SML3100
AFMT racemate
≥98% (HPLC), E. faecalis pyridoxal-5′-phosphate-dependent tyrosine decarboxylase inhibitor, powder
Synonym(s):
α-(Fluoromethyl)-D/L-tyrosine, (R/S)-α-Fluoromethyltyrosine, (R/S)-2-Amino-3-fluoro-2-(4-hydroxybenzyl)propanoic acid, Alpha-(FluoroMethyl)-D/L-Tyrosine, D/L-AFMT
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About This Item
Empirical Formula (Hill Notation):
C10H12FNO3
CAS Number:
Molecular Weight:
213.21
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Product Name
AFMT racemate, ≥98% (HPLC)
Quality Segment
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
OC1=CC=C(C=C1)CC(N)(C(O)=O)CF
InChI
1S/C10H12FNO3/c11-6-10(12,9(14)15)5-7-1-3-8(13)4-2-7/h1-4,13H,5-6,12H2,(H,14,15)
InChI key
ACIQAJKTARSFHQ-UHFFFAOYSA-N
Biochem/physiol Actions
A racemic mixture of D- and L-AFMT. L-AFMT is reported to selectively inhibt against gut bacteria E. faecalis pyridoxal-5′-phosphate (PLP)-dependent tyrosine decarboxylase (TyrDC)-, but not aromatic amino acid decarboxylase (AADC)-, mediated L-dopa decarboxylation (IC50 = 4.7 μM/cell-free, 1.4 μM/in E. faecalis cultures; 20% human AADC inhibition at 650 μM) via covalent adduct formation with TyrDC co-factor PLP. When co-administered with L-dopa (10 mg/kg) and the AADC inhibitor carbidopa (30 mg/kg) to gnotobiotic mice colonized with E. faecalis, L-AFMT (25 mg/kg) significantly increases L-dopa peak serum concentration.
Covalent inhibtor against L-dopa decarboxylation by gut bacteria E. faecalis tyrosine decarboxylase (TyrDC), but not aromatic amino acid decarboxylase (AADC).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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