## Abstract Sequential polypeptides with the repeating units L‐glutamyl‐L‐DOPA, L‐DOPA‐L‐glutamyl‐L‐DOPA, L‐glutamyl‐L‐glutamyl‐L‐DOPA, L‐DOPA‐L‐DOPA‐L‐glutamyl‐L‐DOPA, and L‐glutamyl‐L‐glutamyl‐L‐glutamyl‐L‐DOPA have been synthesized by solution polymerization of the __p__‐nitrophenyl esters of th
Synthesis of sequential polypeptides containing L-β-3,4-dihydroxyphenyl-α-alanine (DOPA) and L-lysine
✍ Scribed by Hiroyuki Yamamoto; Tadao Hayakawa
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1982
- Tongue
- English
- Weight
- 781 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0006-3525
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✦ Synopsis
Abstract
Six different sequential polypeptides with the repeating units L‐lysyl‐L‐DOPA, L‐DOPA‐L‐lysine, L‐lysyl‐L‐lysyl‐L‐DOPA, L‐DOPA‐L‐DOPA‐L‐lysine, L‐lysyl‐L‐lysyl‐L‐lysyl‐L‐DOPA, and L‐DOPA‐L‐DOPA‐L‐DOPA‐L‐lysine have been synthesized by solution polymerization of the p‐nitrophyenyl esters of the corresponding di‐, tri‐, and tetrapeptides. The O,O′‐dimethyl and N‐ε‐2‐chlorobenzyloxycarbonyl groups were used to protect side chains of L‐DOPA and L‐lysine. The monomers for the polytripeptides and polytetrapeptides were prepared by stepwise elongation, using the dicyclohexylcarbodiimide coupling method. Moderately high molecular weight sequential polypeptides were obtained. The addition of 1‐hydroxybenzotriazole increased their molecular weights, but not so effectively. The protected groups of the side chains were removed simultaneously by use of boron tribromide in chloroform. Water‐soluble sequential polypeptides containing L‐DOPA were obtained.
📜 SIMILAR VOLUMES
Isomerization was performed by refluxing solutions of ( 3 j -( 7 ) (5mmol) in 2.0M (12.51111) ethereal zinc iodide solution for 2-4 h. The isomerizations can also be carried out on a preparative scale:
## Abstract High‐molecular‐weight poly(0,0′‐dicarbobenzoxy‐L‐β‐3,4‐dihydroxyphenyl‐α‐alanine) was prepared by the __N__‐carboxyanhydride method. From the results obtained by a study of the optical rotation, nuclear magnetic resonance, and solution infrared absorption, the conformation of poly(0,0′‐