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Merck
CN

D7906

Nα-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide

chiral derivatizing agent , 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
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.25
Beilstein/REAXYS Number:
6820069
MDL number:
Assay:
≥98% (TLC)
Form:
powder
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Product Name

Nα-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide, powder

assay

≥98% (TLC)

Quality Level

form

powder

color

, Yellow to Light Yellow with Green

solubility

acetone: 10 mg/mL, clear (Yellow to Light Yellow with Green)

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

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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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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High concentrations of D-amino acids in human gastric juice
Nagata Y, et al.
Amino Acids, 32(1), 137-140 (2007)
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)
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)



Global Trade Item Number

SKUGTIN
D7906-100MG04061835354528
D7906-25MG04061835354535