1185251-08-4

Basic information

• Product Name: 3-[(6-Acetyl-2-naphthalenyl)aMino]alanine
• Synonyms: 3-[(6-Acetyl-2-naphthalenyl)aMino]alanine
• CAS NO: 1185251-08-4
• Molecular Formula: C15H16N2O3
• Molecular Weight: 272.29914
• Product Categories: Amines, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1185251-08-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 556.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.320±0.06 g/cm3(Predicted)
• PKA: 9.83±0.13(Predicted)
• CAS DataBase Reference: 3-[(6-Acetyl-2-naphthalenyl)aMino]alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(6-Acetyl-2-naphthalenyl)aMino]alanine(1185251-08-4)
• EPA Substance Registry System: 3-[(6-Acetyl-2-naphthalenyl)aMino]alanine(1185251-08-4)

Safety Data

• Hazardous Substances Data: 1185251-08-4(Hazardous Substances Data)

Usage

Uses

3-[(6-Acetyl-2-naphthalenyl)amino]alanine is used in the synthesis of genetically encodable fluorescent unnatural amino acid L-3-(6-Acetylnaphthalen-2-ylamino)-2-aminopropanoic acid.

Upstream product

• 151600-02-1 6-bromo-2-naphthalenyl trifluoromethanesulfonate 
• 7470-88-4 1-(6-aminonaphthalen-2-yl)ethanone 
• 10441-41-5 1-(6-hydroxy-2-naphthyl)ethan-1-one 
• 1590-25-6 1-(6-bromonaphthalen-2-yl)ethanone 
• 1313516-29-8 N-tert-butoxycarbonyl-6-acetyl-2-naphthylamine 
• 15231-91-1 6-bromo-naphthalen-2-ol 

Relevant articles and documents

Enantiospecific synthesis of genetically encodable fluorescent unnatural amino acid l-3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid

Fluorescent unnatural amino acids (UAAs), when genetically incorporated into proteins, can provide unique advantages for imaging biological processes in vivo. Synthesis of optically pure l-enantiomer of fluorescent UAAs is crucial for their effective application in live cells. An efficient six-step synthesis of l-3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid (l-Anap), a genetically encodable and polarity-sensitive fluorescent UAA, has been developed. The synthesis takes advantage of a high-yield and enantiospecific Fukuyama-Mitsunobu reaction as the key transformation.