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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
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CAS No. : | 132055-99-3 | MDL No. : | MFCD00155642 |
Formula : | C9H9FN4O5 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NEPLBHLFDJOJGP-SCSAIBSYSA-N |
M.W : | 272.19 | Pubchem ID : | 125721 |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501 | UN#: | 2811 |
Hazard Statements: | H301-H311-H331 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydrogencarbonate In water at 40℃; for 0.75h; | ||
With sodium hydrogencarbonate In water at 40℃; for 0.75h; | 4.5. Advanced Marfey's analysis of amino acid residues in 1 General procedure: For the analysis of the Ile unit in 1, additional lagunamide C (0.5 mg) was hydrolyzed in 6 N HCl at 110 °C for 20 h and was derivatized with Marfey's reagent (L-FDAA) as described above. Two portions each of 0.5 mg standard L-Ile and L-allo-Ile were dissolved in 100 μL of H2O. A 1.0% solution of L-FDAA (100 μL) and 1 N NaHCO3 (20 μL) were added to one portion each of L-Ile and L-allo- Ile and to the other portions were added 1.0% solution of D-FDAA (100 μL) and 1 N NaHCO3 (20 μL). All four mixtures were then heated at 40 °C for 45 min. The solution were cooled to r.t., neutralized with 2 N HCl (10 μL) and evaporated to dryness. The residues were then resuspended in MeCN (500 μL). The aliquots were subjected to reversed-phase LC-MS (Agilent 1100 series) accordingto the Marfey's method [column: Phenomenex, Luna, 150 x 2.0 mm, 5 μm, 100 Å; mobile phase, MeCN in 0.1% (v/v) aqueous HCOOH; flow rate, 0.20 mL/min] using a linear gradient (30-70% MeCN over 40 min) (Marfey, 1984; Fuji et al., 1997a,b). An Agilent 1100 series MSD spectrometer was used for detection in API-ES(negative mode). The derivatized Ile residue in the hydrolysate of 1 eluted at the same retention time as the derivatized standard L-allo-Ile (14.2 min) but not that of L-Ile (13.0 min), D-Ile (=D-FDAA derivatized L-Ile , 17.3 min) and D-allo-Ile (=D-FDAA derivatized L-allo-Ile, 17.8 min). | |
With sodium hydrogencarbonate In water; acetone at 40℃; for 1h; |
With triethylamine In acetone; acetonitrile at 50℃; for 1.5h; | ||
With sodium hydrogencarbonate In acetone at 50℃; for 1h; | Marfey analysis General procedure: The absolute configurations of the amino acids present in1 and 2 were determined by the Marfey’s method [15, 16].Briefly, solutions at 50 μM of each L-amino acid (proline,leucine, isoleucine and phenylalanine) were prepared. Then,50 μl of each solution was treated with a 1-fluoro-2,4-dinitrophenyl-5-L-alaninamide (L-FDAA) at 1% in acetone(100 μl) and sodium bicarbonate 1M (20 μl). The mixturewas heated for 1 h at 50 °C. Subsequently, the mixture wascooled to room temperature, and a solution of HCl 1M(10 μl) was added. The obtained residue was dried in adesiccator over NaOH pellets and dissolved in DMSO(1 ml). The same procedure was repeated employing1-fluoro-2,4-dinitrophenyl-5-D-alaninamide (D-FDAA).HPLC analyses were performed in a HPLC-DAD (agilent1260), symmetry C-18 column (100 × 4.6 mm, 3.5 μm)eluting with a first step gradient (MeCN-HCOOH 0,1%)from 10:90 up to 18:82 in 30 min, followed by a secondgradient from 18:82 up to 40:60 in 15 min, and maintaining40:40 for other 10 min for a total run time of 55 min, at aflow rate of 2 ml min-1 and 25 °C, and detecting on a DADdetector. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydrogencarbonate In water; acetone at 80℃; for 0.166667h; | ||
With triethylamine In acetone; acetonitrile at 50℃; for 1h; | 4.3.2. Marfey’s Derivatization with D- and L-FDAA General procedure: The hydrolysate of 3 was dissolved in triethylamine/ACN (2:3) (80 μL), and this solution was then treated with 1% 1-fluoro-2,4-dinitrophenyl-5-L-alaninamide (L-FDAA) in ACN/acetone (1:2) (75 μL). The vial was heated at 50 °C for 1 h. The mixture was dried and resuspended in ACN/H2O (5:95) (500 μL) for subsequent LC-MS analysis (I). The hydrolysate of 4 was treated with D-FDAA under identical conditions as 3 (II). Authentic L-Val and L-Pro standards were treated with L-FDAA and D-FDAA as above (III). | |
With sodium hydrogencarbonate In water; acetone at 40℃; for 1h; |
With triethylamine In acetone; acetonitrile at 50℃; for 1.5h; | ||
With sodium hydrogencarbonate In acetone at 40℃; for 1h; |
[ 95713-52-3 ]
(S)-2-((5-Fluoro-2,4-dinitrophenyl)amino)propanamide
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