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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H9FN2O3
Molecular Weight 163.1375
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-FLUOROGLUTAMINE (4R) F-18

SMILES

N[C@@H](C[C@@H]([18F])C(N)=O)C(O)=O

InChI

InChIKey=PGEYFCBAWGQSGT-SQEVOQPYSA-N
InChI=1S/C5H9FN2O3/c6-2(4(8)9)1-3(7)5(10)11/h2-3H,1,7H2,(H2,8,9)(H,10,11)/t2-,3+/m1/s1/i6-1

HIDE SMILES / InChI

Molecular Formula C5H9FN2O3
Molecular Weight 163.1375
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 08:23:35 UTC 2023
Edited
by admin
on Sat Dec 16 08:23:35 UTC 2023
Record UNII
XE87369YJP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-FLUOROGLUTAMINE (4R) F-18
Common Name English
(18F) 4-L-FLUOROGLUTAMINE (2S,4R)
Common Name English
(2S,4R)-2,5-DIAMINO-4-(FLUORO-18F)-5-OXOPENTANOIC ACID
Systematic Name English
18F-(2S,4R)4-fluoroglutamine
Common Name English
(18F)4-L-FLUOROGLUTAMINE
Common Name English
(4R)-4-(18F)FLUORO-L-GLUTAMINE
Common Name English
(2S,4R)-4FGIN
Common Name English
J2.919.149B
Code English
L-GLUTAMINE, 4-(FLUORO-18F)-, (4R)-
Common Name English
(18F)FGN
Common Name English
Code System Code Type Description
PUBCHEM
50898367
Created by admin on Sat Dec 16 08:23:36 UTC 2023 , Edited by admin on Sat Dec 16 08:23:36 UTC 2023
PRIMARY
CAS
1262523-92-1
Created by admin on Sat Dec 16 08:23:36 UTC 2023 , Edited by admin on Sat Dec 16 08:23:36 UTC 2023
PRIMARY
FDA UNII
XE87369YJP
Created by admin on Sat Dec 16 08:23:36 UTC 2023 , Edited by admin on Sat Dec 16 08:23:36 UTC 2023
PRIMARY
Related Record Type Details
TRANSPORTER -> SUBSTRATE
TARGET->RADIOLIGAND
HIgher expression in tumors
NON-LABELED -> LABELED
Related Record Type Details
ACTIVE MOIETY
Official Title: A Phase I Study: PET Imaging of Cancer Patients Using (18F) 4-L-Fluoroglutamine (2S,4R) Purpose: This is a Phase I study. This study is the first time that a new experimental drug called 18FFluoroglutamine, or F-Glutamine, is being used in people. F-Glutamine is a drug designed to be used with PET scanners that can 'see' where F-Glutamine goes in the body, after its injected. PET scanners are one of the kinds of scanners you normally find in a hospital radiology department. The researchers have found that tumors in animals absorb F-Glutamine. The researchers believe that scans with F-Glutamine might be able to find tumors in patients. This first in-human study is being done to see how long F-Glutamine lasts in the blood, when it is given to people in tiny amounts by an injection, and to see where F-Glutamine goes in the body. If the results of this trial are good, then the study doctors plan to use F-Glutamine in another trial to see if scans with F-Glutamine are better for finding tumors compared to the standard types of scans that doctors use.
ACTIVE MOIETY
RESULTS: In vitro studies showed that both transformed 9L and SF188 tumor cells displayed a high rate of glutamine uptake (maximum uptake, 16% dose/100 .MU.g of protein). The cell uptake of (18)F-(2S,4R)4-fluoroglutamine by SF188 cells is comparable to that of (3)H-L-glutamine but higher than that of (18)F-FDG. The tumor cell uptake can be selectively blocked. Biodistribution and PET studies showed that (18)F-(2S,4R)4-fluoroglutamine localized in tumors with a higher uptake than in surrounding muscle and liver tissues. Data suggest that certain tumor cells may use glutamine for energy production. CONCLUSION: The results support that (18)F-(2S,4R)4-fluoroglutamine is selectively taken up and trapped by tumor cells. It may be useful as a novel metabolic tracer for tumor imaging.