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F5126

Sigma-Aldrich

m-Fluoro-DL-phenylalanine

≥98%

Synonyme(s) :

3-Fluoro-DL-phenylalanine

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About This Item

Formule linéaire :
FC6H4CH2CH(NH2)COOH
Numéro CAS:
456-88-2
Poids moléculaire :
183.18
Numéro Beilstein :
2939807
Numéro CE :
220-104-1
Numéro MDL:
MFCD00004273
Code UNSPSC :
12352209
ID de substance PubChem :
24894882
Nomenclature NACRES :
NA.26

product name

m-Fluoro-DL-phenylalanine,

Pureté

≥98%

Forme

powder

Couleur

white to off-white

Pf

240-250 °C

Application(s)

cell analysis
peptide synthesis

Chaîne SMILES 

NC(Cc1cccc(F)c1)C(O)=O

InChI

1S/C9H10FNO2/c10-7-3-1-2-6(4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)

Clé InChI

VWHRYODZTDMVSS-UHFFFAOYSA-N

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Actions biochimiques/physiologiques

m-Fluoro-DL-phenylalanine, a toxic antimetabolite, is a racemic mixture of a substituted (halogenated) benzoyl D and L phenylalanine with potential use in antiviral and antimicrobial drug development.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Monica N Kinde et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(48), 13762-13767 (2016-11-20)
Voltage-gated sodium channels (NaV) play an important role in general anesthesia. Electrophysiology measurements suggest that volatile anesthetics such as isoflurane inhibit NaV by stabilizing the inactivated state or altering the inactivation kinetics. Recent computational studies suggested the existence of multiple
Nick J P Wierckx et al.
Applied and environmental microbiology, 71(12), 8221-8227 (2005-12-08)
Efficient bioconversion of glucose to phenol via the central metabolite tyrosine was achieved in the solvent-tolerant strain Pseudomonas putida S12. The tpl gene from Pantoea agglomerans, encoding tyrosine phenol lyase, was introduced into P. putida S12 to enable phenol production.
H Ito et al.
Agricultural and biological chemistry, 54(3), 707-713 (1990-03-01)
Two kinds of 3-deoxy-D-arabino-hepturosonate-7-phosphate (DAHP) synthase genes were cloned from an L-Phe-producing mutant of Brevibacterium lactofermentum, AJ11957, which was resistant to m-fluoro-D,L-phenylalanine (mFP) and p-fluoro-D,L-phenylalanine (pFP) and which had DAHP synthase free from feedback inhibition. Both genes were cloned using
Julianne L Kitevski-Leblanc et al.
Journal of biomolecular NMR, 47(2), 113-123 (2010-04-20)
Traditional single site replacement mutations (in this case, phenylalanine to tyrosine) were compared with methods which exclusively employ (15)N and (19)F-edited two- and three-dimensional NMR experiments for purposes of assigning (19)F NMR resonances from calmodulin (CaM), biosynthetically labeled with 3-fluorophenylalanine
H Ito et al.
Agricultural and biological chemistry, 54(3), 699-705 (1990-03-01)
A wild-type parent of Brevibacterium lactofermentum was converted into an L-Tyr producer by three steps of genetic breeding. First, acquirement of m-fluoro-D, L-phenylalanine resistance (1,000 microgram/ml) brought about MF1317 which produced 3.5 g/l of L-Tyr and a byproduct of 2.8
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