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46940

Sigma-Aldrich

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

suitable for fluorescence, ≥75% (HPLC)

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Synonym(s):
Fluorescein-5(6)-carboxamidocaproic acid N-succinimidyl ester
Empirical Formula (Hill Notation):
C31H26N2O10
CAS Number:
Molecular Weight:
586.55
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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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This Item
469352187821877
form

solid

form

solid

form

powder

form

powder

solubility

DMF: soluble, methanol: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

-

fluorescence

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

fluorescence

λex 491 nm; λem 515 nm in 0.1 M Tris pH 9.0

fluorescence

λex 492 nm; λem 517 nm in DMF

fluorescence

λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

suitability

suitable for fluorescence

suitability

suitable for fluorescence

suitability

suitable for fluorescence

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

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

Signal Word

Warning

Hazard Statements

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

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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
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
Avidin binding of carboxyl-substituted biotin and analogues.
K Hofmann et al.
Biochemistry, 21(5), 978-984 (1982-03-02)
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.

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