222727-43-7

Basic information

• Product Name: Cyclobutanecarboxylic acid, 1-amino-3-fluoro-, trans- (9CI)
• Synonyms: Cyclobutanecarboxylic acid, 1-amino-3-fluoro-, trans- (9CI);Cyclobutanecarboxylic acid, 1-aMino-3-fluoro-, trans;trans-1-AMino-3-fluoro-cyclobutanecarboxylic Acid;trans-1-Amino-3-fluoro-cyclobutanecarboxylic acid - A13111
• CAS NO: 222727-43-7
• Molecular Formula: C5H8FNO2
• Molecular Weight: 133.1209232
• Product Categories: AMINOACID
• Mol File: 222727-43-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Cyclobutanecarboxylic acid, 1-amino-3-fluoro-, trans- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclobutanecarboxylic acid, 1-amino-3-fluoro-, trans- (9CI)(222727-43-7)
• EPA Substance Registry System: Cyclobutanecarboxylic acid, 1-amino-3-fluoro-, trans- (9CI)(222727-43-7)

Safety Data

• Hazardous Substances Data: 222727-43-7(Hazardous Substances Data)

Usage

Uses

trans-1-Amino-3-fluoro-cyclobutanecarboxylic Acid is a precursor for labelled anti-[F-18]-1-amino-3-fluorocyclobutane-1-carboxylic acid; a PET tracer for tumor delineation.

Upstream product

• 222727-33-5 1-t-butyl carbamate-3-benzyloxy-1-cyclobutane-1-carboxylic acid methyl ester 
• 222727-31-3 1-t-butyl carbamate-3-benzyloxy-1-cyclobutane-1-carboxylic acid 
• 191110-49-3 2-(benzyloxy)-5,7-diazaspiro[3.4]octane-6,8-dione 
• 222727-35-7 1-t-butyl carbamate-3-hydroxy-1-cyclobutane-1-carboxylic acid methyl ester 
• 222727-29-9 1-amino-3-benzyloxycyclobutane-1-carboxylic acid 
• 222727-41-5 1-t-butyl carbamate-3-fluoro-1-cyclobutane-1-carboxylic acid methyl ester 

Relevant articles and documents

Stereoselective synthesis and biological evaluation of syn-1-amino-3-[18F]fluorocyclobutyl-1-carboxylic acid as a potential positron emission tomography brain tumor imaging agent

Amino acid syn-1-amino-3-fluoro-cyclobutyl-1-carboxylic acid (syn-FACBC) 12, the isomer of anti-FACBC, has been selectively synthesized and [18F] radiofluorinated in 52% decay-corrected yield using no-carrier-added [18F]fluoride. The key step in the synthesis of the desired isomer involved stereoselective reduction using lithium alkylborohydride/zinc chloride, which improved the ratio of anti-alcohol to syn-alcohol from 17:83 to 97:3. syn-FACBC 12 entered rat 9L gliosarcoma cells primarily via L-type amino acid transport in vitro with high uptake of 16% injected dose per 5 × 105 cells. Biodistribution studies in rats with 9L gliosarcoma brain tumors demonstrated high tumor to brain ratio of 12:1 at 30 min post injection. In this model, amino acid syn-[18F]FACBC 12 is a promising metabolically based radiotracer for positron emission tomography brain tumor imaging.

Synthesis of [F-18]-1-amino-3-fluorocyclobutane-1-carboxylic acid (FACBC): A pet tracer for tumor delineation

Fluorine-18 labeled 1-amino-3-fluorocyclobutane-1-carboxylic acid (FACBC), a new tumor-avid amino acid, was synthesized for positron emission tomography. [18F]FACBC was prepared with high specific activity by nucleophilic displacement with an o