D7906
Nα-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide
powder
Synonym(s):
FDAA, Marfey’s reagent
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About This Item
Empirical Formula (Hill Notation):
C9H9FN4O5
CAS Number:
Molecular Weight:
272.19
Beilstein:
6820069
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.25
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form
powder
Quality Level
storage temp.
2-8°C
SMILES string
C[C@H](Nc1cc(F)c(cc1[N+]([O-])=O)[N+]([O-])=O)C(N)=O
InChI
1S/C9H9FN4O5/c1-4(9(11)15)12-6-2-5(10)7(13(16)17)3-8(6)14(18)19/h2-4,12H,1H3,(H2,11,15)/t4-/m0/s1
InChI key
NEPLBHLFDJOJGP-BYPYZUCNSA-N
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Application
N-α-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide is suitable for use for the derivatization of amino acids. glutamate and analine present in cell wall. Derivatized D- and L-amino acids can be resolved and quantitated by HPLC.
Biochem/physiol Actions
N-α-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide (FDAA) is a chiral derivatizing agent and is used routinely to improve the detection of underivatized amino acids in high performance liquid chromatography. Its usage is effective in separating stereoisomer.
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Warning
Hazard Statements
Precautionary Statements
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
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The functional dlt operon of Clostridium butyricum controls the D-alanylation of cell wall components and influences cell septation and vancomycin-induced lysis
Wydau-Dematteis S, et al.
Anaerobe, 35, 105-114 (2015)
High concentrations of D-amino acids in human gastric juice
Nagata Y, et al.
Amino Acids, 32(1), 137-140 (2007)
A comparison of the direct and indirect LC methods for separating enantiomers of unusual glycine and alanine amino acid analogues
Peter A, et al.
Chromatographia, 56(1), S79-S89 (2002)
C3 and 2D C3 Marfey?s methods for amino acid analysis in natural products
Vijayasarathy S, et al.
Journal of Natural Products, 79(2), 421-427 (2016)
Purification of branched-chain amino acid aminotransferase from Helicobacter pylori NCTC 11637
Saito M, et al.
Amino Acids, 33(3), 445-449 (2007)
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