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Merck

46935

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

suitable for fluorescence, ≥90% (HPCE)

Synonym(s):

Fluorescein-5(6)-carboxamidocaproic acid

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25 MG

CHF 327.00

CHF 327.00


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About This Item

Empirical Formula (Hill Notation):
C27H23NO8
CAS Number:
Molecular Weight:
489.47
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.32

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Product Name

6-[Fluorescein-5(6)-carboxamido]hexanoic acid, suitable for fluorescence, ≥90% (HPCE)

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

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

Quality Level

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This Item
469392187846940
suitability

suitable for fluorescence

suitability

-

suitability

suitable for fluorescence

suitability

suitable for fluorescence

fluorescence

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

fluorescence

λex 492 nm; λem 520 nm in 0.1 M phosphate pH 7.0 (after derivatization with 2-mercaptoethanol and after cleavage by esterase)

fluorescence

λex 492 nm; λem 517 nm in DMF

fluorescence

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

form

solid

form

solid

form

powder

form

solid

solubility

DMF: soluble, DMSO: soluble

solubility

DMF: soluble, DMSO: soluble, dioxane: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

DMF: soluble, methanol: soluble

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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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