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Merck
CN

42095

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

≥99.0% (sum of enantiomers, TLC)

Synonym(s):

FDAA, Marfey’s reagent

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About This Item

Empirical Formula (Hill Notation):
C9H9FN4O5
CAS Number:
95713-52-3
Molecular Weight:
272.19
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
6820069
MDL number:
MFCD00042049

Key Documents

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assay

≥99.0% (sum of enantiomers, TLC)

optical activity

[α]20/D +56±2°, c = 1% in acetone

solubility

acetone: 10 mg/mL, clear, bright yellow

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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Other Notes

Chiral reagent used for the assay of enantiomeric purity of amino acids with HPLC

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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H. Bruckner et al.
Chromatographia, 30, 621-621 (1990)
P. Marfey
Carlsberg Research Communications, 49, 591-591 (1984)
D J Aberhart et al.
Analytical biochemistry, 151(1), 88-91 (1985-11-15)
For studies on the coenzyme B12-dependent enzyme, leucine-2,3-aminomutase, (3R)- and (3S)-beta-leucines were synthesized. The 10-camphorsulfonamide p-nitrobenzyl esters could be resolved by normal-phase HPLC. A much better separation was obtained by reversed-phase HPLC of the diastereomeric derivatives obtained by treatment of
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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Global Trade Item Number

SKUGTIN
452114-5G04061832324401

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