Atto 590 nhs ester | 670269-33-7
Catalog Number | F10-0097 |
Category | ATTO |
Molecular Formula | C41H42ClN3O11 |
Molecular Weight | 788.24 |
Catalog Number | Size | Price | Quantity |
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F10-0097 | -- | $-- |
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Product Introduction
ATTO 590 is a novel fluorescent label belonging to the class of Rhodamine dyes. The dye is designed for application in the area of life science, e.g. labeling of DNA, RNA or proteins. The ATTO dyes are a series of fluorescent dyes that provide all the crucial properties required for modern fluorescent technologies, such as fluorescence microscopy, flow-cytometry, fluorescence in situ hybridization (FISH), receptor binding assays or enzyme assays. The dye is highly suitable for single-molecule detection applications and high-resolution microscopy. The NHS-esters are used in common conjugation protocols.ATTO 590 is a novel fluorescent label belonging to the class of Rhodamine dyes, which has an absorption maximum of 594 nm and an emission maximum of 624 nm. ATTO 590-N-hydroxysuccinimide (NHS) is membrane permeable.
Chemical Information |
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Synonyms | 2-(6,20-diethyl-7,7,9,17,19,19-hexamethyl-2-oxa-20-aza-6-azoniapentacyclo[12.8.0.03,12.05,10.016,21; docosa-1(14),3,5,8,10,12,15,17,21-nonaen-13-yl)-4-(2,5-dioxopyrrolidin-1-yl)oxycarbonylbenzoic acid;perchlorate; 6-(2-Carboxy-5-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}phenyl)-1,11-diethyl-2,2,4,8,10,10-hexamethyl-10,11-dihydro-2H-pyrano[3,2-g:5,6-g']diquinolin-1-ium perchlorate |
Purity | ≥60% (coupling to amines) |
IUPAC Name | 2-(6,20-diethyl-7,7,9,17,19,19-hexamethyl-2-oxa-20-aza-6-azoniapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(14),3,5,8,10,12,15,17,21-nonaen-13-yl)-4-(2,5-dioxopyrrolidin-1-yl)oxycarbonylbenzoic acid;perchlorate |
Canonical SMILES | CCN1C2=CC3=C(C=C2C(=CC1(C)C)C)C(=C4C=C5C(=CC([N+](=C5C=C4O3)CC)(C)C)C)C6=C(C=CC(=C6)C(=O)ON7C(=O)CCC7=O)C(=O)O.[O-]Cl(=O)(=O)=O |
InChI | InChI=1S/C41H41N3O7.ClHO4/c1-9-42-31-18-33-29(16-26(31)22(3)20-40(42,5)6)37(30-17-27-23(4)21-41(7,8)43(10-2)32(27)19-34(30)50-33)28-15-24(11-12-25(28)38(47)48)39(49)51-44-35(45)13-14-36(44)46;2-1(3,4)5/h11-12,15-21H,9-10,13-14H2,1-8H3;(H,2,3,4,5) |
InChI Key | SHJDVERDESTYRQ-UHFFFAOYSA-N |
MDL Number | MFCD03456133 |
NACRES | NA.32 |
- Product Specification
- Application
Excitation | 590 |
Emission | ~620 |
Properties Quality Level | 100 |
Storage | −20 °C |
Atto 590 NHS ester is a reactive dye belonging to the Atto series, known for its bright fluorescence and photostability. Designed primarily for biological applications, it is a derivative of a hydrophilic, fluorescent label that can be chemically attached to proteins, nucleic acids, and small molecules through NHS (N-hydroxysuccinimide) ester chemistry. This makes it an ideal tool for labeling amine groups in biomolecules, providing a means to track these molecules in complex biological environments. The Atto 590 NHS ester is critically acclaimed for its intense fluorescence, making it particularly useful in applications requiring high sensitivity and resolution. Its spectral properties, with an excitation maximum around 590 nm and emission maximum near 625 nm, make it compatible with standard fluorescence detection systems used in laboratories.
One of the key applications of Atto 590 NHS ester is in confocal microscopy. In this context, the dye is used to label proteins or other biomolecules that researchers wish to visualize within cells. The high brightness and photostability of Atto 590 enable long-term imaging sessions without significant photobleaching, which is crucial for observing dynamic processes in live cells. Its ability to be excited by commonly available lasers in confocal microscopes makes it a versatile choice for researchers, allowing them to leverage existing equipment to obtain high-quality images that reveal intricate cellular details and molecular interactions.
Another significant application is in flow cytometry, where Atto 590 NHS ester is used to tag antibodies that identify specific cell surface markers. The dye’s stable fluorescence property allows for precise quantification and sorting of cells based on their characteristics. The emission spectrum of Atto 590 fits well within the settings of most flow cytometers, enabling multiplexing with other fluorophores without significant spectral overlap. This feature is beneficial for complex analyses where multiple markers need to be studied simultaneously, allowing for comprehensive profiling of heterogeneous cell populations in research and clinical diagnostics.
In addition to imaging and cytometry, Atto 590 NHS ester is employed in fluorescence resonance energy transfer (FRET) experiments. In FRET, it acts as either a donor or acceptor, contributing to the study of molecular interactions and conformational changes. The precision of FRET largely depends on the spectral overlap of donor and acceptor pairs, and Atto 590’s distinct spectral features provide ideal conditions for effective FRET pairing with other suitable fluorescent dyes. This application is valuable in elucidating protein-protein interactions, folding, and complex formations at the molecular level, providing insights into the mechanistic underpinnings of cellular processes.
Lastly, Atto 590 NHS ester is useful in the development of diagnostic assays, including ELISA (enzyme-linked immunosorbent assay) and multiplex immunoassays. The dye’s robust fluorescence supports the sensitive detection of biomolecules, making it a crucial component for quantifying low-abundance targets. In these assays, the sensitivity and dynamic range offered by Atto 590 can enhance the detection limits and accuracy, facilitating early diagnosis and monitoring of diseases. As diagnostic technologies continue to evolve, the role of reliable dyes like Atto 590 NHS ester becomes increasingly significant, bridging the gap between laboratory research and practical medical applications.
Computed Properties | |
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Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 12 |
Rotatable Bond Count | 7 |
Exact Mass | 787.2507869 g/mol |
Monoisotopic Mass | 787.2507869 g/mol |
Topological Polar Surface Area | 191Ų |
Heavy Atom Count | 56 |
Formal Charge | 0 |
Complexity | 1770 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 2 |
Compound Is Canonicalized | Yes |
Patents
Publication Number | Title | Priority Date |
---|---|---|
CN-109135749-B | Hybrid composite fluorescent powder and preparation method and application thereof | 2018-09-29 |
CN-109923407-A | Sugar chain analysis method | 2016-11-07 |
EP-3537142-A1 | Glycan analysis method | 2016-11-07 |
JP-WO2018083790-A1 | Sugar chain analysis method | 2016-11-07 |
US-2019317101-A1 | Glycan analysis method | 2016-11-07 |
Applications of Fluorescent Probes & Dyes
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