Cholesterol → HCID 131730175, compound

HRID 1808662Notes

Reaction equation

HRID 1808662 reaction equation
[CH:1]1[C:6]([N:7]=[C:8]=[S:9])=[CH:5][C:4]2[C:10]([O:12][C:13]3([C:23]4[CH:24]=[CH:25][C:26]([OH:28])=[CH:27][C:22]=4[O:21][C:15]4[CH:16]=[C:17]([OH:20])[CH:18]=[CH:19][C:14]3=4)[C:3]=2[CH:2]=1)=[O:11].[CH3:29][CH:30]([CH2:32][CH2:33][CH2:34][C@H:35]([C@@H:37]1[C@:55]2([CH3:56])[C@H:40]([C@H:41]3[C@H:52]([CH2:53][CH2:54]2)[C@:50]2([CH3:51])[C:44]([CH2:45][C@H:46]([CH2:48][CH2:49]2)[OH:47])=[CH:43][CH2:42]3)[CH2:39][CH2:38]1)[CH3:36])[CH3:31]>CS(C)=O.C(=O)([O-])[O-]>[CH:1]1[C:6]([N:7]=[C:8]=[S:9])=[CH:5][C:4]2[C:10]([O:12][C:13]3([C:14]4[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][C:15]=4[O:21][C:22]4[CH:27]=[C:26]([OH:28])[CH:25]=[CH:24][C:23]3=4)[C:3]=2[CH:2]=1)=[O:11].[CH3:31][CH:30]([CH2:32][CH2:33][CH2:34][C@H:35]([C@@H:37]1[C@:55]2([CH3:56])[C@H:40]([C@H:41]3[C@H:52]([CH2:53][CH2:54]2)[C@:50]2([CH3:51])[C:44]([CH2:45][C@H:46]([CH2:48][CH2:49]2)[OH:47])=[CH:43][CH2:42]3)[CH2:39][CH2:38]1)[CH3:36])[CH3:29]

Participants

5

Reactant 2

HCID 5997CholesterolHCID 18730Fluorescein 5-isothiocyanate

Product 1

HCID 131730175HCID 131730175, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 19660Carbonate IonSolvent

Procedure

Fluorescein isothiocyanate (10 mg) was dissolved in 1 ml anhydrous DMSO and 20 μl of the FTIC solution was added to 1 ml of cholesterol-coated iron oxide-lipoprotein (0.5 mg/ml Fe) in 500 mM carbonate buffer solution (pH 9.5). The reaction mixture was reacted at room temperature for 1 hr and dialyzed in a phosphate buffer solution (PBS) to obtain FITC-cholesterol-coated iron oxide-lipoprotein nanoparticles. 200 μl of FITC-cholesterol-coated iron oxide-lipoprotein were injected via the tail vein of mice. FIG. 5 shows the fluorescent signal in the blood samples that were obtained serially over a time over 220 min after injection of the particles into the tail vein. The signals were normalized to the first time point obtained within 2 min of injection. The graph suggests a circulation half-life of about 30 min for a cholesterol-coated iron oxide-lipoprotein particle with a size of 97 nm.

Workup

  1. customThe reaction mixture was reacted at room temperature for 1 hr
  2. customdialyzed in a phosphate buffer solution (PBS)

Sources & evidence

ORD record
ord-dc453d7892b14cf9b1a69d13090c98e0
Source dataset
uspto-grants-2013_01
Patent number
US08361494B2

Reaction notes

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