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21932

Sigma-Aldrich

5(6)-Carboxynaphthofluorescein

BioReagent, suitable for fluorescence, ≥90% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C29H16O7
CAS Number:
128724-35-6
Molecular Weight:
476.43
UNSPSC Code:
12352108
PubChem Substance ID:
329752223
NACRES:
NA.32

product line

BioReagent

Quality Level

100

Assay

≥90% (HPLC)

form

solid

pKa 

7.6

fluorescence

λex 512 nm; λem 567 nm (acid/neutral)
λex 598 nm; λem 668 nm (basic)

suitability

suitable for fluorescence

SMILES string

OC(=O)c1ccc2c(c1)C(=O)OC23c4ccc5cc(O)ccc5c4Oc6c3ccc7cc(O)ccc67.OC(=O)c8ccc9C(=O)OC%10(c%11ccc%12cc(O)ccc%12c%11Oc%13c%10ccc%14cc(O)ccc%13%14)c9c8

InChI

1S/2C29H16O7/c30-17-4-6-19-14(11-17)1-9-23-25(19)35-26-20-7-5-18(31)12-15(20)2-10-24(26)29(23)22-8-3-16(27(32)33)13-21(22)28(34)36-29;30-17-4-7-19-14(11-17)2-9-22-25(19)35-26-20-8-5-18(31)12-15(20)3-10-23(26)29(22)24-13-16(27(32)33)1-6-21(24)28(34)36-29/h2*1-13,30-31H,(H,32,33)

InChI key

ANUHNEJUELPITC-UHFFFAOYSA-N

Application

5(6)-Carboxynaphthofluorescein (CNF) may be used as an intravesicular pH-sensitive probe for the detection of activity, selectivity and cooperativity of ion channels such as gramicidin A.

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

Certificates of Analysis (COA)

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M Ramanathan et al.
Biosensors & bioelectronics, 22(12), 3001-3007 (2007-02-03)
The aim of the present work is to develop an evanescence wave array biosensor exploiting the "kinetic" approach of enzymatic reaction and further detection of the reaction products via pH sensitive fluorophore reporter. To demonstrate the feasibility of this approach
Shannon G Klein et al.
Global change biology, 23(9), 3690-3703 (2017-04-09)
Anthropogenic nutrient inputs enhance microbial respiration within many coastal ecosystems, driving concurrent hypoxia and acidification. During photosynthesis, Symbiodinium spp., the microalgal endosymbionts of cnidarians and other marine phyla, produce O
A Song et al.
Analytical chemistry, 69(5), 863-867 (1997-03-01)
A fast and durable ratiometric pH microoptode that is highly accurate, precise, sensitive, reversible, and reproducible over the physiological ranges of pH, ionic strength, and temperature has been developed. The sensing site consists of 5 (and 6)-carboxynaphthofluorescein (CNF) entrapped in
D A Jankowska et al.
Biosensors & bioelectronics, 87, 312-319 (2016-08-31)
Aging population and longer life expectancy are the main reasons for an increasing number of patients with wound problems. Although the interest in wound care increases continuously, wound management still remains a challenge mainly due to the higher occurrence of
Sara M Butterfield et al.
Organic & biomolecular chemistry, 7(9), 1784-1792 (2009-07-11)
The activity of synthetic pores, ion channels, transporters and carriers is usually determined with fluorescent probes in vesicles or by conductance measurements in planar lipid bilayers. Elaborating on more colorful alternatives, we here introduce 5(6)-carboxynaphthofluorescein (CNF) as an intravesicular pH
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