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Nα-(2,4-dinitro-5-fluorophényl)-L-alaninamide

for chiral derivatization, LiChropur™, ≥99.0%

Synonyme(s) :

FDAA, réactif de Marfey

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About This Item

Formule empirique (notation de Hill):
C9H9FN4O5
Numéro CAS:
95713-52-3
Poids moléculaire :
272.19
Numéro Beilstein :
6820069
Numéro MDL:
MFCD00042049
Code UNSPSC :
12000000
ID de substance PubChem :
329763313
Nomenclature NACRES :
NA.22

Qualité

for chiral derivatization
LiChropur™

Niveau de qualité

100

Pureté

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

Forme

powder

Activité optique

[α]20/D +56±2°, c = 1% in acetone

Pureté optique

enantiomeric ratio: ≥99.5:0.5 (HPLC)

Technique(s)

HPLC: suitable

Température de stockage

2-8°C

Chaîne 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

Clé InChI

NEPLBHLFDJOJGP-BYPYZUCNSA-N

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Description générale

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.

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).

Autres remarques

réactif de dérivation pour le test des analogues d′α-acides aminés non usuels chiraux

Produits recommandés

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Informations légales

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL4997
BCCK1844
BCCH0669
BCCJ1676
BCCJ5172

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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)
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
R Bhushan et al.
Amino acids, 36(3), 571-579 (2008-07-10)
Some non-protein alpha-amino acids were derivatized with 1-fluoro-2,4-dinitrophenyl-5-L-alaninamide (Marfey's reagent, MR, FDNP-L-Ala-NH(2),) and four of its structural variants FDNP-L-Phe-NH(2), FDNP-L-Val-NH(2), FDNP-L-Leu-NH(2) and FDNP-L-Pro-NH(2). The resultant diastereomers were separated by normal and reversed phase thin layer chromatography (TLC) and reversed phase
Sonja Hess et al.
Analytical biochemistry, 311(1), 19-26 (2002-11-21)
Silk fibroins from moth larvae and spiders are composed of highly repetitive Ala- and Gly-rich blocks that determine their structure, properties, and function. To investigate the metabolic integration of isotopically labeled amino acids in the excreted silk, the enrichment of
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
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