N_α-(2,4-Dinitro-5-fluorophenyl)-L-valinamide

Name: <I>N</I><SUB>α</SUB>-(2,4-Dinitro-5-fluorophenyl)-<SC>L</SC>-valinamide
Brand: SIAL
Price: 151 EUR

derivatization grade (chiral), LiChropur^™, ≥98.0%

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100 MG

€ 151,00

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About This Item

Linear Formula:

FC₆H₂(NO₂)₂NH[CHCH(CH₃)₂]CONH₂

CAS Number:

132679-61-9

Molecular Weight:

300.24

NACRES:

NA.22

PubChem Substance ID:

329756190

UNSPSC Code:

41116105

MDL number:

MFCD00155636

Key Documents

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Product Name

N_α-(2,4-Dinitro-5-fluorophenyl)-L-valinamide, derivatization grade (chiral), LiChropur^™, ≥98.0%

InChI

1S/C11H13FN4O5/c1-5(2)10(11(13)17)14-7-3-6(12)8(15(18)19)4-9(7)16(20)21/h3-5,10,14H,1-2H3,(H2,13,17)/t10-/m0/s1

SMILES string

CC(C)[C@H](Nc1cc(F)c(cc1[N+]([O-])=O)[N+]([O-])=O)C(N)=O

InChI key

ZTFFRKNPAXXEBL-JTQLQIEISA-N

grade

derivatization grade (chiral)

assay

≥98.0% (sum of enantiomers, HPLC)
≥98.0%

optical activity

[α]20/D +14.0±1.5°, c = 2% in acetone

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

quality

LiChropur^™

technique(s)

HPLC: suitable

mp

173-177 °C (lit.)
173-177 °C

storage temp.

2-8°C

Quality Level

100

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Show Differences

1 of 4

This Item	42100	71478	D7906
Supelco 42102 N_α-(2,4-Dinitro-5-fluorophenyl)-L-valinamide	Supelco 42100 N_α-(2,4-Dinitro-5-fluorophenyl)-D-valinamide	Supelco 71478 N_α-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide	Sigma-Aldrich D7906 N_α-(2,4-Dinitro-5-fluorophenyl)-L-alaninamide
grade for chiral derivatization	grade for chiral derivatization	grade for chiral derivatization	grade -
assay ≥98.0% (sum of enantiomers, HPLC)	assay ≥98.0% (sum of enantiomers, HPLC)	assay ≥99.0% (sum of enantiomers, TLC)	assay -
optical activity [α]20/D +14.0±1.5°, c = 2% in acetone	optical activity [α]20/D −14.0±1.5°, c = 2% in acetone	optical activity [α]20/D +56±2°, c = 1% in acetone	optical activity -
optical purity enantiomeric ratio: ≥99.5:0.5 (HPLC)	optical purity enantiomeric ratio: ≥99.5:0.5 (HPLC)	optical purity enantiomeric ratio: ≥99.5:0.5 (HPLC)	optical purity -
quality LiChropur^™	quality LiChropur^™	quality LiChropur^™	quality -
technique(s) HPLC: suitable	technique(s) HPLC: suitable	technique(s) HPLC: suitable	technique(s) -

Application

_L-FDVA may be used as derivatizing agent for amino acids in the isolation and identification of microcystins.[1]

General description

Nα-(2,4-Dinitro-5-fluorophenyl)-L-valinamide [_L-FDVA] is a derivatizing chiral agent.[1]

Other Notes

Chiral derivatizing agent (chiral Sanger′s Reagent) for determining the enantiomeric purity of amino acids with HPLC[2]; This analogue of Marfey′s reagent can also be used with amines[3][4]

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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K. Shimada et al.

Journal of Liquid Chromatography, 16, 3311-3311 (1993)

M. Calmes et al.

Tetrahedron Asymmetry, 4, 2437-2437 (1993)

Liquid chromatography-electrospray ionisation-mass spectrometry based method for the simultaneous determination of algal and cyanobacterial toxins in phytoplankton from marine waters and lakes followed by tentative structural elucidation of microcystins.

Dahlmann, Jens, Wes R. Budakowski, and Bernd Luckas

Journal of Chromatography A, 994, 45-57 (2003)

H. Bruckner et al.

Journal of Chromatography A, 555, 81-81 (1991)

Structure elucidation and biosynthesis of fuscachelins, peptide siderophores from the moderate thermophile Thermobifida fusca.

Eric J Dimise et al.

Proceedings of the National Academy of Sciences of the United States of America, 105(40), 15311-15316 (2008-10-04)

Bacteria belonging to the order Actinomycetales have proven to be an important source of biologically active and often therapeutically useful natural products. The characterization of orphan biosynthetic gene clusters is an emerging and valuable approach to the discovery of novel

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

derivatization grade (chiral), LiChropur™, ≥98.0%