS#: 217075-36-0
Chemical Formula: C30H35BF2N2O2
Exact Mass: 504.28
Molecular Weight: 504.430
Elemental Analysis: C, 71.43; H, 6.99; B, 2.14; F, 7.53; N, 5.55; O, 6.34
This product is not in stock, which may be available by custom synthesis.
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Synonym: BODIPY-C11; BODIPY C11; BODIPYC11
IUPAC/Chemical Name: 11-(5,5-difluoro-7-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)undecanoic acid
InChi Key: KXOYQMUYGHQCBT-CMQZKQKJSA-N
InChi Code: InChI=1S/C30H35BF2N2O2/c32-31(33)34-26(17-10-5-3-1-2-4-6-11-19-30(36)37)20-22-28(34)24-29-23-21-27(35(29)31)18-13-12-16-25-14-8-7-9-15-25/h7-9,12-16,18,20-24H,1-6,10-11,17,19H2,(H,36,37)/b16-12+,18-13+
SMILES Code: OC(CCCCCCCCCCC(C=C1)=[N]2C1=CC3=CC=C(/C=C/C=C/C4=CC=CC=C4)N3[B]2(F)F)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 504.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Martinez AM, Kim A, Yang WS. Detection of Ferroptosis by BODIPY™ 581/591 C11. Methods Mol Biol. 2020;2108:125-130. doi: 10.1007/978-1-0716-0247-8_11. PMID: 31939176.
2: MacDonald ML, Murray IV, Axelsen PH. Mass spectrometric analysis demonstrates that BODIPY 581/591 C11 overestimates and inhibits oxidative lipid damage. Free Radic Biol Med. 2007 May 1;42(9):1392-7. doi: 10.1016/j.freeradbiomed.2007.01.038. Epub 2007 Jan 30. PMID: 17395012.
3: Ortega Ferrusola C, González Fernández L, Morrell JM, Salazar Sandoval C, Macías García B, Rodríguez-Martinez H, Tapia JA, Peña FJ. Lipid peroxidation, assessed with BODIPY-C11, increases after cryopreservation of stallion spermatozoa, is stallion-dependent and is related to apoptotic-like changes. Reproduction. 2009 Jul;138(1):55-63. doi: 10.1530/REP-08-0484. Epub 2009 Apr 20. PMID: 19380427.
4: Michel O, Pakhomov AG, Casciola M, Saczko J, Kulbacka J, Pakhomova ON. Electropermeabilization does not correlate with plasma membrane lipid oxidation. Bioelectrochemistry. 2020 Apr;132:107433. doi: 10.1016/j.bioelechem.2019.107433. Epub 2019 Dec 15. PMID: 31891877.
5: Domínguez-Rebolledo ÁE, Martínez-Pastor F, Fernández-Santos MR, del Olmo E, Bisbal A, Ros-Santaella JL, Garde JJ. Comparison of the TBARS assay and BODIPY C11 probes for assessing lipid peroxidation in red deer spermatozoa. Reprod Domest Anim. 2010 Dec;45(6):e360-8. doi: 10.1111/j.1439-0531.2009.01578.x. PMID: 20113445.
6: Lange M, Wagner PV, Fedorova M. Lipid composition dictates the rate of lipid peroxidation in artificial lipid droplets. Free Radic Res. 2021 Apr;55(4):469-480. doi: 10.1080/10715762.2021.1898603. Epub 2021 Apr 19. PMID: 33866899.
7: Aitken RJ, Wingate JK, De Iuliis GN, McLaughlin EA. Analysis of lipid peroxidation in human spermatozoa using BODIPY C11. Mol Hum Reprod. 2007 Apr;13(4):203-11. doi: 10.1093/molehr/gal119. Epub 2007 Feb 27. PMID: 17327268.
8: Hosseini M, Alsadat Hashemi SV, Bagheri MH, Tavalaee M, Seifati SM, Zohrabi D, Nasr-Esfahani MH. Effect of Low-Intensity Endurance Training and High- Intensity Interval Training on Sperm Quality in Male Rats with Fatty Liver. Int J Fertil Steril. 2021 Apr;15(2):141-147. doi: 10.22074/IJFS.2020.134593. Epub 2021 Mar 11. PMID: 33687168; PMCID: PMC8052797.
9: Nicolescu AC, Li Q, Brown L, Thatcher GR. Nitroxidation, nitration, and oxidation of a BODIPY fluorophore by RNOS and ROS. Nitric Oxide. 2006 Sep;15(2):163-76. doi: 10.1016/j.niox.2006.01.010. Epub 2006 Mar 23. PMID: 16549377.
10: Dey SK, Sugur K, Venkatareddy VG, Rajeev P, Gupta T, Thimmulappa RK. Lipid peroxidation index of particulate matter: Novel metric for quantifying intrinsic oxidative potential and predicting toxic responses. Redox Biol. 2021 Nov 17;48:102189. doi: 10.1016/j.redox.2021.102189. Epub ahead of print. PMID: 34826784; PMCID: PMC8633009.
11: Abbasi B, Abbasi H, Niroumand H. Synbiotic (FamiLact) administration in idiopathic male infertility enhances sperm quality, DNA integrity, and chromatin status: A triple-blinded randomized clinical trial. Int J Reprod Biomed. 2021 Mar 21;19(3):235-244. doi: 10.18502/ijrm.v19i3.8571. PMID: 33842820; PMCID: PMC8023005.
12: Chen C, Kono M, Koutalos Y. Photooxidation mediated by 11-cis and all-trans retinal in single isolated mouse rod photoreceptors. Photochem Photobiol Sci. 2020 Oct 14;19(10):1300-1307. doi: 10.1039/d0pp00060d. PMID: 32812970; PMCID: PMC7559207.
13: Varela E, Rey J, Plaza E, Muñoz de Propios P, Ortiz-Rodríguez JM, Álvarez M, Anel-López L, Anel L, De Paz P, Gil MC, Morrell JM, Ortega-Ferrusola C. How does the microbial load affect the quality of equine cool-stored semen? Theriogenology. 2018 Jul 1;114:212-220. doi: 10.1016/j.theriogenology.2018.03.028. Epub 2018 Mar 26. PMID: 29653389.
14: Mohammadi P, Hassani-Bafrani H, Tavalaee M, Dattilo M, Nasr-Esfahani MH. One-carbon cycle support rescues sperm damage in experimentally induced varicocoele in rats. BJU Int. 2018 Sep;122(3):480-489. doi: 10.1111/bju.14385. Epub 2018 Jun 3. PMID: 29752770.
15: Lafin JT, Sarsour EH, Kalen AL, Wagner BA, Buettner GR, Goswami PC. Methylseleninic Acid Induces Lipid Peroxidation and Radiation Sensitivity in Head and Neck Cancer Cells. Int J Mol Sci. 2019 Jan 8;20(1):225. doi: 10.3390/ijms20010225. PMID: 30626124; PMCID: PMC6337472.
16: Bassiri F, Nasr-Esfahani MH, Forozanfar M, Tavalaee M. Relationship between Sperm Parameters with Sperm Function Tests in Infertile Men with at Least One Failed Cycle after Intracytoplasmic Sperm Injection Cycle. Int J Fertil Steril. 2020 Jan;13(4):324-329. doi: 10.22074/ijfs.2020.5750. Epub 2019 Nov 11. PMID: 31710194; PMCID: PMC6875861.
17: Nematollahi A, Kazeminasab F, Tavalaee M, Marandi SM, Ghaedi K, Nazem MN, Nasr-Esfahani MH. Effect of aerobic exercise, low-fat and high-fat diet on the testis tissue and sperm parameters in obese and nonobese mice model. Andrologia. 2019 Jul;51(6):e13273. doi: 10.1111/and.13273. Epub 2019 Mar 28. PMID: 30920027.
18: Roggia MF, Ueta T. αvβ5 Integrin/FAK/PGC-1α Pathway Confers Protective Effects on Retinal Pigment Epithelium. PLoS One. 2015 Aug 5;10(8):e0134870. doi: 10.1371/journal.pone.0134870. PMID: 26244551; PMCID: PMC4526642.
19: Wang F, Graham ET, Naowarojna N, Shi Z, Wang Y, Xie G, Zhou L, Salmon W, Jia JM, Wang X, Huang Y, Schreiber SL, Zou Y. PALP: A rapid imaging technique for stratifying ferroptosis sensitivity in normal and tumor tissues in situ. Cell Chem Biol. 2022 Jan 20;29(1):157-170.e6. doi: 10.1016/j.chembiol.2021.11.001. Epub 2021 Nov 22. PMID: 34813762; PMCID: PMC8792350.
20: Liu R, Liu L, Bian Y, Zhang S, Wang Y, Chen H, Jiang X, Li G, Chen Q, Xue C, Li M, Liu L, Liu X, Ma S. The Dual Regulation Effects of ESR1/NEDD4L on SLC7A11 in Breast Cancer Under Ionizing Radiation. Front Cell Dev Biol. 2022 Feb 16;9:772380. doi: 10.3389/fcell.2021.772380. PMID: 35252218; PMCID: PMC8888677.
