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Merck
CN

06116

Sigma-Aldrich

6-(Iodoacetamido)fluorescein

suitable for fluorescence, ≥95% (HPLC)

Synonym(s):

6-IAF, N-(3′,6′-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-6-yl)-2-iodoacetamide

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About This Item

Empirical Formula (Hill Notation):
C22H14INO6
CAS Number:
73264-12-7
Molecular Weight:
515.25
Beilstein:
13738833
MDL number:
MFCD00155654
UNSPSC Code:
12352200
PubChem Substance ID:
329748213
NACRES:
NA.32

Key Documents

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Assay

≥95% (HPLC)

λmax

~489 nm in DMSO

fluorescence

λex 488 nm; λem 542 nm in DMF

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5ccc(NC(=O)CI)cc45)c1

InChI

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

InChI key

YRDPEKZBFANDFE-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG7344
BCBV9004
BCBZ9997
BCBS0767V
BCBM9754V

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J E Bishop et al.
Biochemistry, 27(14), 5233-5240 (1988-07-12)
Previous energy transfer studies [Squier, T. C., Bigelow, D. J., de Ancos, J. G., & Inesi, G. (1987) J. Biol. Chem. 262, 4748-4754] have utilized fluorescent iodoacetamide derivatives covalently bound to the Ca2+-ATPase of sarcoplasmic reticulum (SR), using labeling conditions
A M Martelli et al.
Cell biology international reports, 14(5), 409-418 (1990-05-01)
Rat liver nuclear matrices were reacted with the fluorescent dye 6-iodoacetamidofluorescein and the matrix proteins were then separated by one and two-dimensional polyacrylamide gel electrophoresis. Upon transillumination with U.V. light it was possible to see that several proteins had reacted
A M Martelli et al.
The Histochemical journal, 26(2), 179-188 (1994-02-01)
Isolated nuclei and nuclear matrices, prepared from mouse erythroleukaemia cells, were reacted with the sulphhydryl-specific dye 6-iodoacetamidofluorescein. To determine whether in vitro formation of disulphide bonds might play a role in the nuclear matrix stabilization triggered by exposure of isolated
L Cocco et al.
Experimental cell research, 166(2), 465-474 (1986-10-01)
The accessibility of the sulfhydryl-specific dye 6-iodoacetamidofluorescein (IAF) to H3 histone has been studied in isolated rat liver nuclei and mononucleosomal core particles after treatment with phosphatidylserine (PS) multilamellar vesicles (MLV). In isolated nuclei, despite the enhancement of total RNA
Identification and localization of the 5-iodoacetamido-fluorescein reporter site on dog kidney Na,K-ATPase.
M Steinberg et al.
Progress in clinical and biological research, 273, 39-44 (1988-01-01)
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