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Merck
CN

C8427

2′,7′-bis(2-Carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester Mixed isomers

Synonym(s):

BCECF-acetoxymethyl

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About This Item

UNSPSC Code:
12352200
PubChem Substance ID:
329775170
MDL number:
MFCD00036969

Key Documents

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form

solid

storage temp.

−20°C

SMILES string

CC(=O)OCOC(=O)CCc1cc2c(Oc3cc(OCOC(C)=O)c(CCC(=O)OCOC(C)=O)cc3C24OC(=O)c5cc(ccc45)C(=O)OCOC(C)=O)cc1OCOC(C)=O

InChI

1S/C42H40O21/c1-22(43)52-17-57-34-15-36-32(13-27(34)7-10-38(48)59-19-54-24(3)45)42(31-9-6-29(12-30(31)41(51)63-42)40(50)61-21-56-26(5)47)33-14-28(8-11-39(49)60-20-55-25(4)46)35(16-37(33)62-36)58-18-53-23(2)44/h6,9,12-16H,7-8,10-11,17-21H2,1-5H3

InChI key

NTECHUXHORNEGZ-UHFFFAOYSA-N

General description

Material is an isomeric mixture of lactones, acetates, and AM esters

Other Notes

Membrane-permeable fluorescent probe for cytoplasmic pH.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC9719
MKBS0655V
MKBP7697V
SLBG6214V
SLBG3641V

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Scott K Parks et al.
American journal of physiology. Cell physiology, 292(2), C935-C944 (2006-09-29)
Isolated mitochondria-rich (MR) cells from the rainbow trout gill epithelium were subjected to intracellular pH (pH(i)) imaging with the pH-sensitive dye BCECF-AM. MR cells were categorized into two distinct functional subtypes based on their ability to recover pH(i) from an
Arno Hueber et al.
Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie, 243(9), 942-946 (2005-04-19)
This study was performed to evaluate the safety and efficacy of photodynamic therapy with the carboxyfluorescein ester BCECF-AM as an adjunctive treatment procedure for pterygium surgery to reduce the rate of recurrence. In this nonrandomized prospective clinical trial, 19 eyes
Mohammad Abdus Salam et al.
Bioscience, biotechnology, and biochemistry, 76(9), 1785-1787 (2012-09-14)
Chitosan (CHT)-induced stomatal closure was inhibited by an MAPKK inhibitor, PD98059, and was impaired in mpk9 mpk12 but not in mpk9 or mpk12. CHT induced the production of reactive oxygen species, cytosolic alkalization, and cytosolic Ca(2+) oscillation in mpk9 mpk12.
Corbin J Bachmeier et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(6), 998-1003 (2006-03-24)
The present study quantitatively compared the drug efflux transport kinetics of 2',7'-bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester (BCECF-AM) and its fluorescent metabolite 2',7'-bis(2-carboxyethyl)-5(6)-carboxyfluorescein (BCECF) in various blood-brain barrier (BBB) models. BCECF-AM was exposed to freshly isolated bovine brain microvessels (BBM), primary cultured bovine
Carmen Vale-González et al.
Journal of neuroscience research, 84(2), 326-337 (2006-04-25)
Changes in intracellular pH (pH(i)) and cytosolic calcium concentration ([Ca(2+)](c)) caused by the glutamate agonist domoate (DOM) were studied in single cultured mouse cerebellar granule cells (CGC) by using the fluorescent probes 2',7'-bis(carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester (BCECF-AM) and simultaneous evaluation of
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