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Merck

46935

Sigma-Aldrich

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

suitable for fluorescence, ≥90% (HPCE)

Sinónimos:

Fluorescein-5(6)-carboxamidocaproic acid

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About This Item

Fórmula empírica (notación de Hill):
C27H23NO8
Número de CAS:
Peso molecular:
489.47
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

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

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


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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
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
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
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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