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71478

Supelco

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

derivatization grade (chiral), LiChropur™, ≥99.0%

Synonym(s):

FDAA, Marfey’s reagent

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50 MG
$145.00

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50 MG
$145.00

About This Item

Empirical Formula (Hill Notation):
C9H9FN4O5
CAS Number:
95713-52-3
Molecular Weight:
272.19
Beilstein/REAXYS Number:
6820069
MDL number:
MFCD00042049
UNSPSC Code:
23151816
PubChem Substance ID:
329763313
NACRES:
NA.22

$145.00

Available to ship onApril 29, 2025Details

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grade

derivatization grade (chiral)

Quality Level

100

assay

≥99.0% (sum of enantiomers, TLC)
≥99.0%

form

powder

optical activity

[α]20/D +56±2°, c = 1% in acetone

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

quality

LiChropur™

technique(s)

HPLC: suitable

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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General description

Nα-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide (FDAA) is a chiral derivatizing agent (CDA), has high enantioselectivity but low sensitivity as compared to other CDAs. It is generally used to assign the stereochemistry of amino acids in trace amounts.[1]

Application

FDAA was used as derivatizing reagent, in a study performed to understand unusual amino acids using reversed phase high performance liquid chromatography-electrospray ionization mass spectrometry (RPHPLC-ESI-MS).[1]

Other Notes

Derivatization reagent for the assay of unusual chiral α-amino acid analogs[2]

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0069
BCCM9307
BCCL4997
BCCK1844
BCCH0669

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Chirality determination of unusual amino acids using precolumn derivatization and liquid chromatography-electrospray ionization mass spectrometry.
Hess S
Journal of Chromatography A, 1035(2), 211-219 (2004)
S Kochhar et al.
Analytical biochemistry, 178(1), 17-21 (1989-04-01)
Amino acids are quantitatively determined by precolumn derivatization with 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide and reversed-phase high-performance liquid chromatography with photometric detection at 340 nm. Excellent chromatographic resolution of a mixture of the derivatives of 20 amino acids including proline and cystine is
Michael J Berna et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 846(1-2), 359-363 (2006-09-12)
The ability to selectively measure serine enantiomer concentrations in rat brain microdialysate is essential during drug discovery to study the interaction of d-serine with the N-methyl-d-aspartate (NMDA) subtype of the glutamate receptor. NMDA receptor-stimulating agents, such as d-serine, have been
G Szókán et al.
Journal of chromatography, 444, 115-122 (1988-07-01)
Reversed-phase high-performance liquid chromatography and pre-column derivatization with 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (Marfey's reagent) were used for monitoring racemization in peptides, amino acids and their derivatives by separation of optical isomers of amino acids. The technique was applied to the analysis of
J G Adamson et al.
Analytical biochemistry, 202(1), 210-214 (1992-04-01)
A chromatographic assay has been developed to quantitate racemization occurring during attachment of protected amino acids to peptide synthesis resins. Acidolytic cleavage of deprotected amino acids from supports and subsequent derivatization with 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (Marfey's reagent) gave diastereomers separable by
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