21877

Sigma-Aldrich

5(6)-Carboxyfluorescein

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

Empirical Formula (Hill Notation):
C21H12O7
CAS Number:
Molecular Weight:
376.32
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

product line

BioReagent

assay

≥95% (HPLC)

mp

275 °C (dec.) (lit.)

fluorescence

λex 492 nm; λem 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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Application

5(6)-Carboxyfluorescein, fluorescent polyanionic probe, and its derivatives such as 2′,7′-bis (2-carboxyethyl)-5(6)-carboxyfluorescein are used to measure changes in intracellular pH (pHi) and processes such as dendrimer aggregation and absorption.

Other Notes

A probe of intracellular pH

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
D F Babcock
The Journal of biological chemistry, 258(10), 6380-6389 (1983-05-25)
Fluorescein and carboxyfluorescein have found recent application as probes of intracellular pH. The present study examines several parameters required for interpretation of the spectral information derived from fluorescein and carboxyfluorescein generated intracellularly from their permeant diacetate derivatives. Coefficients were determined...
Jie Zhou et al.
Talanta, 99, 625-630 (2012-09-13)
A hairpin molecular beacon tagged with carboxyfluorescein in combination with graphene oxide as a quencher reagent was used to detect the DNA damage by chemical reagents. The fluorescence of molecular beacon was quenched sharply by graphene oxide; while in the...
D Schuster et al.
Acta biomaterialia, 9(3), 5689-5697 (2012-11-22)
The work presented here shows for the first time that it is possible to silicify S-layer coated liposomes and to obtain stable functionalized hollow nano-containers. For this purpose, the S-layer protein of Geobacillus stearothermophilus PV72/p2 was recombinantly expressed and used...
Yang Li et al.
Bioconjugate chemistry, 24(1), 9-16 (2012-12-21)
Although fibrous collagens are major structural components of extracellular matrix in mammals, collagen overproduction is associated with many human diseases including cancers and fibrosis. Collagen is typically identified in biomedical research by Western blot and immunohistochemistry; however, anticollagen antibodies employed...
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