Name: 5(6)-Carboxyfluorescein
Brand: SIGMA

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₁₂O₇

CAS Number:

72088-94-9

Molecular Weight:

376.32

EC Number:

276-331-1

MDL number:

MFCD00151081

UNSPSC Code:

12171500

PubChem Substance ID:

329752213

NACRES:

NA.32

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product line

BioReagent

Quality Level

200

Assay

≥95% (HPLC)

form

powder

mp

275 °C (dec.) (lit.)

fluorescence

λ_ex 492 nm; λ_em 517 nm in 0.1 M Tris pH 8.0

suitability

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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General description

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.

Application

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.

Other Notes

A probe of intracellular pH

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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