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Sigma-Aldrich

6-[Fluorescein-5(6)-carboxamido]hexanoic acid N-hydroxysuccinimide ester

suitable for fluorescence, ≥75% (HPLC)

Synonym(s):

Fluorescein-5(6)-carboxamidocaproic acid N-succinimidyl ester

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About This Item

Empirical Formula (Hill Notation):
C31H26N2O10
CAS Number:
114616-31-8
Molecular Weight:
586.55
MDL number:
MFCD00467542
UNSPSC Code:
12352108
PubChem Substance ID:
329757270
NACRES:
NA.32

assay

≥75% (HPLC)

form

solid

solubility

DMF: soluble
methanol: soluble

fluorescence

λex 490 nm; λem 514 nm (pH 8.2)
λex 491 nm; λem 515 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(ccc45)C(=O)NCCCCCC(=O)ON6C(=O)CCC6=O)c1.Oc7ccc8c(Oc9cc(O)ccc9C8%10OC(=O)c%11ccc(cc%10%11)C(=O)NCCCCCC(=O)ON%12C(=O)CCC%12=O)c7

InChI

1S/2C31H26N2O10/c34-18-6-9-22-24(15-18)41-25-16-19(35)7-10-23(25)31(22)21-8-5-17(14-20(21)30(40)42-31)29(39)32-13-3-1-2-4-28(38)43-33-26(36)11-12-27(33)37;34-18-6-9-21-24(15-18)41-25-16-19(35)7-10-22(25)31(21)23-14-17(5-8-20(23)30(40)42-31)29(39)32-13-3-1-2-4-28(38)43-33-26(36)11-12-27(33)37/h2*5-10,14-16,34-35H,1-4,11-13H2,(H,32,39)

InChI key

WAGYELYAQOYZFU-UHFFFAOYSA-N

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General description

6-[Fluorescein-5(6)-carboxamido] hexanoic acid N-hydroxysuccinimide ester (FNHS) is a fluorescent label, also known as fluorescein. FNHS max. excitation is at 490 nm with emission max. at 514nm. 6-[Fluorescein-5(6)-carboxamido] hexanoic acid N-hydroxysuccinimide ester binds covalently with primary amines.

Application

6-[Fluorescein-5(6)-carboxamido] hexanoic acid N-hydroxysuccinimide ester (FHS) is used as a reagent to conjugate the fluorophore 6-[Fluorescein-5(6)-carboxamido] hexanoic acid to molecules.6-[Fluorescein-5(6)-carboxamido] hexanoic acid is used as a fluorescein-based fluorescent label for proteins that can be analyzed in applications such as quenching experiments.
Reagent for introducing the fluorescein label; the spacer renders the reactive group more accessible to nucleophiles on biopolymers

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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, Gloves

Certificates of Analysis (COA)

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A M Vaz et al.
Colloids and surfaces. B, Biointerfaces, 114, 11-19 (2013-10-29)
In this work, we present a suitable methodology to produce magnetically recoverable bioreactors based on enzymes, which are covalently attached on the surface of iron oxide@silica nanoparticles. In order to produce this system, iron oxide clusters with a mean diameter
Avidin binding of carboxyl-substituted biotin and analogues.
K Hofmann et al.
Biochemistry, 21(5), 978-984 (1982-03-02)
A G Johansson et al.
Hepatology (Baltimore, Md.), 24(1), 169-175 (1996-07-01)
Immune complexes were formed between dinitrophenylated human serum albumin (DNP-HSA) and polyclonal rabbit immunoglobulin G (IgG) anti-DNP antibodies at antibody excess. The antigen was labelled with isotope (125I-tyramine-cellobiose) or fluorochrome, (6-[fluorescein-5-(and-6)-carboxamido] hexanoic-acid, succinimidyl ester). The radiolabelled antigen, native or antibody
R Bertrand et al.
Biochemistry, 34(29), 9500-9507 (1995-07-25)
We describe, for the first time, the reaction of skeletal myosin subfragment 1 (S-1) with the succinimido ester of 6-[fluorescein-5(and 6)-carboxamido]hexanoic acid (FHS), which takes place at pH 7.0, 20 degrees C, within a 15 min period, in the presence
Theresa R Bomfim et al.
Archives of biochemistry and biophysics, 505(1), 105-111 (2010-10-05)
2,4-Dinitrophenol (DNP) increases the affinity of myosin for actin and accelerates its Mg(2+)ATPase activity, suggesting that it acts on a region of the myosin head that transmits conformational changes to actin- and ATP-binding sites. The binding site/s for DNP are
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