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
Empirical Formula (Hill Notation):
C18H19BN2O4S
CAS Number:
Molecular Weight:
370.23
Beilstein/REAXYS Number:
8012268
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

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

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
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...
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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