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21877

Sigma-Aldrich

5(6)-Carboxyfluorescein

suitable for fluorescence, BioReagent, ≥95% (HPLC)

Sinônimo(s):

5(6)-FAM, 5,6-CF

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R$ 489,00
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About This Item

Fórmula empírica (Notação de Hill):
C21H12O7
Número CAS:
Peso molecular:
376.32
Número CE:
Número MDL:
Código UNSPSC:
12171500
ID de substância PubChem:
NACRES:
NA.32

R$ 489,00


Previsão de entrega em02 de abril de 2025


Solicite uma grande encomenda

linha de produto

BioReagent

Nível de qualidade

Ensaio

≥95% (HPLC)

Formulário

powder

pf

275 °C (dec.) (lit.)

fluorescência

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

adequação

suitable for fluorescence

cadeia de caracteres SMILES

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

InChI

1S/2C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21;22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h2*1-9,22-23H,(H,24,25)

chave InChI

BPVHBBXCESDRKW-UHFFFAOYSA-N

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Descrição geral

5(6)-Carboxyfluorescein, also known as 5(6)-FAM, is a fluorescent tracer and available as a mixture of 5-Carboxyfluorescein and 6-Carboxyfluorescein isomers. The fluorescence of 5(6)-Carboxyfluorescein is determined by the xanthene moiety. [1] 5(6)-Carboxyfluorescein has two characteristic properties:
  • It has 2 wavelengths for maximum absorbance (465 and 490nm).[2]
  • And its fluorescence emission, at 515nm(max.), increases as a function of pH in the physiological range of 6-7.4.[2]

Aplicação

5(6)-Carboxyfluorescein is used to characterize tumor cells and normal cells in vivo.[2] It labels proteins derived through N-hydroxysuccinimide (NHS) ester-mediated derivatization. [3] 5(6)-Carboxyfluorescein is suitable for detecting cell viability while developing an in vitro anthelmintic drug assay.[4]

Outras notas

A probe of intracellular pH[5][6]

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Charlemagne Gnoula et al.
Talanta, 71(5), 1886-1892 (2007-03-30)
A new in vitro assay for anthelmintic activity using Caenorhabditis elegans is based on the ability of 5(6)-carboxyfluorescein diacetate (CFDA) to indicate the worm's viability. It is shown for the first time that the treatment of a suspension of worms
S Mordon et al.
Journal of photochemistry and photobiology. B, Biology, 13(3-4), 307-314 (1992-05-15)
The pH of the interstitial fluid of malignant tumours tends to be lower than that of normal tissue and is depressed by glucose administration. This study aimed to evaluate the effectiveness of dual-wavelength fluorometry using a pH-dependent indicator (5,6-carboxyfluorescein: 5,6-CF)
Jagpreet S Nanda et al.
Methods in enzymology, 536, 87-94 (2014-01-16)
N-hydroxysuccinimde (NHS) ester-mediated derivitization involves the reaction of this amine-reactive group with the primary amines of a protein or a biomolecule. Using NHS chemistry allows one to conjugate various fluorescent probes, biotin, and cross-linkers to primary amines. For example, we
M L Graber et al.
Analytical biochemistry, 156(1), 202-212 (1986-07-01)
We evaluated four different fluoroprobes to determine their capabilities and limitations in measuring intracellular pH by the fluorescent indicator technique. In vitro, carboxyfluorescein, dimethylcarboxyfluorescein, biscarboxyethyl carboxyfluorescein, and 4-methylumbelliferone (4MU) all showed comparably intense fluorescence and excellent pH sensitivity near their
Jorien Claes et al.
Blood, 124(10), 1669-1676 (2014-06-22)
Adhesion of Staphylococcus aureus to blood vessels under shear stress requires von Willebrand factor (VWF). Several bacterial factors have been proposed to interact with VWF, including VWF-binding protein (vWbp), a secreted coagulase that activates the host's prothrombin to generate fibrin.

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