1,2-Dichloroethane → CS-045 succinimide

HRID 128899Notes

Reaction equation

HRID 128899 reaction equation
[CH3:1][C:2]1[C:3]([CH3:31])=[C:4]2[O:13][C:12]([CH2:15][O:16][C:17]3[CH:18]=[CH:19][C:20]([CH2:23][CH:24]4[S:30][C:28](=[O:29])[NH:27][C:25]4=[O:26])=[CH:21][CH:22]=3)([CH3:14])[CH2:11][CH2:10][C:5]2=[C:6]([CH3:9])[C:7]=1[OH:8].C1(=O)OC(=O)CC1.C(Cl)CCl.O[N:44]1[C:48](=[O:49])[CH2:47][CH2:46][C:45]1=[O:50]>N1C=CC=CC=1>[CH3:1][C:2]1[C:3]([CH3:31])=[C:4]2[O:13][C:12]([CH2:15][O:16][C:17]3[CH:18]=[CH:19][C:20]([CH2:23][CH:24]4[S:30][C:28](=[O:29])[NH:27][C:25]4=[O:26])=[CH:21][CH:22]=3)([CH3:14])[CH2:11][CH2:10][C:5]2=[C:6]([CH3:9])[C:7]=1[OH:8].[C:45]1(=[O:50])[NH:44][C:48](=[O:49])[CH2:47][CH2:46]1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 5591TroglitazoneHCID 7922Succinic anhydrideHCID 80170N-Hydroxysuccinimide

Product 1

HCID 86749100CS-045 succinimide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To make the succinyl CS-045 conjugate of β-phycoerythrin, first 44 mg of CS-045 was reacted for 5 hours at room temperature with 20 mg succinic anhydride in pyridine. Then 4 mg of the resulting succinyl CS-045 was reacted overnight at 4° C. with 2 mg EDC and 1.2 mg N-hydroxysuccinimide to produce CS-045 succinimide. Forty micrograms of this CS-045 succinimide was reacted for 4 hours at room temperature with 500 μg β-phycoerythrin. The final succinyl CS-045 conjugate of β-phycoerythrin was precipitated with 60% final (w/v) saturated ammonium sulfate and resuspended in phosphate buffered saline.

Sources & evidence

ORD record
ord-6192c1e9fdbe40cba892f641eff308c6
Source dataset
uspto-grants-1995_11
Patent number
US05466610

Reaction notes

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