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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:
36930-63-9
Molecular Weight:
434.25
Beilstein:
3004454
EC Number:
253-277-7
MDL number:
MFCD00003993
UNSPSC Code:
12352200
eCl@ss:
32035301
PubChem Substance ID:
329758333

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

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

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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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
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
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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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
Torsten Heidenreich et al.
The Journal of biological chemistry, 280(6), 4213-4218 (2004-11-25)
The molybdenum cofactor sulfurase ABA3 from Arabidopsis thaliana specifically regulates the activity of the molybdenum enzymes aldehyde oxidase and xanthine dehydrogenase by converting their molybdenum cofactor from the desulfo-form into the sulfo-form. ABA3 is a two-domain protein with an NH2-terminal
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