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Merck
CN

46930

Sigma-Aldrich

Fluoresceinamine

mixture of isomers, ≥75% (calc. on anhydrous substance, HPLC/T)

Synonym(s):

5(6)-Aminofluorescein

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About This Item

Empirical Formula (Hill Notation):
C20H13NO5
CAS Number:
27599-63-9
Molecular Weight:
347.32
Beilstein:
6538782
MDL number:
MFCD00005052
UNSPSC Code:
12171500
PubChem Substance ID:
329757267

Key Documents

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Assay

≥75% (calc. on anhydrous substance, HPLC/T)

impurities

≤10% water

ign. residue

≤2%

fluorescence

λex 234 nm in acetonitrile (Amine adducts)
λex 381 nm; λem 470 nm (Do not confuse with fluorescamine.)

suitability

suitable for fluorescence

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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Application

Fluoresceinamine is used for the following applications:
  • Preparation of fluorescence-labeled APS and dextran
  • Fluorescence-tagged λ-Carrageenan
  • 1251-labelled polysaccharide binding
Two isomers are produced by the usual synthesis. Most publications imply they are interchangeable when used for the preparation of the isothiocyanate for fluorescent labeling.

Other Notes

Note: Do not confuse with fluorescamine.

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP0855V

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Bao-Mei Shao et al.
Biochemical and biophysical research communications, 320(4), 1103-1111 (2004-07-14)
The immunopotentiating effect of the roots of Astragalus membranaceus, a medicinal herb, has been associated with its polysaccharide fractions (Astragalus polysaccharides, APS). We herein demonstrate that APS activates mouse B cells and macrophages, but not T cells, in terms of
Makoto Anraku et al.
Life sciences, 134, 36-41 (2015-06-03)
To determine molecular information about the antioxidant properties of human serum albumin, which is an important extracellular antioxidant. To obtain this information, we studied this function of the protein by using H2O2 as the representative reactive oxygen species and two
C G Glabe et al.
Journal of cell science, 61, 475-490 (1983-05-01)
We have examined the effects of a variety of polysaccharides and glycoconjugates on the organization and morphology of cultured A14CL-1 endothelial monolayers. The sulphated fucose-containing polysaccharides, fucoidin and sea-urchin egg jelly fucan, induce a dramatic disruption of the organization of
Sumit Bhattacharyya et al.
The Journal of biological chemistry, 283(16), 10550-10558 (2008-02-07)
The sulfated polysaccharide carrageenan (CGN) induces activation of NFkappaB and interleukin 8 (IL-8) in human colonic epithelial cells through a pathway of innate immunity mediated by Bcl10 (B-cell CLL/lymphoma 10). In this report, we identify Toll-like receptor 4 (TLR4), a
Feng Liu et al.
ACS applied materials & interfaces, 7(21), 11547-11554 (2015-05-08)
It is important to effectively maintain and modulate the bioactivity of protein-nanoparticle conjugates for their further and intensive applications. The strategies of controlling protein activity via "tailor-made surfaces" still have some limitations, such as the difficulties in further modulation of
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