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201626

Sigma-Aldrich

Fluoresceinamine, isomer I

Synonym(s):

5-Aminofluorescein

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About This Item

Empirical Formula (Hill Notation):
C20H13NO5
CAS Number:
3326-34-9
Molecular Weight:
347.32
Beilstein/REAXYS Number:
48395
EC Number:
222-043-6
MDL number:
MFCD00005052
UNSPSC Code:
12171500
PubChem Substance ID:
24852015
NACRES:
NA.47

form

powder

Quality Level

200

mp

223 °C (dec.) (lit.)

solubility

methanol: 5 mg/mL

λmax

496 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Nc1ccc2c(c1)C(=O)OC23c4ccc(O)cc4Oc5cc(O)ccc35

InChI

1S/C20H13NO5/c21-10-1-4-14-13(7-10)19(24)26-20(14)15-5-2-11(22)8-17(15)25-18-9-12(23)3-6-16(18)20/h1-9,22-23H,21H2

InChI key

GZAJOEGTZDUSKS-UHFFFAOYSA-N

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General description

Fluoresceinamine, isomer I belongs to the class of derivatized fluoresceins.

Application

Fluoresceinamine, isomer I is suitable for use in a specific and sensitive spectrophotometric method for determining nitrite. It has been used to fluorescently tag nanoparticles through a competitive carboxyl-amine coupling reaction to visualize nanoparticle internalization.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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D M Kranz et al.
The Journal of biological chemistry, 257(12), 6987-6995 (1982-06-25)
Binding of fluorescyl ligand by five IgG anti-fluorescyl hybridoma proteins (4-4-20, 6-10-6, 20-4-4, 20-19-=1, 20-20-3) was examined. Relative reduction in fluorescence of bound fluorescein, deuterium oxide (D2O)-induced enhancement of fluorescence, and the effects of pH on binding kinetics were measured
A synthetic membrane-anchored antigen efficiently promotes uptake of antifluorescein antibodies and associated protein a by mammalian cells.
S L Hussey et al.
Journal of the American Chemical Society, 123(50), 12712-12713 (2001-12-14)
B L Allman et al.
Clinical chemistry, 27(7), 1176-1179 (1981-07-01)
We describe a fluoroimmunoassay for progesterone in serum or plasma. The assay involves use of an antiserum to progesterone-11-hemisuccinate and a labeled antigen prepared by linking fluoresceinamine to progesterone-3-carboxymethyloxime by use of a mixed-anhydride procedure. Serum or plasma samples are
Mirko Nitschke et al.
Colloids and surfaces. B, Biointerfaces, 90, 41-47 (2011-10-22)
Physico-chemical and topographical cues allow to control the behavior of adherent cells. Towards this goal, commercially available cell culture carriers can be finished with a laterally microstructured biomolecular functionalization. As shown in a previous study [Biomacromolecules 4 (2003) 1072], the
P Gribbon et al.
Biophysical journal, 77(4), 2210-2216 (1999-10-08)
Hyaluronan (HA) is a highly hydrated polyanion, which is a network-forming and space-filling component in the extracellular matrix of animal tissues. Confocal fluorescence recovery after photobleaching (confocal-FRAP) was used to investigate intramolecular hydrogen bonding and electrostatic interactions in hyaluronan solutions.
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