Sodium Hydroxide → HCID 131719728, compound

HRID 1079297Notes

Reaction equation

HRID 1079297 reaction equation
[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:2][C:3]([NH:5][C@H:6]([C:8]([N:10]1[CH2:17][CH2:16][CH2:15][C@H:11]1[C:12](O)=[O:13])=[O:9])[CH3:7])=[O:4].[N+:28](C1C=CC=CC=1NCC(O)=O)([O-])=O.OS([O-])=O.[Na+].[OH-].[Na+]>CO>[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:2][C:3]([NH:5][C@H:6]([C:8]([N:10]1[CH2:17][CH2:16][CH2:15][C@H:11]1[C:12]([NH2:28])=[O:13])=[O:9])[CH3:7])=[O:4]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 23665763Sodium BisulfiteHCID 131719729HCID 131719729, compound

Product 1

HCID 131719728HCID 131719728, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Z-Gly-Ala-Pro-2-nitrophenylglycine (SEQ ID NO:13) amide (0.025 mmol) in MeOH (12.5 ml) was added to 80 mM NaHSO3 (12.5 ml) and pH was adjsuted to 9.5 with 5N NaOH. The reaction mixture was purged with N2 for 15 min and subsequently photolyzed under nitrogen cover at a distance of 20 cm from the SP 200 lamp through Pyrex. The photolysis was followed by extraction of samples at 0, 30, 60 and 120 min. Each sample was analyzed using HPLC system-5 and the results compared with those from the 0 min sample as well as with the results from the CPD-Y hydrolysis and the transpeptidation mixture. Purification and identification were performed as previously described.

Workup

  1. customThe reaction mixture was purged with N2 for 15 min
  2. extractionThe photolysis was followed by extraction of samples at 0, 30, 60 and 120 min
  3. customfrom the 0 min sample
  4. customresults from the CPD-Y hydrolysis
  5. customPurification and identification

Sources & evidence

ORD record
ord-c8e2d1aae6c44e1b82fd0053352af9e1
Source dataset
uspto-grants-1996_12
Patent number
US05580751

Reaction notes

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