Acetate → L-Leucine, N-[N-[N-(N-L-tyrosylglycyl)-L-alanyl]-L-phenylalanyl]-

HRID 436960Notes

Reaction equation

HRID 436960 reaction equation
Cl.[NH2:2][C@H:3]([C:12]([NH:14][CH2:15][C:16]([NH:18][C@H:19]([C:21]([NH:23][C@H:24]([C:32]([NH:34][C@H:35]([C:40]([OH:42])=[O:41])[CH2:36][CH:37]([CH3:39])[CH3:38])=[O:33])[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:22])[CH3:20])=[O:17])=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.C([O-])(=O)C>C(O)(=O)C>[NH2:2][C@H:3]([C:12]([NH:14][CH2:15][C:16]([NH:18][C@H:19]([C:21]([NH:23][C@H:24]([C:32]([NH:34][C@H:35]([C:40]([OH:42])=[O:41])[CH2:36][CH:37]([CH3:38])[CH3:39])=[O:33])[CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:22])[CH3:20])=[O:17])=[O:13])[CH2:4][C:5]1[CH:6]=[CH:7][C:8]([OH:11])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 175AcetateHCID 70633860HCID 70633860, compound

Product 1

HCID 12042244L-Leucine, N-[N-[N-(N-L-tyrosylglycyl)-L-alanyl]-L-phenylalanyl]-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The L-tyrosylglycyl-L-alanyl-L-phenylalanyl-L-leucine hydrochloride is dissolved in 250 parts by volume of 20% acetic acid and passed slowly through an IR-45 ion exchange column in the acetate form. The column is washed with 20% acetic acid until no more peptide is eluted. Fractions containing the product are combined and the solvent removed by stripping under reduced pressure at room temperature. The residual glass is dissolved in 75 parts water and lyophilized to give L-tyrosylglycyl-L-alanyl-L-phenylalanyl-L-leucine as a fluffy solid. This compound is represented by the following formula

Workup

  1. washThe column is washed with 20% acetic acid until no more peptide
  2. washis eluted
  3. additionFractions containing the product
  4. customthe solvent removed
  5. customby stripping under reduced pressure at room temperature
  6. dissolutionThe residual glass is dissolved in 75 parts water

Sources & evidence

ORD record
ord-da655f0822484b85a991f904b70bcd7d
Source dataset
uspto-grants-1977_06
Patent number
US04028319

Reaction notes

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