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Documentos

71478

Supelco

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

for chiral derivatization, LiChropur™, ≥99.0%

Sinónimos:

FDAA, Marfey’s reagent

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About This Item

Fórmula empírica (notación de Hill):
C9H9FN4O5
Número de CAS:
95713-52-3
Peso molecular:
272.19
Beilstein:
6820069
Número MDL:
MFCD00042049
Código UNSPSC:
12000000
ID de la sustancia en PubChem:
329763313
NACRES:
NA.22

grado

for chiral derivatization

Nivel de calidad

100

Análisis

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

formulario

powder

actividad óptica

[α]20/D +56±2°, c = 1% in acetone

pureza óptica

enantiomeric ratio: ≥99.5:0.5 (HPLC)

calidad

LiChropur™

técnicas

HPLC: suitable

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

NEPLBHLFDJOJGP-BYPYZUCNSA-N

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Descripción general

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.

Aplicación

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).

Otras notas

Reactivo derivatizante para ensayos de quirales no usuales α-análogos de aminoácidos

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Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Información legal

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCH0669
BCCG4642
BCCF8181
BCCF3030
BCCD8951

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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)
R Bhushan et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(29), 3148-3161 (2011-07-09)
The present paper describes an updated knowledge and status on Marfey's reagent (MR), 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (FDNP-L-Ala-NH(2)). The reagent is used for pre-column derivatization of amino acids followed by HPLC separation of the diastereomers so formed. Emphasis is put on the
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
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
A D Tran et al.
Journal of chromatography, 516(1), 241-249 (1990-09-07)
Separation of amino acid enantiomers and peptide isomers has been made possible through the use of Marfey's reagent and high-performance capillary electrophoresis (HPCE). Samples of amino acids and peptides were first derivatized with Marfey's reagent and subsequently analyzed by HPCE.
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