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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

Quality Level

100

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)

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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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
J J MacLean et al.
Biophysical journal, 78(3), 1441-1448 (2000-02-29)
Lys-553 of skeletal muscle myosin subfragment 1 (S1) was specifically labeled with the fluorescent probe FHS (6-[fluorescein-5(and 6)-carboxamido]hexanoic acid succinimidyl ester) and fluorescence quenching experiments were carried out to determine the accessibility of this probe at Lys-553 in both the
Abdul Qader Abbady et al.
Frontiers in physiology, 8, 317-317 (2017-06-06)
Programed cell death is a critical and unavoidable part of life. One of the most widely used markers for dying cells, by apoptosis or pyroptosis, is the redistribution of phosphatidylserine (PS) from the inner to the outer plasma membrane leaflet.
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
Avidin binding of carboxyl-substituted biotin and analogues.
K Hofmann et al.
Biochemistry, 21(5), 978-984 (1982-03-02)
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