46940

Sigma-Aldrich

6-Fluorescein-5(6)-carboxamidohexanoic acid N-hydroxysuccinimide ester

suitable for fluorescence, ≥75% (HPLC)

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
Pricing and availability is not currently available.

Quality Level

assay

≥75% (HPLC)

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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Application

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

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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....
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)

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