157945
(4-Carboxybutyl)triphenylphosphonium bromide
98%
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All Photos(3)
Synonym(s):
5-(Triphenylphosphonio)pentanoic acid bromide, Carboxybutyltriphenylphosphonium bromide, NSC 147756
Linear Formula:
(C6H5)3P(Br)(CH2)4COOH
CAS Number:
Molecular Weight:
443.31
Beilstein:
3586477
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
powder
reaction suitability
reaction type: C-C Bond Formation
mp
204-207 °C (lit.)
SMILES string
[Br-].OC(=O)CCCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
InChI
1S/C23H23O2P.BrH/c24-23(25)18-10-11-19-26(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22;/h1-9,12-17H,10-11,18-19H2;1H
InChI key
MLOSJPZSZWUDSK-UHFFFAOYSA-N
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Related Categories
Application
- Used as a platform for delivery of pro-apoptotic peptides into the mitochondria of tumor cells
Reactant for preparation of:
- Ring skeletons via ring closing metathesis and double bond migration ring closing metathesis reactions
- Methyl alkenyl quinolones as antimycobacterial agents
- Prostaglandins and their drug analogs via Gold-catalyzed Meyer-Schuster rearrangement
- Diphenylmethylpiperazines as N-type calcium channel blockers as potential therapeutic agents
- Folate receptor-specific glycinamide ribonucleotide formyltransferase (GARFTase) inhibitors with antitumor activity
- Cycloalkylidene alkanols with antileishmanial activity, via Wittig reaction
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Eye Dam. 1
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Raquel Palao-Suay et al.
Journal of materials science. Materials in medicine, 28(10), 152-152 (2017-09-02)
Active targeting not only of a specific cell but also a specific organelle maximizes the therapeutic activity minimizing adverse side effects in healthy tissues. The present work describes the synthesis, characterization, and in vitro biological activity of active targeting nanoparticles (NP)
Gantumur Battogtokh et al.
Nanomedicine : nanotechnology, biology, and medicine, 13(2), 733-743 (2016-11-07)
The objective of this study was to develop a mitochondria-targeted photosensitizer (PS) for photodynamic therapy (PDT). Herein, a porphyrin-derivative photosensitizer, pheophorbide-a (PheoA), was conjugated to carboxybutyltriphenylphosphonium (TPP) via a carbodiimide linkage to enhance mitochondrial targeting and TPP-PheoA conjugate was further
Sabah Haq et al.
OncoTargets and therapy, 10, 2427-2447 (2017-05-13)
Prostaspheres-based three dimensional (3D) culture models have provided insight into prostate cancer (PCa) biology, highlighting the importance of cell-cell interactions and the extracellular matrix (EMC) in the tumor microenvironment. Although these 3D classical spheroid platforms provide a significant advance over
Ningqiang Gong et al.
Nature nanotechnology, 14(4), 379-387 (2019-02-20)
Mitochondrial redox homeostasis, the balance between reactive oxygen species and antioxidants such as glutathione, plays critical roles in many biological processes, including biosynthesis and apoptosis, and thus is a potential target for cancer treatment. Here, we report a mitochondrial oxidative
Hui Huang et al.
Metallomics : integrated biometal science, 11(7), 1200-1206 (2019-06-27)
Environmental factors may play a critical role in the etiology and pathogenesis of Parkinson's disease (PD). However, the association of PD with specific chemical species remains largely unknown. Here we prepared three kinds of iron oxide nanoparticles and examined their
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