5-Aminofluorescein

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5-Aminofluorescein

5-Aminofluorescein | 3326-34-9

Catalog Number F04-0033
Category Fluorescein FAM
Molecular Formula C20H13NO5
Molecular Weight 347.32
Catalog Number Size Price Quantity
F04-0033 5 g $199

Product Introduction

Fluoresceinamine isomer I is a building block for synthesis of fluorogenic form of flourescein.

Chemical Information

Synonyms 5-Aminofluorescein (isomer I);5-Aminofluorescein
Purity 98.0%
IUPAC Name 6-amino-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
Canonical SMILES C1=CC2=C(C=C1N)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
InChI InChI=1S/C20H13NO5/c21-10-1-4-14-13(7-10)19(24)26-20(14)15-5-2-11(22)8-17(15)25-18-9-12(23)3-6-16(18)20/h1-9,22-23H,21H2
InChI Key GZAJOEGTZDUSKS-UHFFFAOYSA-N
Appearance Brown to Dark Brown Solid
MDL Number MFCD00005052
  • Product Specification
  • Application
Condition To Avoid Light Sensitive
Signal Warning
GHS Hazard Statements H302 (98.81%): Harmful if swallowed [Warning Acute toxicity, oral] 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, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, 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-Aminofluorescein is a fluorescent dye with various applications in biological research and medical diagnostics. Here are some key applications of 5-Aminofluorescein:

Fluorescence Microscopy: 5-Aminofluorescein is widely used as a fluorescent marker in fluorescence microscopy to visualize cellular components and structures. It provides high sensitivity and specificity, allowing researchers to observe biological processes in real-time. This application is crucial for studying cell biology, tissue architecture, and intracellular dynamics.

Flow Cytometry: In flow cytometry, 5-Aminofluorescein is employed to label and quantify specific cell populations in a heterogeneous sample. Its bright fluorescence enables the detection and analysis of antigen expression, cell viability, and various cellular functions. This technique is essential for immunophenotyping, cancer research, and monitoring immune responses.

Immunofluorescence: 5-Aminofluorescein can be conjugated to antibodies or other biomolecules for use in immunofluorescence assays. This application allows for the precise localization of target proteins, antigens, or cellular structures within tissue sections or cell cultures. It is widely utilized in diagnostics, pathology, and basic research to study protein distribution and cellular signaling pathways.

Molecular Diagnostics: 5-Aminofluorescein is used in molecular diagnostic assays, such as fluorescence in situ hybridization (FISH). It labels probes that hybridize to specific DNA or RNA sequences, enabling the detection of genetic abnormalities or infections. This application is valuable in clinical diagnostics for identifying genetic disorders, infectious diseases, and cancer biomarkers.

Computed Properties

XLogP3 2.7
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 0
Exact Mass 347.07937252 g/mol
Monoisotopic Mass 347.07937252 g/mol
Topological Polar Surface Area 102Ų
Heavy Atom Count 26
Formal Charge 0
Complexity 557
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
22477061 2012-07-01 Reduced fluoresceinamine for peroxynitrite quantification in the presence of nitric oxide Journal of fluorescence
22293239 2012-03-02 Intracellular protein delivery by hollow mesoporous silica capsules with a large surface hole Nanotechnology
22057128 2012-02-18 Ratiometric fluorescence imaging for distinguishing chloride concentration between normal and ischemic ventricular myocytes Chemical communications (Cambridge, England)
22014935 2012-02-01 Surface modification of cell culture carriers: routes to anhydride functionalization of polystyrene Colloids and surfaces. B, Biointerfaces
21936055 2011-11-01 Preparation and characterization of affinity sorbents based on isoalloxazine-like ligands for separation of flavoenzymes Journal of separation science

Patents

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CN-113880821-A Design and synthesis method of fluorescent probe for imaging epileptic intracerebral hypochlorous acid characteristics by two-photon fluorescent probe 2021-10-29
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CN-113667755-A Biomarkers associated with oxaliplatin resistance 2021-09-29
CN-113684278-A Biomarkers for predicting colorectal cancer sensitivity to oxaliplatin therapy and their applications 2021-09-29
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