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201634

Sigma-Aldrich

6-Aminofluorescein

Synonym(s):

Fluoresceinamine isomer II

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About This Item

Empirical Formula (Hill Notation):
C20H13NO5
CAS Number:
51649-83-3
Molecular Weight:
347.32
Beilstein/REAXYS Number:
51708
EC Number:
257-334-7
MDL number:
MFCD00005051
UNSPSC Code:
12171500
PubChem Substance ID:
24852016
NACRES:
NA.47

form

powder

mp

285 °C (dec.) (lit.)

solubility

methanol: 1 mg/mL, clear, yellow to very dark yellow-orange

λmax

495 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Nc1ccc2C(=O)OC3(c4ccc(O)cc4Oc5cc(O)ccc35)c2c1

InChI

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

InChI key

YOAWSYSKQHLFPM-UHFFFAOYSA-N

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Application

6-Aminofluorescein has been demonstrated to be useful fluorescent labeling reagent for fullerene-based liposome nanostructures termed ‘buckysomes′. 6-aminofluorescein dissolved in 0.1 N NaOH can be quantified from a maximum absorbance at 490 nm. Decarboxylated 6-aminofluorescein dissolved 6 N HCl (prepare by constant boiling at 110° C for 24 h) can be quantified from a maximum absorbance at 454 nm. Aldehyde groups are formed by oxidateive damage to proteins, which can be detected by conjugation to decarboxylated 6-aminofluorescein.
6-Aminofluorescein has been used to determine its ability to potentiate the antiviral activity of poly r (A-U).

Other Notes

Note: Do not confuse with fluorescamine.

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, Gloves

Certificates of Analysis (COA)

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Self assembly of amphiphilic C60 fullerene derivatives into nanoscale supramolecular structures
Partha R
Journal of Nanobiotechnology (2007)
K C Ingham et al.
Biochimica et biophysica acta, 670(2), 181-189 (1981-09-29)
A method for covalent attachment of a fluorescent molecule to the carbohydrate moieties of glycoproteins is described. The glycoproteins were oxidized with periodate under mild conditions selective for sialic acid (Van Lenten, L. and Ashwell, G. (1971) J. Biol. Chem.
W.E.G. Muller and H.C. Schroder
Biological Response Modifiers ? Interferons, Double-Stranded RNA and 2?,5?-Oligoadenylates (2012)
I Climent et al.
Analytical biochemistry, 182(2), 226-232 (1989-11-01)
Oxidative modification of proteins is implicated in a number of physiologic and pathologic processes. Metal-catalyzed oxidative modification usually causes inactivation of enzymes and the appearance of carbonyl groups in amino acid side chains of the protein. We describe use of
Thapakorn Tree-Udom et al.
ACS applied materials & interfaces, 7(43), 23993-24000 (2015-10-16)
Although computer simulation and cell culture experiments have shown that elongated spherical particles can be taken up into cells more efficiently than spherical particles, experimental investigation on effects of these different shapes over the particle-membrane association has never been reported.
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