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Merck
CN

57672

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
UNSPSC Code:
12352200
PubChem Substance ID:
329758333
eCl@ss:
32035301
EC Number:
253-277-7
Beilstein/REAXYS Number:
3004454
MDL number:
MFCD00003993

Key Documents

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Product Name

N-(Iodoacetaminoethyl)-1-naphthylamine-5-sulfonic acid, suitable for fluorescence, ≥95% (HPLC)

InChI key

ZMERMCRYYFRELX-UHFFFAOYSA-N

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)

SMILES string

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

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

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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

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM0390V

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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)
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
Martin Karlsson et al.
Biophysical journal, 88(5), 3536-3544 (2005-02-26)
Little is known about the direction and specificity of protein adsorption to solid surfaces, a knowledge that is of great importance in many biotechnological applications. To resolve the direction in which a protein with known structure and surface potentials binds
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