Fluorescein hydrazide

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Fluorescein hydrazide

Fluorescein hydrazide | 109653-47-6

Catalog Number R05-0016
Category Hydrazides
Molecular Formula C20H16N2O4
Molecular Weight 348.36
Catalog Number Size Price Quantity
R05-0016 -- $--

Product Introduction

Fluorescein hydrazide is a click chemistry reagent containing an azide group. Fluorescein hydrazide is a colorimetric probe formed by the reaction of adipic acid dihydrazide and fluorescein isothiocyanate.

Chemical Information

Synonyms Flad-nhnh2; Benzoic acid, 2-(3,6-dihydroxy-9H-xanthen-9-yl)-, hydrazide
IUPAC Name 2-(3,6-dihydroxy-9H-xanthen-9-yl)benzohydrazide
Canonical SMILES C1=CC=C(C(=C1)C2C3=C(C=C(C=C3)O)OC4=C2C=CC(=C4)O)C(=O)NN
InChI InChI=1S/C20H16N2O4/c21-22-20(25)14-4-2-1-3-13(14)19-15-7-5-11(23)9-17(15)26-18-10-12(24)6-8-16(18)19/h1-10,19,23-24H,21H2,(H,22,25)
InChI Key DHEJDHPRYHYLKS-UHFFFAOYSA-N
Solubility Soluble in DMSO
Density 1.417 g/cm3
Appearance Solid Powder
  • Product Specification
  • Application
Storage Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)

Fluorescein hydrazide, a versatile fluorescent compound utilized in diverse scientific applications, offers a multitude of possibilities.

Fluorescent Labeling: Widely recognized as a fluorescent tag for biomolecules like proteins, peptides, and nucleic acids, fluorescein hydrazide plays a pivotal role in visualization using fluorescence microscopy and flow cytometry. This labeling strategy allows researchers to explore cellular localization, protein interactions, and dynamic processes within living cells with unparalleled sensitivity and specificity.

Reactive Oxygen Species (ROS) Detection: Serving as a probe for detecting reactive oxygen species in biological samples, fluorescein hydrazide transforms upon interaction with ROS, producing a highly fluorescent product that facilitates quantification and imaging of oxidative stress in cells and tissues. This application is essential for deciphering the impact of oxidative stress on diseases such as cancer, neurodegeneration, and cardiovascular disorders.

Glycation Studies: In the realm of protein glycation research, fluorescein hydrazide plays a crucial role in monitoring protein-sugar interactions that lead to the formation of advanced glycation end-products (AGEs). Through labeling glycated proteins, researchers can meticulously track and quantify glycation events, shedding light on the pathogenesis of diabetic complications and age-related diseases.

Enzyme Assays: Employed in enzymatic assays to evaluate the activity of diverse enzymes, fluorescein hydrazide offers a fluorescence-based approach for precise monitoring of enzyme activities, including proteases, kinases, and oxidases. By detecting and quantifying fluorescein release upon enzyme action, researchers can gain insights into the intricate workings of these enzymatic processes with exceptional accuracy and reliability.

Computed Properties

XLogP3 2.7
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 2
Exact Mass 348.11100700 g/mol
Monoisotopic Mass 348.11100700 g/mol
Topological Polar Surface Area 105Ų
Heavy Atom Count 26
Formal Charge 0
Complexity 490
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

Patents

Publication NumberTitlePriority Date
CN-114563384-A A kind of fluorescence detection method of copper ion 2022-02-28
CN-113845655-A A water-soluble fluorescein polymer probe for mercury ion detection and its preparation and application 2021-10-20
WO-2022238532-A1 Poly(ethylene glycol) having cl to c3-alkyloxymethyl side chains, bioconjugates thereof, process for its preparation and its use 2021-05-14
CN-112898344-A Preparation method and use of fluorescent probe targeting mitochondrial fluorescein derivatives 2021-01-22
CN-112480138-A A kind of mercury ion fluorescent probe based on fluorescein and preparation method thereof 2020-11-27
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