150810-68-7

Basic information

• Product Name: 6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER
• Synonyms: 6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER;Xanthylium, 9-2-carboxy-4-(2,5-dioxo-1-pyrrolidinyl)oxycarbonylphenyl-3,6-bis(dimethylamino)-, inner salt;5-Carboxytetramethylrhodamine succinimidyl ester;5-TAMRASE;"4-Carboxytetramethylrhodamine N-succinimidyl ester";5-TAMRA-SEor5-TAMRA-NHS;2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-(((2,5-dioxopyrrolidin-1-yl)oxy)carbonyl)benzoate;5-TAMRA, SE [5-Carboxytetramethylrhodamine, succinimidyl ester] *CAS#: 150810-68-7*
• CAS NO: 150810-68-7
• Molecular Formula: C29H25N3O7
• Molecular Weight: 527.52
• Mol File: 150810-68-7.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• Solubility: DMF: soluble
• CAS DataBase Reference: 6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER(150810-68-7)
• EPA Substance Registry System: 6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER(150810-68-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 150810-68-7(Hazardous Substances Data)

Usage

Description

6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER, also known as 5-Carboxytetramethylrhodamine succinimidyl ester (5-TAMRA-SE), is an amine-reactive fluorescent probe derived from the 5-carboxytetramethylrhodamine single isomer. It is characterized by its ability to quench fluorescence in uncleaved proteinase substrates and enhance fluorescence upon enzyme cleavage. With excitation maxima ranging from 540 to 560 nm and an emission maximum of 580 nm, it is a valuable tool in various research and diagnostic applications.

Uses

Used in Research Applications:
6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER is used as an amine-reactive fluorescent probe for the labeling of DNA and RNA, allowing for the detection and analysis of these biomolecules in various experimental setups.
Used in Diagnostic Applications:
6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER is used as a diagnostic tool in the synthesis of fluorescent derivatives of various compounds, such as the antibiotic ampicillin, nucleotide diphosphate uridine-5'-diphosphate (UDP), and the progesterone receptor antagonist RU486 (mifepristone). This enables the detection and monitoring of these compounds in biological systems.
Used in Enzyme Assays:
6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER is used as a double site-directed peptide modifier in FRET (F?rster Resonance Energy Transfer) assays, where it quenches lucifer yellow CH fluorescence by greater than 90% in uncleaved proteinase substrates. This allows for the detection of enzyme-cleaved substrates by an increase in fluorescence intensity, providing a sensitive method for monitoring enzyme activity.
Used in Pharmaceutical Research:
6-CARBOXYTETRAMETHYLRHODAMINE N-HYDROXYSUCCINIMIDE ESTER is used as a research tool in the development of novel drug delivery systems, particularly for enhancing the applications and efficacy of various pharmaceutical compounds against cancer cells. It aids in the design and synthesis of organic and metallic nanoparticles as carriers for drug delivery, aiming to improve the delivery, bioavailability, and therapeutic outcomes of these compounds.

InChI:InChI=1/C29H25N3O7/c1-30(2)17-6-9-20-23(14-17)38-24-15-18(31(3)4)7-10-21(24)27(20)19-8-5-16(13-22(19)28(35)36)29(37)39-32-25(33)11-12-26(32)34/h5-10,13-15H,11-12H2,1-4H3