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Amino acid analogs for tumor imaging

Patent ·
OSTI ID:871880
 [1];  [2]
  1. Atlanta, GA
  2. Decatur, GA
+ Show Author Affiliations

The invention provides novel amino acid compounds of use in detecting and evaluating brain and body tumors. These compounds combine the advantageous properties of 1-amino-cycloalkyl-1-carboxylic acids, namely, their rapid uptake and prolonged retention in tumors with the properties of halogen substituents, including certain useful halogen isotopes including fluorine-18, iodine-123, iodine-125, iodine-131, bromine-75, bromine-76, bromine-77 and bromine-82. In one aspect, the invention features amino acid compounds that have a high specificity for target sites when administered to a subject in vivo. Preferred amino acid compounds show a target to non-target ratio of at least 5:1, are stable in vivo and substantially localized to target within 1 hour after administration. An especially preferred amino acid compound is ›.sup.18 F!-1-amino-3-fluorocyclobutane-1-carboxylic acid (FACBC). In another aspect, the invention features pharmaceutical compositions comprised of an .alpha.-amino acid moiety attached to either a four, five, or a six member carbon-chain ring. In addition, the invention features analogs of .alpha.-aminoisobutyric acid.

Research Organization:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN
DOE Contract Number:
FG05-93ER61737
Assignee:
Emory University (Atlanta, GA)
Patent Number(s):
US 5817776
Application Number:
09/744444
OSTI ID:
871880
Country of Publication:
United States
Language:
English

References (8)

New [99mTc]-cytectrene amine compounds as specific brain imaging agents journal February 1995
Direct synthesis of .alpha.-halogenomethyl-.alpha.-amino acids from the parent .alpha.-amino acids journal July 1979
Labeling Cyclic Glycoprotein IIb/IIIa Receptor Antagonists with 99m Tc by the Preformed Chelate Approach:  Effects of Chelators on Properties of [ 99m Tc]Chelator−Peptide Conjugates journal January 1996
Synthesis and Characterization of Technetium-99m-Labeled Tropanes as Dopamine Transporter-Imaging Agents journal January 1997
Radiopharmaceuticals II: Proceedings 2nd International Symposium on Radiopharmaceuticals, March 19–22, 1979, Seattle, Washington journal December 1980
New pilot laboratory freeze dryer journal January 1977
Preparation of Tc-99m labeled pyridoxal-amino acid complexes and their evaluation journal January 1977
Glucose utilization of cerebral gliomas measured by [18F] fluorodeoxyglucose and positron emission tomography journal December 1982

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Related Subjects

-1-amino-3-fluorocyclobutane-1-carboxylic
-amino
-amino acid
-aminoisobutyric
/999/
1-amino-cycloalkyl-1-carboxylic
18
acid
acid analogs
acid compound
acid compounds
acid moiety
acids
addition
administered
administration
advantageous
advantageous properties
alpha
amino
amino acid
analogs
aspect
attached
brain
bromine-75
bromine-76
bromine-77
bromine-82
carbon-chain
carboxylic acid
carboxylic acids
combine
compositions
compositions comprise
compositions comprised
compound
compounds
compounds combine
comprised
detecting
especially
especially preferred
evaluating
evaluating brain
facbc
features
five
fluorine-18
halogen
halogen isotopes
halogen substituents
hour
imaging
including
iodine-123
iodine-125
iodine-131
isotopes
localized
moiety
namely
non-target
novel
novel amino
pharmaceutical
pharmaceutical composition
pharmaceutical compositions
preferred
prolonged
prolonged retention
properties
provides
provides novel
rapid
ratio
retention
sites
six
specificity
stable
subject
substantially
substituents
target
target site
tumor
tumor imaging
tumors
uptake
useful
vivo