Glutaric anhydride → HCID 178455886, compound

HRID 589426Notes

Reaction equation

HRID 589426 reaction equation
[CH3:1][CH2:2][C@@H:3]([C@@H:5]1[NH:34][C:32](=[O:33])[CH2:31][NH:30][C:28](=[O:29])[C@H:27]2[NH:35][C:36]([C@H:38]([C@H:58]([C@@H:60]([OH:63])[CH2:61][OH:62])[CH3:59])[NH:39][C:40]([C@H:42]3[N:46]([C:47]([C@H:49]([CH2:53][C:54]([NH2:56])=[O:55])[NH:50][C:51](=[O:52])[C@@H:13]([CH2:14][S+:15]([O-:64])[C:16]4[NH:24][C:23]5[CH:22]=[C:21]([OH:25])[CH:20]=[CH:19][C:18]=5[C:17]=4[CH2:26]2)[NH:12][C:10](=[O:11])[CH2:9][NH:8][C:6]1=[O:7])=[O:48])[CH2:45][C@H:44]([OH:57])[CH2:43]3)=[O:41])=[O:37])[CH3:4].[O:65]=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:79]1(=[O:86])[O:85][C:83](=[O:84])[CH2:82][CH2:81][CH2:80]1>N1C=CC=CC=1>[CH3:1][CH2:2][C@@H:3]([C@@H:5]1[NH:34][C:32](=[O:33])[CH2:31][NH:30][C:28](=[O:29])[C@H:27]2[NH:35][C:36]([C@H:38]([C@H:58]([C@@H:60]([OH:63])[CH2:61][OH:62])[CH3:59])[NH:39][C:40]([C@H:42]3[N:46]([C:47]([C@H:49]([CH2:53][C:54]([NH2:56])=[O:55])[NH:50][C:51](=[O:52])[C@@H:13]([CH2:14][S+:15]([O-:64])[C:16]4[NH:24][C:23]5[CH:22]=[C:21]([OH:25])[CH:20]=[CH:19][C:18]=5[C:17]=4[CH2:26]2)[NH:12][C:10](=[O:11])[CH2:9][NH:8][C:6]1=[O:7])=[O:48])[CH2:45][C@H:44]([OH:57])[CH2:43]3)=[O:41])=[O:37])[CH3:4].[C:79]([O-:85])(=[O:86])[CH2:80][CH2:81][CH2:82][C:83]([O-:65])=[O:84]

Participants

5

Reactant 3

HCID 7940Glutaric anhydrideHCID 14812Phosphorus oxide (P4O10)HCID 178455884HCID 178455884, compound

Product 1

HCID 178455886HCID 178455886, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

3.0 mg (3.3 μmol) of α-amanitin, dried in vacuo over P4O10 was dissolved in 0.25 ml of dry pyridine and reacted with 0.9 mg (79 μmol) glutaric anhydride in 0.1 ml pyridine for 24 h at RT in the dark. The peptide was precipitated by addition of 7 ml of dry diethylether, centrifuged, and the solid washed a second time with diethylether and centrifuged.

Workup

  1. customThe peptide was precipitated by addition of 7 ml of dry diethylether
  2. washcentrifuged, and the solid washed a second time with diethylether

Sources & evidence

ORD record
ord-8d7386ff1b2541d0a4d5bbca3006008e
Source dataset
uspto-grants-2016_01
Patent number
US09233173B2

Reaction notes

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