5-Carboxyfluorescein N-succinimidyl ester | 92557-80-7
Catalog Number | A16-0016 |
Category | Other Cell Fluorescent Probes |
Molecular Formula | C25H15NO9 |
Molecular Weight | 473.4 |
Catalog Number | Size | Price | Quantity |
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A16-0016 | -- | $-- |
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Product Introduction
5-Carboxyfluorescein N-succinimidyl ester is a green fluorescent probe used for labeling nucleotides and peptides. It also can be used in apillary electrophoresis for fluorescent derivatization.
Chemical Information |
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Synonyms | 5-Carboxyfluorescein NHS ester; 5-Carboxyfluorescein-N-hydroxysuccinimide ester; 5-FAM SE; 5-FAM N-succinimidyl ester; 2,5-dioxo-1-pyrrolidinyl ester 3',6'-dihydroxy-3-oxo-spiro[isobenzofuran-1(3H), 9'-[9H]xanthene]-5-carboxylic acid |
Purity | ≥95% |
IUPAC Name | (2,5-dioxopyrrolidin-1-yl) 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylate |
Canonical SMILES | C1CC(=O)N(C1=O)OC(=O)C2=CC3=C(C=C2)C4(C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O)OC3=O |
InChI | InChI=1S/C25H15NO9/c27-13-2-5-17-19(10-13)33-20-11-14(28)3-6-18(20)25(17)16-4-1-12(9-15(16)24(32)34-25)23(31)35-26-21(29)7-8-22(26)30/h1-6,9-11,27-28H,7-8H2 |
InChI Key | GECIDMICWWDIBO-UHFFFAOYSA-N |
Appearance | Solid Powder |
- Product Specification
- Application
Excitation | 491 nm |
Emission | 518 nm |
Storage | Store at -20°C |
Signal | Warning |
GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
5-Carboxyfluorescein N-succinimidyl ester, a versatile fluorescent dye, finds wide application in diverse scientific and medical fields. Here are four key applications of this compound:
Cell Labeling: This fluorescent dye, 5-Carboxyfluorescein N-succinimidyl ester, serves as a valuable tool for tagging cells to track their movements and distributions in complex biological systems. By conjugating this fluorescent marker to cellular constituents, researchers can observe the real-time behaviors of cells, including migration, proliferation, and differentiation. This application proves particularly significant in studies examining immune cell trafficking and the metastatic spread of cancer.
Flow Cytometry: A critical component of flow cytometry, 5-Carboxyfluorescein excels in probing the physical and chemical attributes of cells or particles. When cells are stained with this dye, their fluorescence allows for easy identification and quantification, facilitating the precise sorting and analysis of heterogeneous cell populations. This technique enables researchers to delve into cell populations with unparalleled accuracy.
Protein Labeling: 5-Carboxyfluorescein N-succinimidyl ester emerges as a powerful tool for tagging proteins in a myriad of biochemical assays. By covalently linking the dye to proteins, scientists can scrutinize protein interactions, subcellular localization, and functional roles within cellular contexts. This method proves indispensable for unraveling protein dynamics and finds applications in techniques like ELISA, elevating our understanding of protein behavior.
Live Cell Imaging: Through its extensive use in live cell imaging, 5-Carboxyfluorescein N-succinimidyl ester enables researchers to visualize dynamic cellular processes within living organisms. By integrating this fluorescent compound into live cells, scientists can monitor a plethora of dynamic events, such as intracellular transport, signal transduction, and organelle activities.
Computed Properties | |
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XLogP3 | 2.4 |
Hydrogen Bond Donor Count | 2 |
Hydrogen Bond Acceptor Count | 9 |
Rotatable Bond Count | 3 |
Exact Mass | 473.07468106 g/mol |
Monoisotopic Mass | 473.07468106 g/mol |
Topological Polar Surface Area | 140Ų |
Heavy Atom Count | 35 |
Formal Charge | 0 |
Complexity | 894 |
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 | 1 |
Compound Is Canonicalized | Yes |
Literatures
PMID | Publication Date | Title | Journal |
---|---|---|---|
9284 | 1976-09-01 | The role of lysine-41 in ribonuclease A studied by proton-magnetic-resonance spectroscopy of guanidinated ribonuclease A | European journal of biochemistry |
Patents
Publication Number | Title | Priority Date |
---|---|---|
US-2023000980-A1 | Compositions and methods for using alternating electric fields to disrupt lipid capsules | 2021-06-30 |
WO-2023275648-A1 | Compositions and methods for using alternating electric fields to disrupt lipid capsules | 2021-06-30 |
WO-2022254340-A1 | Compositions and methods for treating with a combination of alternating electric fields and trastuzumab | 2021-06-01 |
WO-2022232050-A1 | Compositions and methods for characterizing polynucleotide sequence alterations | 2021-04-26 |
US-2022287957-A1 | Compositions and methods for using alternating electric fields to disrupt nanoparticles | 2021-03-12 |
Applications of Fluorescent Probes & Dyes
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