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MedKoo Cat#: 527843 | Name: MitoB
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

MitoB is a novel exomarker of mitochondrial hydrogen peroxide.

Chemical Structure

MitoB
MitoB
CAS#1247025-84-8

Theoretical Analysis

MedKoo Cat#: 527843

Name: MitoB

CAS#: 1247025-84-8

Chemical Formula: C25H23BBrO3P

Exact Mass: 492.0661

Molecular Weight: 493.14

Elemental Analysis: C, 60.89; H, 4.70; B, 2.19; Br, 16.20; O, 9.73; P, 6.28

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 weeks
50mg USD 1,050.00 2 weeks
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Related CAS #
No Data
Synonym
MitoB; MitoBoronic Acid
IUPAC/Chemical Name
3-(Dihydroxyboronyl)benzyltriphenylphosphonium bromide
InChi Key
MFIBJDFSRFHSFI-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H22BO3P.BrH/c27-26(29-28)22-12-10-11-21(19-22)20-30(23-13-4-1-5-14-23,24-15-6-2-7-16-24)25-17-8-3-9-18-25;/h1-19,27H,20H2;1H
SMILES Code
OB(C1=CC(C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=CC=C1)OO.[Br-]
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 493.14 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.

Recalculate based on batch purity %
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
1: Salin K, Auer SK, Villasevil EM, Anderson GJ, Cairns AG, Mullen W, Hartley RC, Metcalfe NB. Using the MitoB method to assess levels of reactive oxygen species in ecological studies of oxidative stress. Sci Rep. 2017 Jan 24;7:41228. doi: 10.1038/srep41228. PubMed PMID: 28117373; PubMed Central PMCID: PMC5259740. 2: Gallego-Villar L, Rivera-Barahona A, Cuevas-Martín C, Guenzel A, Pérez B, Barry MA, Murphy MP, Logan A, Gonzalez-Quintana A, Martín MA, Medina S, Gil-Izquierdo A, Cuezva JM, Richard E, Desviat LR. In vivo evidence of mitochondrial dysfunction and altered redox homeostasis in a genetic mouse model of propionic acidemia: Implications for the pathophysiology of this disorder. Free Radic Biol Med. 2016 Jul;96:1-12. doi: 10.1016/j.freeradbiomed.2016.04.007. Epub 2016 Apr 12. PubMed PMID: 27083476. 3: Salin K, Auer SK, Rudolf AM, Anderson GJ, Cairns AG, Mullen W, Hartley RC, Selman C, Metcalfe NB. Individuals with higher metabolic rates have lower levels of reactive oxygen species in vivo. Biol Lett. 2015 Sep;11(9):20150538. doi: 10.1098/rsbl.2015.0538. PubMed PMID: 26382073; PubMed Central PMCID: PMC4614431. 4: Mailloux RJ. Teaching the fundamentals of electron transfer reactions in mitochondria and the production and detection of reactive oxygen species. Redox Biol. 2015;4:381-98. doi: 10.1016/j.redox.2015.02.001. Epub 2015 Feb 7. Review. PubMed PMID: 25744690; PubMed Central PMCID: PMC4348434. 5: Cairns AG, McQuaker SJ, Murphy MP, Hartley RC. Targeting mitochondria with small molecules: the preparation of MitoB and MitoP as exomarkers of mitochondrial hydrogen peroxide. Methods Mol Biol. 2015;1265:25-50. doi: 10.1007/978-1-4939-2288-8_3. PubMed PMID: 25634265. 6: Logan A, Shabalina IG, Prime TA, Rogatti S, Kalinovich AV, Hartley RC, Budd RC, Cannon B, Murphy MP. In vivo levels of mitochondrial hydrogen peroxide increase with age in mtDNA mutator mice. Aging Cell. 2014 Aug;13(4):765-8. doi: 10.1111/acel.12212. Epub 2014 Mar 13. PubMed PMID: 24621297; PubMed Central PMCID: PMC4326952. 7: Logan A, Cochemé HM, Li Pun PB, Apostolova N, Smith RA, Larsen L, Larsen DS, James AM, Fearnley IM, Rogatti S, Prime TA, Finichiu PG, Dare A, Chouchani ET, Pell VR, Methner C, Quin C, McQuaker SJ, Krieg T, Hartley RC, Murphy MP. Using exomarkers to assess mitochondrial reactive species in vivo. Biochim Biophys Acta. 2014 Feb;1840(2):923-30. doi: 10.1016/j.bbagen.2013.05.026. Epub 2013 May 30. Review. PubMed PMID: 23726990. 8: Cochemé HM, Logan A, Prime TA, Abakumova I, Quin C, McQuaker SJ, Patel JV, Fearnley IM, James AM, Porteous CM, Smith RA, Hartley RC, Partridge L, Murphy MP. Using the mitochondria-targeted ratiometric mass spectrometry probe MitoB to measure H2O2 in living Drosophila. Nat Protoc. 2012 Apr 19;7(5):946-58. doi: 10.1038/nprot.2012.035. PubMed PMID: 22517261. 9: Cochemé HM, Quin C, McQuaker SJ, Cabreiro F, Logan A, Prime TA, Abakumova I, Patel JV, Fearnley IM, James AM, Porteous CM, Smith RA, Saeed S, Carré JE, Singer M, Gems D, Hartley RC, Partridge L, Murphy MP. Measurement of H2O2 within living Drosophila during aging using a ratiometric mass spectrometry probe targeted to the mitochondrial matrix. Cell Metab. 2011 Mar 2;13(3):340-50. doi: 10.1016/j.cmet.2011.02.003. PubMed PMID: 21356523; PubMed Central PMCID: PMC4413513.

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