5-Carboxyfluorescein N-succinimidyl ester

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5-Carboxyfluorescein N-succinimidyl ester

5-Carboxyfluorescein N-succinimidyl ester | 92557-80-7

Catalog Number A16-0016
Category Fluorescein FAM
Molecular Formula C25H15NO9
Molecular Weight 473.4
Catalog Number Size Price Quantity
A16-0016 -- $--

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

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

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

PMIDPublication DateTitleJournal
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 NumberTitlePriority 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
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