A Study of Oligocarbamate Secondary Structure

低聚氨基甲酸酯二级结构的研究

• 批准号: 6743652
• 负责人: TIMOTHY J PEELEN
• 金额: $ 4.73万
• 依托单位: UNIVERSITY OF WISCONSIN-MADISON
• 依托单位国家: 美国
• 财政年份: 2002
• 资助国家: 美国
• 起止时间: 2002-05-01 至
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/6743652
• 关键词: antibacterial agents; carbamates; chemical models; chemical structure; chemical substitution; conformation; drug design /synthesis /production; membrane permeability; molecular dynamics; postdoctoral investigator; stereochemistry

The syntheses of new classes of oligocarbamates with differing substitution patterns towards the identification of novel folding patterns are proposed, which should ultimately lead to rational control of biological activity. A flexible synthetic route to oligocarbamates using the asymmetric reactions of epoxides to generate monomers and solid phase techniques to form oligomers is proposed. Helical structure can be verified experimentally (using a combination of NOESY NMR structural data and restrained molecular dynamics calculations) important questions regarding the relationship between monomer structure and oligomer secondary structure will be addressed. Finally, the biological activity of folded oligocarbates will be investigated. In particular, the synthesis of a potential anti-bacterial agent and students into the membrane permeability using this class of unnatural oligomer are proposed.

提出了合成具有不同取代模式的新型低聚氨基甲酸酯，以识别新的折叠模式，这最终应导致生物活性的合理控制。 提出了一种灵活的低聚氨基甲酸酯合成路线，利用环氧化物的不对称反应生成单体和固相技术形成低聚物。螺旋结构可以通过实验验证（结合使用 NOESY NMR 结构数据和受限分子动力学计算），将解决有关单体结构和低聚物二级结构之间关系的重要问题。最后，将研究折叠低聚碳酸酯的生物活性。特别是，提出了使用此类非天然低聚物合成潜在的抗菌剂和学生进入膜渗透性的方案。

项目成果

Enantioselective organocatalytic Michael additions of aldehydes to enones with imidazolidinones: cocatalyst effects and evidence for an enamine intermediate.

醛与咪唑烷酮对烯酮的对映选择性有机催化迈克尔加成：助催化剂效应和烯胺中间体的证据。

• DOI: 10.1021/ja0532584
• 发表时间: 2005
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Peelen,TimothyJ;Chi,Yonggui;Gellman,SamuelH
• 通讯作者: Gellman,SamuelH