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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:
48395
EC Number:
222-043-6
MDL number:
MFCD00005052
UNSPSC Code:
12171500
PubChem Substance ID:
24852015
NACRES:
NA.47
Pricing and availability is not currently available.

form

powder

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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS4043
SHBS2126
SHBR3919
SHBR6072
SHBS2842

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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.
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
pH sensor based on immobilized fluoresceinamine
Saari L A
Analytical Chemistry, 54, 821-823 (1982)
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
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
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Questions

1–3 of 3 Questions  

  1. Can this be used to stain cells and visualize them under the confocal microscope?

    1 answer

    1. During Quality Control, no testing to performed involving confocal microscopy. Conjugate 5-aminofluorescein (AFL)-human serum albumin has been used to stain brain cells, although it does not appear confocal microscopy was performed. Below is the reference: https://www.sigmaaldrich.com/tech-docs/paper/250406

      Helpful?

  2. Dear manager, I want to ask you 2 questions about this product. 1. Is it a flurescence dye? Can you show me its adsorption or emission spectrum? 2. Is the amine group reactive?

    1 answer

    1. Yes, Fluoresceinamine, isomer I is classified as belonging to a group of derivatized fluorosceins. The product is fluorescent. Although no quality control testing is performed to check for excitation and emission, the dye is expected to excite around 490 nm and emit around 520 nm.

      As the H2N- group is not acetylated or protonated, the amine group can be considered reactive. There is literature available stating Fluoresceinamine, isomer I can be covalently bound to human serum albumin.

      Helpful?

  3. What is the solubility of Fluoresceinamine, isomer I, CAS 3326-34-9?

    1 answer

    1. Soluble in methanol at a concentration of 5 mg/mL. Soluble in DMSO at a concentration of ≥ 32 mg/mL.

      Helpful?

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