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21877

Sigma-Aldrich

5(6)-Carboxyfluorescein

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

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C21H12O7
CAS Number:
72088-94-9
Molecular Weight:
376.32
EC Number:
276-331-1
MDL number:
MFCD00151081
UNSPSC 코드:
12171500
PubChem Substance ID:
329752213
NACRES:
NA.32

제품 라인

BioReagent

Quality Level

200

분석

≥95% (HPLC)

형태

powder

mp

275 °C (dec.) (lit.)

형광

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

적합성

suitable for fluorescence

SMILES string

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)

InChI key

BPVHBBXCESDRKW-UHFFFAOYSA-N

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관련 카테고리

일반 설명

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. 5(6)-Carboxyfluorescein has two characteristic properties:
  • It has 2 wavelengths for maximum absorbance (465 and 490nm).
  • And its fluorescence emission, at 515nm(max.), increases as a function of pH in the physiological range of 6-7.4.

애플리케이션

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

기타 정보

A probe of intracellular pH

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

시험 성적서(COA)

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문서 라이브러리 방문

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)
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
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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