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30423

Sigma-Aldrich

3-(Dansylamino)phenylboronic acid

BioReagent, suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):

3-(5-Di­methyl­amino­naphtha­lene-1-sulfonyl­amino)­benzene­boronic acid, 3-(Dansylamido)benzeneboronic acid

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About This Item

Empirical Formula (Hill Notation):
C18H19BN2O4S
CAS Number:
Molecular Weight:
370.23
Beilstein:
8012268
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Assay

≥98.0% (HPLC)

fluorescence

λex 337 nm; λem 490 nm (Protein adduct)
λex 337 nm; λem 528 nm in methanol

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CN(C)c1cccc2c(cccc12)S(=O)(=O)Nc3cccc(c3)B(O)O

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

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Application

Carbohydrate ligand in cell studies; potent boronic acid serine protease inhibitor.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P Vainio
Biochimica et biophysica acta, 746(3), 217-219 (1983-08-16)
Resonance energy transfer was used to monitor the interaction of an active-site-directed fluorescent inhibitor, N-(5-dimethylaminonaphthalene-1-sulfonyl)-3-aminobenzene boronic acid, and lipoprotein lipase (EC 3.1.1.34). The binding of this probe to the active site of lipoprotein lipase had an association constant, Ka, of
Y Hayashi et al.
Clinica chimica acta; international journal of clinical chemistry, 149(1), 13-19 (1985-06-30)
A simple and rapid fluorometric assay of glycosylated albumin was developed using dansylated phenyl boronic acid (N-(5-dimethyl amino-1-naphthalene sulfonyl)-3-aminobenzene boronic acid). The emission spectrum of the reagent changes upon binding to cis-diols present on glycosylated albumin in serum, allowing quantitation
Inhibition of subtilisin by substituted arylboronic acids.
M Philipp et al.
FEBS letters, 133(1), 36-38 (1981-10-12)
Synthesis of a fluorescent boronic acid which reversibly binds to cell walls and a diboronic acid which agglutinates erythrocytes.
T J Burnett et al.
Biochemical and biophysical research communications, 96(1), 157-162 (1980-09-16)

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