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Merck

71478

Supelco

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

for chiral derivatization, LiChropur, ≥99.0%

Synonym(e):

FDAA, Marfey-Reagenz

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About This Item

Empirische Formel (Hill-System):
C9H9FN4O5
CAS-Nummer:
Molekulargewicht:
272.19
Beilstein:
6820069
MDL-Nummer:
UNSPSC-Code:
12000000
PubChem Substanz-ID:
NACRES:
NA.22

Qualität

for chiral derivatization
LiChropur

Qualitätsniveau

Assay

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

Form

powder

Optische Aktivität

[α]20/D +56±2°, c = 1% in acetone

Optische Reinheit

enantiomeric ratio: ≥99.5:0.5 (HPLC)

Methode(n)

HPLC: suitable

Lagertemp.

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

InChIKey

NEPLBHLFDJOJGP-BYPYZUCNSA-N

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Allgemeine Beschreibung

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.

Anwendung

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).

Sonstige Hinweise

Derivatisierungsreagenz für die Analyse ungewöhnlicher chiraler α-Aminosäuren-Analoga

Empfohlene Produkte

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Rechtliche Hinweise

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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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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