39235

Sigma-Aldrich

11-[5-(Dimethylamino)-1-naphthalenesulfonylamino]undecanoic acid

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

Synonym(s):
DAUDA, 11-(Dansylamino)undecanoic acid
Empirical Formula (Hill Notation):
C23H34N2O4S
CAS Number:
Molecular Weight:
434.59
Beilstein/REAXYS Number:
8946533
MDL number:
PubChem Substance ID:

Quality Level

product line

BioReagent

assay

≥98.0% (TLC)

solubility

DMSO: soluble
methanol: soluble

fluorescence

λex 335 nm; λem 516 nm in methanol

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCCCCCCCCCC(O)=O

InChI

1S/C23H34N2O4S/c1-25(2)21-15-11-14-20-19(21)13-12-16-22(20)30(28,29)24-18-10-8-6-4-3-5-7-9-17-23(26)27/h11-16,24H,3-10,17-18H2,1-2H3,(H,26,27)

InChI key

CEPGVMDMVJGHFQ-UHFFFAOYSA-N

Application

11-[5-(Dimethylamino)-1-naphthalenesulfonylamino]undecanoic acid (DAUDA), a dansyl-type fluorophore, is widely used as a hydrophobic binding site probe to identify and characterize the binding sites of medium chain fatty acids, their derivatives and other hydrophobic compounds on molecules such as proteins.

Packaging

100 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

HPLC determination of fatty acid binding proteins in rat liver with fluorescence detection

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

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
O K Gasymov et al.
Biochimica et biophysica acta, 1433(1-2), 307-320 (1999-10-09)
The principal lipid binding protein in tears, tear lipocalin (TL), binds acid and the fluorescent fatty acid analogs, DAUDA and 16-AP at one site TL compete for this binding site. A fluorescent competitive binding assay revealed that apo-TL has a...
A E Thumser et al.
The Biochemical journal, 320 ( Pt 3), 729-733 (1996-12-15)
The physiological role of liver fatty acid-binding protein (L-FABP) has yet to be clarified. An important feature of this member of the family of intracellular lipid-binding proteins is the wide range of compounds that have been identified as potential physiological...
M Yamaguchi et al.
The Analyst, 117(12), 1859-1861 (1992-12-01)
A highly sensitive, simple and reproducible method for the quantitative determination of fatty acid binding protein in rat liver by post-column high-performance liquid chromatography with fluorescence detection is presented. Fatty acid binding protein in rat liver cytosols is separated by...
R G Maatman et al.
Biochimica et biophysica acta, 1214(1), 1-10 (1994-08-25)
Human liver fatty acid-binding protein (L-FABP) has been efficiently expressed in Escherichia coli. The cDNA encoding human liver FABP was under the control of T7 RNA polymerase promoter in the expression vector pET-3b. Expression required overnight induction with isopropyl beta-D-thiogalactopyranoside...
J K Davies et al.
Biochemistry, 38(51), 16932-16940 (1999-12-22)
A number of intracellular proteins bind to negatively charged phospholipid membranes, and this interfacial binding results in a conformational change that modulates the activity of the protein. Using a fluorescent fatty acid analogue, 11-[5-(dimethylamino)naphthalenesulfonyl]undecanoic acid (DAUDA), it is possible to...

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