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β-Helical structures of Boc-(L-Val-D-Val)6-OMe in the crystalline state and in chloroform

✍ Scribed by Gian Paolo Lorenzi; Hans Jäckle; Lera Tomasic; Carlo Pedone; Benedetto Di Blasio

Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
469 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis

A conformational study was carried out on Boc‐(L‐Val‐D‐Val)~6~‐OMe in the crystalline state by X‐ray and IR. and by ^1^H‐NMR. in chloroform. The dodecapeptide crystallizes from CHCl~3~/EtOAc with a left‐handed helical structure of the type ↑↓ β^5.6^, and from CHCl~3~/MeOH (or MeOH) with a different structure. In chloroform it forms three slowly interconverting species: one is a ↑↓ β^5.6^ left‐handed helical species, and the other two are most likely single‐stranded β^4.4^ helical species of opposite handedness. The double‐stranded helical species is predominant in fresh solutions of samples obtained from CHCl~3~/EtOAc. Because of the slow conversion or formation of this species some hours are needed to reach the conformational equilibrium in chloroform at 25°.

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