HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Tryptophan → Picolinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Tryptophan | HCID 9060 | — |
| Reactant | 3-(3-Pyridyl)-D-alanine | HCID 1268144 | — |
| Reactant | D-3-(2-Naphthyl)alanine | HCID 2733661 | — |
| Reactant | HCID 178419017 | HCID 178419017 | — |
| Product | Picolinic acid | HCID 1018 | — |
Reaction Steps
D-PicLys was substituted by D-3Pal, D-Trp, D-PzcLys, D-2-Nal and D-NicLys. Peptides 7 and 10 with D-3-Pal and D-2-Nal, respectively, were inactive at 0.25 μg. D-Trp is neutral and D-PzcLys is less basic than D-PicLys. These amino acids might be a good choice for lowering histamine release. Analog 11 with D-NicLys showed 67% AOA/0.25 μg which confirms past results that picolinic acid is superior to nicotinic acid for acylation of lysine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05480969 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-da29337fc6644ac597eaa5cc00ae9660 |
| Source note | uspto-grants-1996_01 |