Ninhydrin → Sodium 3,6-disulfonaphthylthiourea

HRID 1582857

Reaktionsgleichung

Reaktionsgleichung von HRID 1582857
[S:1]([C:5]1[CH:6]=[C:7]([N:19]=[C:20]=[S:21])[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2)([OH:4])(=[O:3])=[O:2].[Na:22].C1C=C2C(C(O)(O)C(=O)C2=CC=1)=O.C[N:37](C)CC=C>O>[S:1]([C:5]1[CH:6]=[C:7]([NH:19][C:20]([NH2:37])=[S:21])[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([S:15]([OH:18])(=[O:16])=[O:17])=[CH:10][CH:9]=2)([OH:4])(=[O:3])=[O:2].[Na:22]

Komponenten

5

Edukt 3

HCID 10236NinhydrinHCID 75082N,N-DimethylallylamineHCID 86584464sodium 3,6-Disulfonapthylisothiocyanate

Produkt 1

HCID 86584463Sodium 3,6-disulfonaphthylthiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
53 °C

Versuchsvorschrift

Solid sodium 3,6-Disulfonapthylisothiocyanate (200 mg; 0.51 mmol) was added to a solution of poly-L-lysine (15-30 K) (50 mg) in a mixture of water (2 ml) and N,N-dimethyl-N-allylamine buffer (pH 9.5; 2ml). The resulting mixture was heated under nitrogen at 53° C. for 3 hours, when a ninhydrin test was negative. The cooled mixture was filtered and the filtrate concentrated to give a brownish solid residue. The solid residue was redissolved in water and passed through a column of Amberlite IR 120(Na) and then concentrated. The crude product was purified by gel filtration (Sephadex LH20; water) and freeze dried to give sodium 3,6-disulfonaphthylthiourea terminated poly-L-lysine BRI6047 as a white fluffy solid (87 mg).

Aufarbeitung

  1. filtrationThe cooled mixture was filtered
  2. concentrationthe filtrate concentrated
  3. customto give a brownish solid residue
  4. concentrationconcentrated
  5. filtrationThe crude product was purified by gel filtration (Sephadex LH20; water)
  6. customfreeze dried

Quellen und Nachweise

ORD-Eintrag
ord-23e3150cd3d94b80bd0b6e02c0f6eb91
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06740635B2

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