3-(Dansylamino)phenylboronic acid

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3-(Dansylamino)phenylboronic acid

3-(Dansylamino)phenylboronic acid | 75806-94-9

Catelog Number A16-0177
Category Other Cell Fluorescent Probes
Molecular Formula C18H19BN2O4S
Molecular Weight 370.23
Catalog Number Size Price Quantity
A16-0177 -- $--
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Product Introduction

3-(Dansylamino)phenylboronic acid is an environment-sensitive fluorescent probe that can be used for in-situ imaging and quantification of sialic acid on cell membrane surfaces.

Chemical Information
Synonyms 3-(5-Di-methyl-amino-naphtha-lene-1-sulfonyl-amino)-benzene-boronic acid; 3-(Dansylamido)benzeneboronic acid
Purity ≥98.0% (HPLC)
IUPAC Name [3-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]phenyl]boronic acid
Canonical SMILES B(C1=CC(=CC=C1)NS(=O)(=O)C2=CC=CC3=C2C=CC=C3N(C)C)(O)O
InChI InChI=1S/C18H19BN2O4S/c1-21(2)17-10-4-9-16-15(17)8-5-11-18(16)26(24,25)20-14-7-3-6-13(12-14)19(22)23/h3-12,20,22-23H,1-2H3
InChI Key TYXMKSYBCDTGDU-UHFFFAOYSA-N
Appearance Solid Powder

Product Specification
Excitation 338 nm
Emission 524 nm
Storage 2-8°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.)

Computed Properties
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 5
Exact Mass 370.1158584 g/mol
Monoisotopic Mass 370.1158584 g/mol
Topological Polar Surface Area 98.2Ų
Heavy Atom Count 26
Formal Charge 0
Complexity 566
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
19731939 2009-10-08 Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors Journal of medicinal chemistry
18266924 2008-06-01 Metabolite annotations based on the integration of mass spectral information The Plant journal : for cell and molecular biology
17368729 2007-06-01 Formation of the molten globule-like state during prolonged glycation of human serum albumin Biochimica et biophysica acta
15052565 2004-01-01 Determination of brassinosteroids in the sub-femtomolar range using dansyl-3-aminophenylboronate derivatization and electrospray mass spectrometry Rapid communications in mass spectrometry : RCM

Patents

Publication NumberTitlePriority Date
KR-20210056892-A Inhibitor of carbapenem-hydrolyzing class D beta-lactamase and methods of preparation thereof 2019-11-08
US-11058695-B2 Inhibitor of carbapenem-hydrolyzing class D beta-lactamases 2019-11-08
US-2021137954-A1 Inhibitor of carbapenem-hydrolyzing class d beta-lactamases 2019-11-08
WO-2021091059-A1 Inhibitor for carbapenem hydrolysis class d beta-lactamase (chdl) and preparation method thereof 2019-11-08
CN-114761413-A Carbapenem hydrolysis class D beta-lactamase inhibitor and preparation method thereof 2019-11-08

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