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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

for chiral derivatization, LiChropur^™, ≥98.0%

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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

MDL number:

MFCD00155636

UNSPSC Code:

41116105

PubChem Substance ID:

329756190

NACRES:

NA.22

grade

for chiral derivatization

Quality Level

100

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

SMILES string

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

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

InChI key

ZTFFRKNPAXXEBL-JTQLQIEISA-N

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Chromatography & Spectroscopy Reagents

General description

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

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

Recommended products

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

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

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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K. Shimada et al.

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

M. Calmes et al.

Tetrahedron Asymmetry, 4, 2437-2437 (1993)

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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