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36438

Sigma-Aldrich

Fluorescein diacetate 6-isothiocyanate

≥90% (HPLC)

Synonym(s):

Diacetyl-6-FITC, Fluorescein-6-isothiocyanate diacetate

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About This Item

Empirical Formula (Hill Notation):
C25H15NO7S
CAS Number:
890090-49-0
Molecular Weight:
473.45
MDL number:
MFCD08276996
UNSPSC Code:
12352200
PubChem Substance ID:
57649528
NACRES:
NA.32

Assay

≥90% (HPLC)

form

powder

fluorescence

λex 496 nm; λem 517 nm in 0.1 M Tris pH 8.0, esterase

SMILES string

CC(=O)Oc1ccc2c(Oc3cc(OC(C)=O)ccc3C24OC(=O)c5ccc(cc45)N=C=S)c1

InChI

1S/C25H15NO7S/c1-13(27)30-16-4-7-19-22(10-16)32-23-11-17(31-14(2)28)5-8-20(23)25(19)21-9-15(26-12-34)3-6-18(21)24(29)33-25/h3-11H,1-2H3

InChI key

ZMGWMLCTFALXEN-UHFFFAOYSA-N

Application

Fluorescein diacetate 6-isothiocyanate (diacetyl-6-FITC, F6ITC), a structural analogue of fluorescein reactive with secondary amines, is used as an isomeric haptenic probe.

Storage Class Code

13 - Non 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

Certificates of Analysis (COA)

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Analysis of 3-(2-(ethylamino)propyl)-1,2,3,4-tetrahydro-5H(1)benzopyrano (3,4-c)pyridin-5-one in plasma by liquid chromatographic column switching after derivatizing the secondary amine with fluorescein-6-isothiocyanate.
Reynolds DL, Pachla LA.
J. Pharm. Pharm. Sci., 74, 1091-1094 (1985)
K M Weidner et al.
Molecular immunology, 29(3), 303-312 (1992-03-11)
Immunizations of high affinity anti-fluorescein monoclonal antibody 4-4-20 affinity labeled with fluorescein 5-isothiocyanate into a rabbit elicited antibodies specific for the liganded conformation of 4-4-20 (termed "anti-metatype" antibodies). Reaction of liganded 4-4-20 with anti-metatype antibodies caused significant delay (up to
C A Swindlehurst et al.
Biophysical journal, 59(3), 619-628 (1991-03-11)
Relative differences in the active site environment of a monoclonal antibody when covalently bound to two isomeric haptens were studied using fluorescence quenching and lifetime measurements. Murine monoclonal antibody 4-4-20, a well-characterized high affinity antifluorescein antibody, served as the model

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