HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-(+)-Cysteine → Fmoc-Cys(Trt)-Pro
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-(+)-Cysteine | HCID 5862 | — |
| Reactant | (4-(Benzyloxy)phenyl)methanol | HCID 70043 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | Fmoc-Pro-OH | HCID 688135 | — |
| Reactant | Fmoc-Pro-Wang resin | HCID 11290200 | — |
| Reactant | DCCI HOBt | HCID 21712060 | — |
| Reactant | piperidine N,N-dimethylformamide | HCID 23501187 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Fmoc-Cys(Trt)-Pro | HCID 131720636 | — |
Reaction Steps
0.6 g of Fmoc-Pro-OH is dissolved in 100 ml of dichloromethane, 1.2 equivalents of Wang resin (p-benzyloxybenzyl alcohol resin) are added, and the mixture is stirred at room temperature for 12 hours. After removal of the solvent Fmoc-Pro-Wang resin is obtained. In a peptide synthesizer Fmoc-Cys(Trt)-OH is condensed with H-Pro-Wang resin [liberation from Fmoc-Pro-Wang resin using piperidine/DMF (20% strength)], using a three-fold excess of the protected cysteine. The coupling is carried out at room temperature in DCCI/HOBt, to give Fmoc-Cys(Trt)-Pro-Wang resin. Subsequent treatment with piperidine/DMF (20% strength) again gives H-Cys(Trt)-Pro-Wang resin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05747457 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-38c117d6d4854ea7ad460c44f7245cf8 |
| Source note | uspto-grants-1998_05 |