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Safety Information

89377

Sigma-Aldrich

4-Fluoro-DL-glutamic acid

≥93%

Synonym(s):

(±)-2-Amino-4-fluoroglutaric acid

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About This Item

Empirical Formula (Hill Notation):
C5H8FNO4
CAS Number:
2708-77-2
Molecular Weight:
165.12
Beilstein:
5254612
EC Number:
220-302-8
MDL number:
MFCD00055778
UNSPSC Code:
12352200
PubChem Substance ID:
57653342

Assay

≥93%

form

solid

application(s)

peptide synthesis

SMILES string

NC(CC(F)C(O)=O)C(O)=O

InChI

1S/C5H8FNO4/c6-2(4(8)9)1-3(7)5(10)11/h2-3H,1,7H2,(H,8,9)(H,10,11)

InChI key

JPSHPWJJSVEEAX-UHFFFAOYSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

89377-500MG-F:
89377-BULK-F:
89377-VAR-F:
89377-100MG-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS2464V
BCBQ3901V
BCBP2970V
BCBB1540V
BCBB1540

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J J McGuire et al.
The Journal of biological chemistry, 260(11), 6747-6754 (1985-06-10)
The effects of 4-fluoroglutamate on the reaction catalyzed by partially purified rat liver folylpolyglutamate synthetase have been investigated. DL-threo-4-Fluoroglutamate was an effective, concentration-dependent inhibitor of polyglutamylation of both tetrahydrofolate and methotrexate, while the erythro isomer was weakly inhibitory. 4-Fluoroglutamate acted
J Drsata et al.
Journal of enzyme inhibition, 15(3), 273-282 (2000-05-16)
Inhibition of rat brain glutamate decarboxylase (GAD, EC 4.1.1.15) by individual stereoisomers of 4-fluoroglutamate (4-F-Glu) and 2-fluoro-4-aminobutyrate (2-F-GABA) was studied. All stereoisomers of 4-F-Glu inhibited decarboxylation of L-glutamate catalysed by the enzyme preparation. At 1 x 10(-2) M concentration, the
Effects of D,L-4-fluoroglutamic acid on glutamylation of methotrexate by hepatic cells in vitro.
J Galivan et al.
Biochemical pharmacology, 34(16), 2995-2997 (1985-08-15)
Raisa N Krasikova et al.
Journal of medicinal chemistry, 54(1), 406-410 (2010-12-07)
There is a high demand for tumor specific PET tracers in oncology imaging. Besides glucose, certain amino acids also serve as energy sources and anabolic precursors for tumors. Therefore, (18)F-labeled amino acids are interesting probes for tumor specific PET imaging.
Biochemical and biological properties of methotrexate analogs containing D-glutamic acid or D-erythro, threo-4-fluoroglutamic acid.
J J McGuire et al.
Biochemical pharmacology, 42(12), 2400-2403 (1991-11-27)
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