ChemicalBook > CAS DataBase List > BCECF-AM

BCECF-AM

Product Name
BCECF-AM
CAS No.
117464-70-7
Chemical Name
BCECF-AM
Synonyms
BCECF-AM;BCECF--1M;BCECF--1M 1MG;Bcecf-AmSolution;bcecf-acetoxymethyl;BCECF-Acetoxymethyl ester;BCECF AM pH Indicator (Green);BCECF/AM - CAS 117464-70-7 - Calbiochem;BCECF.AM ESTER, 1 MG/ML IN*ANHYDROUS DMSO;2,7-BIS(2-CARBOXYETHYL)-5,6-CARBOXYFLUORESCEIN
CBNumber
CB5111514
Molecular Formula
C42H40O21
Formula Weight
880.75
MOL File
117464-70-7.mol
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BCECF-AM Property

Boiling point:
692.41°C (rough estimate)
Density 
1.2837 (rough estimate)
refractive index 
1.6500 (estimate)
Flash point:
85 °C
storage temp. 
-20°C
solubility 
acetonitrile: 25mg/mL
DMF: soluble
DMSO: soluble
form 
White to off-white solid
color 
Orange to red
Appearance
white powder
CAS DataBase Reference
117464-70-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B8806
Product name
2′,7′-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester
Purity
1 mg/mL in DMSO
Packaging
1 mg
Price
$296
Updated
2025/07/31
Sigma-Aldrich
Product number
216254
Product name
BCECF/AM
Packaging
1mg
Price
$199
Updated
2025/07/31
Cayman Chemical
Product number
15922
Product name
BCECF-Acetoxymethyl ester
Purity
≥95%
Packaging
1mg
Price
$117
Updated
2024/03/01
Cayman Chemical
Product number
15922
Product name
BCECF-Acetoxymethyl ester
Purity
≥95%
Packaging
5mg
Price
$521
Updated
2024/03/01
Cayman Chemical
Product number
15922
Product name
BCECF-Acetoxymethyl ester
Purity
≥95%
Packaging
25mg
Price
$1540
Updated
2021/12/16
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BCECF-AM Chemical Properties,Usage,Production

Description

BCECF AM ester is a widely-used fluorescent indicator for estimating intracellular pH. This membrane-permeant compound is modified by intracellular esterases to produce BCECF, a polar fluorescein derivative that is retained by cells. Intracellular BCECF is stable and has an efflux half-life of greater than two hours. Intracellular pH measurements are made by ratio imaging, which involves determining the pH-dependent ratio of emission intensity (detected at 535 nm) when the dye is excited at 490 nm vs. the emission intensity when excited at 440 nm. This approach is amenable to either spectrofluorometry or flow cytometry. BCECF AM can also be used to investigate intracellular changes in other ions, including potassium.

Chemical Properties

pale yellow to yellow powder

Uses

Cell-permeable ester of BCECF that, on hydrolysis by cytosolic esterases, yields the intracellularly trapped pH-indicator BCECF. Allows simultaneous recording of cell volume changes and intracellular pH in single osteosarcoma cells.

General Description

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

Biological Activity

Non-charged, non-fluorescent pH indicator. Readily and rapidly diffuses through cell membranes.

References

[1] T J RINK  T P  R Y Tsien. Cytoplasmic pH and free Mg2+ in lymphocytes.[J]. Journal of Cell Biology, 1982, 95 1: 189-196. DOI: 10.1083/jcb.95.1.189
[2] PINAR OZKAN  Raj M. A rapid method for measuring intracellular pH using BCECF-AM[J]. Biochimica et biophysica acta. General subjects, 2002, 1572 1: Pages 143-148. DOI: 10.1016/s0304-4165(02)00303-3
[3] CAROLINE DIVE. Polar fluorescein derivatives as improved substrate probes for flow cytoenzymological assay of cellular esterases[J]. Molecular and Cellular Probes, 1988, 2 2: Pages 131-145. DOI: 10.1016/0890-8508(88)90035-7
[4] NATHAN O’CONNOR  Randi B S. Ratio imaging: practical considerations for measuring intracellular Ca2+ and pH in living cells.[J]. Methods in cell biology, 2013, 114: 387-406. DOI: 10.1016/b978-0-12-407761-4.00016-6
[5] SUE CHOW  Ian T  David Hedley. Flow cytometric calibration of intracellular pH measurements in viable cells using mixtures of weak acids and bases[J]. Cytometry Part B: Clinical Cytometry, 1996, 24 4: 360-367. DOI: 10.1002/(sici)1097-0320(19960801)24:4<360::aid-cyto7>3.0.co;2-j
[6] LáSZLó BALKAY. Flow cytometric determination of intracellular free potassium concentration[J]. Cytometry Part B: Clinical Cytometry, 1998, 28 1: 42-49. DOI: 10.1002/(sici)1097-0320(19970501)28:1<42::aid-cyto5>3.0.co;2-j

Abs/Em Maxima

440; 490/530 nm

Excitation / Emission Maximum

440-490 nm/535 nm

BCECF-AM Preparation Products And Raw materials

Raw materials

Preparation Products

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BCECF-AM Suppliers

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117464-70-7, BCECF-AMRelated Search:


  • 2,7-BIS(2-CARBOXYETHYL)-5,6-CARBOXYFLUORESCEIN
  • 2',7'-BIS(2-CARBOXYETHYL)-5(6)-CARBOXYFLUORESCEIN ACETOXYMETHYL ESTER
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  • 2',7'-Bis(2-acetoxymethoxycarbonylethyl)-3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid acetoxymethyl ester
  • 2,7-Bis[2-(acetoxymethoxycarbonyl)ethyl]-3,6-dihydroxy-3'-oxospiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-6'-carboxylic acid acetoxymethyl ester
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  • BCECF-AM
  • 3',6'-bis(Acetyloxy)-5(or6)-[[(acetyloxy)methoxy]carbonyl]-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-dipropanoicacid2',7'-bis[(acetyloxy)methyl]ester
  • BCECF/AM - CAS 117464-70-7 - Calbiochem
  • BCECF-Acetoxymethyl ester
  • BCECF--1M
  • BCECF--1M 1MG
  • SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHENE)-2',7'-DIPROPANOIC ACID
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  • 2',7'-bis-(2-carboxyethyl)-5-(and-6)-carboxyfluorescein, acetoxymethy
  • 2',7'-bis-(2-carboxyethyl)-5-(and-6)-carboxyfluorescein, acetoxymethyl ester
  • BCECF-AM, intracellular ratiometric pH indicator
  • BCECF AM pH Indicator (Green)
  • 117464-70-7
  • C42H40O21
  • C39H36O19
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  • Monovalent Ion Channels
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