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Sigma-Aldrich

N-(Iodoacetaminoethyl)-1-naphthylamine-5-sulfonic acid

suitable for fluorescence, ≥95% (HPLC)

Synonym(s):

1,5-I-AEDANS, 5-[2-(Iodoacetamido)ethylamino]naphthalene-1-sulfonic acid, N-Iodoacetyl-N′-(5-sulfo-1-naphthyl)ethylenediamine, Hudson-Weber-Reagent

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About This Item

Linear Formula:
ICH2CONHCH2CH2NHC10H6SO3H
CAS Number:
Molecular Weight:
434.25
Beilstein:
3004454
EC Number:
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32035301
PubChem Substance ID:
Pricing and availability is not currently available.

Assay

≥95% (HPLC)

fluorescence

λex 336 nm; λem 490 nm (pH 8.0)
λex 337 nm; λem 498 nm (after derivatization with 2-mercaptoethanol)

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

OS(=O)(=O)c1cccc2c(NCCNC(=O)CI)cccc12

InChI

1S/C14H15IN2O4S/c15-9-14(18)17-8-7-16-12-5-1-4-11-10(12)3-2-6-13(11)22(19,20)21/h1-6,16H,7-9H2,(H,17,18)(H,19,20,21)

InChI key

ZMERMCRYYFRELX-UHFFFAOYSA-N

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Application

N-(Iodoacetaminoethyl)-1-naphthylamine-5-sulfonic acid (1,5-I-AEDANS) is a fluorescence probe used to label protein sulfhydryls to study conformational changes, fluorescence anisotropy and protein:protein interactions.

Other Notes

Fluorescent sulfhydryl reagent[1]

Storage Class Code

13 - Non 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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Joseph J Kehoe et al.
Journal of agricultural and food chemistry, 55(17), 7107-7113 (2007-07-26)
This paper takes a new approach to determining which sulfhydryl groups are exposed during the heat denaturation of bovine beta-lactoglobulin A. The sulfhydryl groups exposed after heating were blocked with 5-((((2-iodoacetyl)amino)ethyl)amino)naphthalene-1-sulfonic acid (IAEDANS). The results show that IAEDANS is a
Zofia Ostrowska-Podhorodecka et al.
Archives of biochemistry and biophysics, 682, 108280-108280 (2020-01-31)
Tropomyosin and cofilin are involved in the regulation of actin filament dynamic polymerization and depolymerization. Binding of cofilin changes actin filaments structure, leading to their severing and depolymerization. Non-muscle tropomyosin isoforms were shown before to differentially regulate the activity of
Anjali Jha et al.
Journal of molecular biology, 393(3), 735-752 (2009-09-01)
The aggregation of proteins often results in highly ordered fibrillar structures. While significant insights have been obtained on structural aspects of amyloid fibrils, little is known about the structures of protofibrils, which are presumed to be the precursors of fibrils.
Thorsten Beitlich et al.
PloS one, 8(10), e78384-e78384 (2013-11-10)
The globular 25 kDa protein cytosine monophosphate kinase (CMPK, EC ID: 2.7.4.14) from E. coli belongs to the family of nucleoside monophosphate (NMP) kinases (NMPK). Many proteins of this family share medium to high sequence and high structure similarity including
Taichi Yamamoto et al.
Journal of lipid research, 47(5), 1091-1096 (2006-02-10)
The low density lipoprotein receptor (LDLR) is the prototype of a family of cell surface receptors involved in a wide range of biological processes. A soluble low density lipoprotein receptor (sLDLR) and a tryptophan (Trp)-deficient variant human apolipoprotein E3 (apoE3)

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