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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

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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