Die Cyclopropylgruppe in Untersuchungen über Mechanismus und Hemmung von Enzymen

Abstract

Die Cyclopropylgruppe -besonders in Verbindungen wie Cyclopropylmethanol, Phenylcyclopropylamin und Cyclopropanonhydrat -hat sich beim Studium von Enzymreaktionen vielfxch bewlhrt. Ob sich der Cyclopropanring unter Radikalbildung offnet oder intakt bleibt, IaBt weitreichende Schlusse auf die Vorgange im aktiven Zentrum zu.

Investigating the relation between the secondary yield enhancement and the structure of the metallic overlayer in metal‐assisted SIMS

“…7 Such a mechanism is also thermodynamically unfavorable because the cyclopropane ring hydrogen atoms are not acidic. In contrast, the cyclopropane ring of ACC is readily susceptible to nucleophilic attack because of activation by the electron‐withdrawing 1‐carboxylate group and the imine moiety of the Schiff base 19. The fact that Tyr 294 is positioned close to the β‐C atom of ACC/ACP makes it an ideal candidate to assume the role of the attacking nucleophile.…”

Synthesis of Spirocyclopropanated Analogues of Iprodione

“…and stirred for an additional 1 h. The volatile components were evaporated under reduced pressure, the residue was dissolved in H 2 O (10 mL), and the pH was brought to 1-2 using an aq 2 m HCl solution. The aqueous phase was extracted with Et 2 O (3 × 20 mL), the combined organic phases were dried and concentrated under reduced pressure to yield the crude N- [1-(3,5- 2 Cl 2 (5 mL), the mixture treated with an aq. 1 m NaOH solution (3.5 mL) and stirred vigorously for 5 min.…”

Highly Stereoselective Halocyclopropanation of α,β‐Unsaturated Amides

“…Thus, many of these compounds have been prepared to verify theoretical calculations of the bonding features of these strained cycloalkanes [4] and to study enzyme mechanisms or inhibition. [5] From a synthetic viewpoint, cyclopropanes have been used as starting materials to obtain other cycloalkanes [6] and acyclic compounds. [7] Functionalized cyclopropanes are most interesting, especially when the functionality can be readily modified with total or high selectivity such as, for example, in halocyclopropanes.…”