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I9271

Sigma-Aldrich

5-(Iodoacetamido)fluorescein

≥90% purity (HPLC), powder

Synonym(s):

5-IAF

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About This Item

Empirical Formula (Hill Notation):
C22H14INO6
CAS Number:
63368-54-7
Molecular Weight:
515.25
Beilstein:
6543244
UNSPSC Code:
12171500
PubChem Substance ID:
329815467
NACRES:
NA.47

product name

5-(Iodoacetamido)fluorescein, ≥90% (HPLC)

Assay

≥90% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: 5 mg/mL

fluorescence

λex 492 nm; λem 515 nm (Mercaptoethanol adduct)
λex 493 nm; λem 522 nm (pH 9.2)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(NC(=O)CI)ccc45)c1

InChI

1S/C22H14INO6/c23-10-20(27)24-11-1-4-15-14(7-11)21(28)30-22(15)16-5-2-12(25)8-18(16)29-19-9-13(26)3-6-17(19)22/h1-9,25-26H,10H2,(H,24,27)

InChI key

UATCLPJEZJKNHE-UHFFFAOYSA-N

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General description

5-(Iodoacetamido)fluorescein is a thiol reactive fluorescein derivative.

Application

5-(Iodoacetamido)fluorescein is used for the synthesis of fluorescently labeled organelles (nuclei and nuclear matrices), proteins and peptides that include enzymes.

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

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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Multisite phosphorylation of the Saccharomyces cerevisiae filamentous growth regulator Tec1 is required for its recognition by the E3 ubiquitin ligase adaptor Cdc4 and its subsequent destruction in vivo.
Bao MZ
Eukaryotic Cell, 9, 31-31 (2010)
Meng M Rowland et al.
Nucleic acids research, 42(14), 9295-9303 (2014-07-14)
The DNA backbone is often considered a track that allows long-range sliding of DNA repair enzymes in their search for rare damage sites in DNA. A proposed exemplar of DNA sliding is human 8-oxoguanine ((o)G) DNA glycosylase 1 (hOGG1), which
Identification of the 5-iodoacetamidofluorescein reporter site on the Na,K-ATPase.
Tyson PA
The Journal of Biological Chemistry, 264, 726-726 (1989)
Hai Wang et al.
Journal of proteome research, 11(1), 412-424 (2011-11-05)
Regulation of protein function through oxidative modification has emerged as an important molecular mechanism modulating various biological processes. Here, we report a proteomic study of redox-sensitive proteins in Arabidopsis cells subjected to H(2)O(2) treatment. Four gel-based approaches were employed, leading
Yan Wang et al.
Journal of chromatography. A, 1216(16), 3533-3537 (2008-07-08)
A rapid method using capillary electrophoresis with laser-induced fluorescence detection (CE-LIF) was developed to determine free and protein-bound glutathione (GSH) in human HepG2 hepatocarcinoma cells. The samples were derivatized with 5-iodoacetamidofluorescein (5-IAF), and analyzed at 22 kV using sodium phosphate
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