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39235

Sigma-Aldrich

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

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

Synonym(s):

11-(Dansylamino)undecanoic acid, DAUDA

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About This Item

Empirical Formula (Hill Notation):
C23H34N2O4S
CAS Number:
73025-02-2
Molecular Weight:
434.59
Beilstein:
8946533
MDL number:
MFCD00467271
UNSPSC Code:
12352200
PubChem Substance ID:
57649887

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

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

HPLC determination of fatty acid binding proteins in rat liver with fluorescence detection[1]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCC4452
    BCBZ5697
    BCBV8084
    BCBS7918V
    BCBR2159V

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    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
    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
    A E Thumser et al.
    The Biochemical journal, 314 ( Pt 3), 943-949 (1996-03-15)
    Rat liver fatty acid-binding protein (FABP) is able to accommodate a wide range of non-polar anions in addition to long-chain fatty acids. This property means that the liver protein is functionally different from other FABPs from intestine, muscle and adipose
    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
    Matthew W Elmes et al.
    Scientific reports, 9(1), 7588-7588 (2019-05-22)
    The increasing use of medical marijuana highlights the importance of developing a better understanding of cannabinoid metabolism. Phytocannabinoids, including ∆9-tetrahydrocannabinol (THC), are metabolized and inactivated by cytochrome P450 enzymes primarily within the liver. The lipophilic nature of cannabinoids necessitates mechanism(s)
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