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Key Documents

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Inhibition of subtilisin by substituted arylboronic acids.
M Philipp et al.
FEBS letters, 133(1), 36-38 (1981-10-12)
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
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
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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