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71478

Supelco

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

for chiral derivatization, LiChropur™, ≥99.0%

Sinonimo/i:

FDAA, Marfey’s reagent

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About This Item

Formula empirica (notazione di Hill):
C9H9FN4O5
Numero CAS:
95713-52-3
Peso molecolare:
272.19
Beilstein:
6820069
Numero MDL:
MFCD00042049
Codice UNSPSC:
12000000
ID PubChem:
329763313
NACRES:
NA.22

Grado

for chiral derivatization

Livello qualitativo

100

Saggio

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

Forma fisica

powder

Attività ottica

[α]20/D +56±2°, c = 1% in acetone

Purezza ottica

enantiomeric ratio: ≥99.5:0.5 (HPLC)

Qualità

LiChropur™

tecniche

HPLC: suitable

Temperatura di conservazione

2-8°C

Stringa SMILE

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
NEPLBHLFDJOJGP-BYPYZUCNSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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).

Altre note

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

Prodotti consigliati

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Note legali

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315 - H319 - H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
BCCH0669
BCCG4642
BCCF8181
BCCF3030
BCCD8951

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Sigma-Aldrich

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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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