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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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Certificates of Analysis (COA)

Lot/Batch Number
SHBS2126
SHBR3919
SHBR6072
SHBS2842
SHBN7930

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S Miyauchi et al.
Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 12(1), 27-34 (1996-01-01)
The protective efficacy of sodium hyaluronate (Na-HA) on the corneal endothelium against the damage induced by sonication was investigated using enucleated rabbit eyes and Na-HA fluorescence labeled with 5-aminofluorescein (FA-HA). The anterior chamber was reformed by injecting a 1% solution
F Schwesinger et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(18), 9972-9977 (2000-08-30)
Point mutants of three unrelated antifluorescein antibodies were constructed to obtain nine different single-chain Fv fragments, whose on-rates, off-rates, and equilibrium binding affinities were determined in solution. Additionally, activation energies for unbinding were estimated from the temperature dependence of the
J T Jones et al.
Molecular and biochemical parasitology, 30(1), 35-44 (1988-07-01)
We have studied the characteristics of binding of the polycation poly-L-lysine to the schistosome surface. Two consequences of this binding were measured: (a) tegumental damage, as assessed by the uptake of the DNA binding stain Hoechst 33258, and (b) the
Paul Kremer et al.
Neurosurgery, 64(3 Suppl), ons53-ons60 (2009-03-03)
The newly developed conjugate 5-aminofluorescein (AFL)-human serum albumin (HSA) was investigated in a clinical trial for fluorescence-guided surgery of malignant brain tumors to assess its efficacy and tolerability. AFL, covalently linked to human serum albumin at a molar ratio of
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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