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Acetaldehyde → (s,z)-2-(3-((1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)(3-hydroxy-4,4-dimethoxybut-1-enyl)amino)propylamino)-2-(hydroxymethyl)propane-1,3-diol

HRID 1928683
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1928683
[Si](O[C@@H]1C[C@@H](CO)OC(=O)C1)([C:4](C)(C)[CH3:5])(C)C.[Na+].[Cl-].[CH3:20][O:21][CH:22]([O:25][CH3:26])[CH:23]=[O:24].C(=O)C.[OH-].[Na+].[CH2:32]([CH2:42][NH:43][C:44]([CH2:49][OH:50])([CH2:47][OH:48])[CH2:45][OH:46])[CH2:33][NH:34][C:35]([CH2:40][OH:41])([CH2:38][OH:39])[CH2:36][OH:37]>>[OH:46][CH2:45][C:44]([N:43](/[CH:4]=[CH:5]\[C@H:23]([OH:24])[CH:22]([O:25][CH3:26])[O:21][CH3:20])[CH2:42][CH2:32][CH2:33][NH:34][C:35]([CH2:36][OH:37])([CH2:38][OH:39])[CH2:40][OH:41])([CH2:47][OH:48])[CH2:49][OH:50]
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Komponenten

7

Edukt 6

HCID 177AcetaldehydeHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 125132Bis-tris propane2×HCID 162650Acetaldehyde, 2,2-dimethoxy-HCID 10659025(4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(hydroxymethyl)-tetrahydropyran-2-one

Produkt 1

HCID 58361809(s,z)-2-(3-((1,3-Dihydroxy-2-(hydroxymethyl)propan-2-yl)(3-hydroxy-4,4-dimethoxybut-1-enyl)amino)propylamino)-2-(hydroxymethyl)propane-1,3-diol

Reaktionsbedingungen

Temperatur
37 °C

Versuchsvorschrift

To a solution of bis-tris propane [2] buffer (70 mL, 50 mM bis-tris propane, pH 8.0, 300 mM NaCl) and a solution of 2,2-dimethoxyethanal X′ (10 mL, 0.5 M in bis-tris propane buffer as described above), an aqueous solution of DERA 02 (10 mL, prepared with analogue method to one described in Example 1) and a solution of acetaldehyde (10 mL, 1.0 M in bis-tris propane buffer as described above) was added. The mixture was stirred for 3 h at 37° C. and pH was regulated at 8.0 with NaOH. After 3 h the proteins in the sample (1 mL) from the reaction mixture (100 mL) were precipitated with acetonitrile (9 mL) and the solution was centrifuged. A sample from the supernatant was collected and analyzed directly by HPLC-MS/MS instrument:

Aufarbeitung

  1. customAfter 3 h the proteins in the sample (1 mL) from the reaction mixture (100 mL) were precipitated with acetonitrile (9 mL)
  2. customA sample from the supernatant was collected

Quellen und Nachweise

ORD-Eintrag
ord-e2df4a0c2daa4f4b8b27b8e94b210495
Quelldatensatz
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08183397B2

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