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MitoP Sale

(Synonyms: MitoPhenol) 目录号 : GC44201

The end product of a mitochondrial matrix H2O2 probe reaction

MitoP Chemical Structure

Cas No.:74597-01-6

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产品描述

MitoP is a phenol product produced by the reaction of H2O2 with the ratiometric mass spectrometry probe MitoB . MitoB contains a triphenylphosphonium cation component that drives its accumulation in mitochondria where its arylboronic moiety selectively reacts with H2O2 to produce MitoP. Quantifying the MitoP/MitoB ratio by LC-MS/MS reflects the mitochondrial matrix H2O2 concentration.

Chemical Properties

Cas No. 74597-01-6 SDF
别名 MitoPhenol
Canonical SMILES OC1=CC=CC(C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=C1.[Br-]
分子式 C25H22OP•Br 分子量 449.3
溶解度 DMF: 20 mg/mL,DMSO: 20 mg/mL,DMSO:PBS (pH 7.2) (1:1): 0.5 mg/mL,Ethanol: 12 mg/mL 储存条件 Store at -20°C
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1 mM 2.2257 mL 11.1284 mL 22.2568 mL
5 mM 0.4451 mL 2.2257 mL 4.4514 mL
10 mM 0.2226 mL 1.1128 mL 2.2257 mL
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Research Update

MitoP, the mitochondrial proteome database: 2000 update

Nucleic Acids Res 2000 Jan 1;28(1):155-8.PMID:10592209DOI:10.1093/nar/28.1.155.

MitoP (http://www.mips.biochem.mpg.de/proj/medgen/MitoP/) is a comprehensive database for genetic and functional information on both nuclear- and mitochondrial-encoded proteins and their genes. The five species files--Saccharomyces cerevisiae, Mus musculus, Caenorhabditis elegans, Neurospora crassa and Homo sapiens--include annotated data derived from a variety of online resources and the literature. A wide spectrum of search facilities is given in the overlapping sections 'Gene catalogues', 'Protein catalogues', 'Homologies', 'Pathways and metabolism' and 'Human disease catalogue' including extensive references and hyperlinks to other databases. Central features are the results of various homology searches, which should facilitate the investigations into interspecies relationships. Precomputed FASTA searches using all the MitoP yeast protein entries and a list of the best human EST hits with graphical cluster alignments related to the yeast reference sequence are presented. The orthologue tables with cross-listings to all the protein entries for each species in MitoP have been expanded by adding the genomes of Rickettsia prowazeckii and Escherichia coli. To find new mitochondrial proteins the complete yeast genome has been analyzed using the MITOPROT program which identifies mitochondrial targeting sequences. The 'Human disease catalogue' contains tables with a total of 110 human diseases related to mitochondrial protein abnormalities, sorted by clinical criteria and age of onset. MitoP should contribute to the systematic genetic characterization of the mitochondrial proteome in relation to human disease.

MitoP: database for mitochondria-related proteins, genes and diseases

Nucleic Acids Res 1999 Jan 1;27(1):153-5.PMID:9847163DOI:10.1093/nar/27.1.153.

The MitoP database http://websvr.mips.biochem.mpg. de/proj/medgen/MitoP/ consolidates information on both nuclear- and mitochondrial-encoded genes and their proteins. The five species files- Saccharomyces cerevisiae, Mus musculus, Caenorhabditis elegans, Neurospora crassa and Homo sapiens -include annotated data derived from a variety of online resources and the literature. A wide spectrum of search facilities is given in the interelated sections 'Gene catalogues', 'Protein catalogues', 'Homologies', 'Pathways and metabolism', and 'Human disease catalogue' including extensive references and hyperlinks for each entry. Precomputed FASTA searches using all the MitoP yeast protein entries and a list of the best EST hits with graphical cluster alignments related to the yeast reference sequence are presented. The MitoP orthologue tables with cross-listing to all the protein entries for each species in the database facilitate investigations into interspecies homology. A program (MITOPROT) is available to identify mitochondrial targeting sequences and graphical depictions of several important mitochondrial processes are included. The 'Human disease catalogue' lists a total of 101 disorders related to mitochondrial protein abnormalities, sorted by clinical criteria and age of onset.

Insights on Targeting Small Molecules to the Mitochondrial Matrix and the Preparation of MitoB and MitoP as Exomarkers of Mitochondrial Hydrogen Peroxide

Methods Mol Biol 2021;2275:87-117.PMID:34118033DOI:10.1007/978-1-0716-1262-0_6.

Small molecules can be physicochemically targeted to the mitochondrial matrix using the lipophilic alkyltriphenylphosphonium (TPP) group. Once in the mitochondria the TPP conjugate can detect or influence processes within the mitochondrial matrix directly. Alternatively, the conjugate can behave as a prodrug, which is activated by release from the TPP group either using an internal or external instruction. Small molecules can be designed that can be used in any cell line, tissue, or whole organism, allow for temporal control, and can be applied in a reversible dose-dependent fashion. An example is the detection and quantification of hydrogen peroxide in mitochondria of whole living organisms by MitoB. Hydrogen peroxide produced within the mitochondrial matrix is involved in signaling and implicated in the oxidative damage associated with aging and a wide range of conditions including cardiovascular disease, neurodegeneration, and cancer. MitoB accumulates in mitochondria and is converted into the exomarker, MitoP, by hydrogen peroxide in the mitochondrial matrix. The hydrogen peroxide concentration is determined from the ratio of MitoP to MitoB after a period of incubation, and this ratio is determined by mass spectrometry using d15-MitoP and d15-MitoB as internal standards. Here we discuss the targeting of small molecules to the mitochondrial matrix using TPP, and describe the synthesis of MitoB and MitoP and the deuterated standards necessary for quantification of hydrogen peroxide in the mitochondrial matrix of whole living organisms.

[Early diagnosis of mild acute pancreatitis]

Khirurgiia (Mosk) 2016;(7):11-17.PMID:27459482DOI:10.17116/hirurgia2016711-17.

Aim: to analyze the efficacy of early detection of patients with mild acute pancreatitis. Material and methods: 61 patients with acute pancreatitis who do not require intensive care were analyzed. Severity of condition was assessed using integral scales, i.e. modified index of severe pancreatitis severity (MitoP), BISAP, HAPS, SOFA, SIRS, CTSI and Atlanta classification (2012). Results: Verification of mild course of disease according to MitoP scores ≤0.23 and BISAP scores ≤1 for the first 24 hours after admission and CTSI scores ≤3 within first 72 hours had high accuracy [AUC (CI 95%) 0.79 (0.66-0.91); 0.76 (0.66-0.87) and 0.99 (0.97-1.00) respectively], sensitivity and specificity (88.8 and 43.7%; 71.1 and 75.0%; 100 and 83.3% respectively). Conclusion: MitoP and BISAP scales are reliable to diagnose early mild acute pancreatitis. Their high positive diagnostic value (81.6 and 88.8%) allows to detect patients who do not require intensive care.

Targeting mitochondria with small molecules: the preparation of MitoB and MitoP as exomarkers of mitochondrial hydrogen peroxide

Methods Mol Biol 2015;1265:25-50.PMID:25634265DOI:10.1007/978-1-4939-2288-8_3.

Small molecules can be physicochemically targeted to mitochondria using the lipophilic alkyltriphenylphosphonium (TPP) group. Once in the mitochondria the TPP-conjugate can detect or influence processes within the mitochondrial matrix directly. Alternatively, the conjugate can behave as a prodrug, which is activated by release from the TPP group either using an internal or external instruction. Small molecules can be designed that can be used in any cell line, tissue or whole organism, allow temporal control, and be applied in a reversible dose-dependent fashion. An example is the detection and quantification of hydrogen peroxide in mitochondria of whole living organisms by MitoB. Hydrogen peroxide produced within the mitochondrial matrix is involved in signalling and implicated in the oxidative damage associated with aging and a wide range of age-associated conditions including cardiovascular disease, neurodegeneration, and cancer. MitoB accumulates in mitochondria and is converted into the exomarker, MitoP, by hydrogen peroxide in the mitochondrial matrix. The hydrogen peroxide concentration is determined from the ratio of MitoP to MitoB after a period of incubation, and this ratio is determined by mass spectrometry using d15-MitoP and d15-MitoB as standard. Here we describe the synthesis of MitoB and MitoP and the deuterated standards necessary for this method of quantification.