Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenacylamine | HCID 11952 | — |
| Reactant | 2-Amino-5-nitrobenzophenone | HCID 15681 | — |
| Solvent | Sodium Acetate | HCID 517045 | — |
| Product | Phenacylamine | HCID 11952 | — |
| Product | 2-Aminobenzaldehyde | HCID 68255 | — |
Reaction Steps
Evaluation of the reaction efficiency as a function of the reactant to protein concentration ratio, and the reactivity with 2-ABA-like reactants is shown in FIG. 27. The mass spectra of hRBP4 with PCL incorporated at position 122 (hRBP4 Phe122PCL) after reaction with 0.1 mM 2-amino-benzaldehyde (2-ABA) is shown in FIG. 27A, while the mass spectra for hRBP4 Phe122PCL after reaction with 0.1 mM 2-amino-acetophenone (2-AAP) and 0.1 mM 2-amino-5-nitro-benzophenone (2-ANBP) are shown if FIG. 27B and FIG. 27C, respectively. All reactions were performed in 200 mM sodium acetate, pH 5.0. The protein conjugates are detected at the correct mass and with the expected mass increase as given in FIG. 23. In addition, yields of greater than 88% conversion for 2-ABA and 2-AAP were achieved, although because of low solubility a yield of about 5% was obtained for 2-ANBP. However, this demonstrates that 2-ABA analogues react efficiently at the PCL incorporation site at reactant to protein concentration ratios of 6 to 1. The extent of the reactions is only slightly lower than those performed at reactant to protein ratios of 600 to 1 (FIG. 26).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785151B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-360df24fabcb4331977d2a2e7e11b5ba |
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| Source note | uspto-grants-2014_07 |
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