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Merck
CN

SML4162

ACMA, Fluorescent Dye

≥95% (HPLC), powder, fluorescent dye

Synonym(s):

9-Amino-6-chloro-2-methoxyacridine, 9-Amino-3-chloro-7-methoxyacridine, 6-Chloro-2-methoxy-9-acridinamine, 2-Methoxy-6-chloro-9-aminoacridine, 3-Chloro-7-methoxy-9-aminoacridine, 6-Chloro-9-amino-2-methoxyacridine, DNA Intercalator ACMA, 9-ACMA, NSC 15300

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About This Item

Empirical Formula (Hill Notation):
C14H11ClN2O
CAS Number:
Molecular Weight:
258.70
NACRES:
NA.21
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
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Product Name

ACMA, Fluorescent Dye, ≥95% (HPLC), powder, fluorescent dye

SMILES string

ClC(C=CC1=C2N)=CC1=NC3=C2C=C(OC)C=C3

assay

≥95% (HPLC)

form

powder

color

, Faint green to light yellow brown

solubility

DMSO: soluble mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

Application

9-Amino-6-chloro-2-methoxyacridine (ACMA) may be used in imaging and labeling applications in biological research, particularly for studying cellular processes and interactions.

Biochem/physiol Actions

9-Amino-6-chloro-2-methoxyacridine (ACMA) is a versatile fluorescent molecule that exhibits pH-sensitive fluorescence, with high intensity at physiological pH and quenching upon protonation, coupled with decreased membrane permeability. 9-ACMA functions as a DNA intercalator, preferentially binding to poly(dA-dT) sequences over poly(dG-dC), with excitation/emission maxima around 410/480 nm, compatible with various UV light sources. ACMA interacts with energized membranes and undergoes fluorescence quenching in response to transmembrane pH gradients. It is extensively employed to monitor cation and anion movement across membranes and to study the proton-pumping activity of various membrane-bound ATPases. ACMA has the capability to induce frameshift mutations as well as transversion and transition mutations. Additionally, it can cause base-pair substitutions in the presence of S9 mix.

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Alex Green Wielandt et al.
Methods in molecular biology (Clifton, N.J.), 1377, 171-180 (2015-12-24)
The activity of enzymes involved in active transport of matter across lipid bilayers can conveniently be assayed by measuring their consumption of energy, such as ATP hydrolysis, while it is more challenging to directly measure their transport activities as the
9-Amino-6-chloro-2-methoxyacridine (ACMA)
Ph. D., R. W. Sabnis
Handbook of Fluorescent Dyes and Probes (2015)
Hiofan Hoi et al.
Journal of biotechnology, 281, 99-105 (2018-07-08)
Channelrhodopsins (ChRs) are a group of membrane proteins that allow cation flux across the cellular membrane when stimulated by light. They have been emerged as important tools in optogenetics where light is used to trigger a change in the membrane
Takatoshi Sekiguchi et al.
The Journal of biological chemistry, 300(9), 107659-107659 (2024-08-12)
Chloroplast ATP synthase (CFoCF1) synthesizes ATP by using a proton electrochemical gradient across the thylakoid membrane, termed ΔμH+, as an energy source. This gradient is necessary not only for ATP synthesis but also for reductive activation of CFoCF1 by thioredoxin

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