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46935

Sigma-Aldrich

6-[Fluorescein-5(6)-carboxamido]hexanoic acid

suitable for fluorescence, ≥90% (HPCE)

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Synonym(s):
Fluorescein-5(6)-carboxamidocaproic acid
Empirical Formula (Hill Notation):
C27H23NO8
CAS Number:
265981-56-4
Molecular Weight:
489.47
UNSPSC Code:
12352106
PubChem Substance ID:
57650886
NACRES:
NA.32

Quality Level

200

Assay

≥90% (HPCE)

form

solid

solubility

DMF: soluble
DMSO: soluble

fluorescence

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

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

OC(=O)CCCCCNC(=O)c1ccc2c(c1)C(=O)OC23c4ccc(O)cc4Oc5cc(O)ccc35.OC(=O)CCCCCNC(=O)c6ccc7C(=O)OC8(c9ccc(O)cc9Oc%10cc(O)ccc8%10)c7c6

InChI

1S/2C27H23NO8/c29-16-6-9-20-22(13-16)35-23-14-17(30)7-10-21(23)27(20)19-8-5-15(12-18(19)26(34)36-27)25(33)28-11-3-1-2-4-24(31)32;29-16-6-9-19-22(13-16)35-23-14-17(30)7-10-20(23)27(19)21-12-15(5-8-18(21)26(34)36-27)25(33)28-11-3-1-2-4-24(31)32/h2*5-10,12-14,29-30H,1-4,11H2,(H,28,33)(H,31,32)

InChI key

WEJBWDKWIFHWDE-UHFFFAOYSA-N

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Angela Di Somma et al.
Biochimica et biophysica acta. General subjects, 1864(7), 129606-129606 (2020-04-02)
The comprehension of the mechanism of action of antimicrobial peptides is fundamental for the design of new antibiotics. Studies performed looking at the interaction of peptides with bacterial cells offer a faithful picture of what really happens in nature. In
Production and properties of skeletal myosin subfragment 1 selectively labeled with fluorescein at lysine-553 proximal to the strong actin-binding site.
Bertrand R, Derancourt J, Kassab R.
Biochemistry, 3, 9500-9507 (1995)
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
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
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

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