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Merck
CN

SML4210

L-ANAP trifluoroacetate

≥98% (HPLC), powder, fluorescent amino acid analog

Synonym(s):

3-[(6-Acetyl-2-naphthalenyl)amino]-L-alanine TFA; (2S)-3-[(6-Acetylnaphthalen-2-yl)amino]-2-aminopropanoic acid TFA, (S)-3-((6-Acetylnaphthalen-2-yl)amino)-2-aminopropanoic acid TFA, ANAP TFA, S-Anap TFA

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About This Item

Empirical Formula (Hill Notation):
C15H16N2O3 · xC2HF3O2
CAS Number:
Molecular Weight:
272.30 (free base basis)
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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Quality Segment

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

OC([C@@H](N)CNC1=CC2=C(C=C1)C=C(C=C2)C(C)=O)=O

General description

L-ANAP (ANAP) is a bright fluorescent amino acid that can be site-specifically incorporated into proteins using amber stop codon suppression.

Application

L-ANAP may be used to fluorescently label proteins and study its localization and dynamics within live mammalian cells.

Biochem/physiol Actions

L-ANAP (ANAP), a fluorescent structural probe, enables real-time monitoring of ion channel dynamics through site-specific incorporation and environmental sensitivity. ANAP features optimal spectral properties with λex ~ 360 nm and environment-dependent λem ~ 490 nm, Φ of 0.22–0.5, and an ϵ of 17.5 mM−1 cm−1 in water. Due to its environmental sensitivity and ability to serve as a FRET donor, ANAP enables simultaneous monitoring of protein conformational changes, ligand binding, protein-protein interactions, and temperature sensitivity while maintaining channel function. ANAP’s versatility is demonstrated through successful applications in various cell types (Xenopus oocytes, HEK-293, CHO, tSA-201 cells), where it can be combined with electrical recordings to provide direct correlation between structural states and channel function. ANAP’s small size, environment-sensitive fluorescence, and the capability to introduce it at specific sites in the proteome through simple mutagenesis make it a unique and valuable tool for eukaryotic cell biology.

Disclaimer

Hygroscopic Store with desiccant


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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