| 학회 | 한국공업화학회 |
| 학술대회 | 2012년 가을 (10/31 ~ 11/02, 대전컨벤션센터) |
| 권호 | 16권 2호 |
| 발표분야 | 포스터-정밀화학 |
| 제목 | Fully protected β-amino-α-hydroxy acids for efficient synthesis of aminopeptidase N inhibitors |
| 초록 | Aminopeptidase N(APN), a Zn2+ dependent membrane-bound peptidase, releases N-terminus neutral amino acids from oligopeptides. Many studies for APN inhibitors have been explored because APN is known to be associated with inflammatory diseases and solid and hematologic tumors. Some of the known APN inhibitors, such as bestatin and amastatin, contain a chiral vicinal amino alcohol moiety next to the peptide bond. In this presentation, properly protected chiral oxazolidines, readily prepared via the tandem reaction from stableα-amino aldehydes in two steps, are applied to the synthesis of bestatin and its derivatives. The separate protection and deprotection steps of both the amino and hydroxy groups are unnecessary with the oxazolidines that are fully protected forms of the β-amino-α-hydroxy acids. The simple peptide bond formation has been studied with well-established peptide coupling reagents for the synthesis of aminopeptidase N inhibitors. |
| 저자 | 채다원, 서영란, 김현정, 김영규 |
| 소속 | 서울대 |
| 키워드 | β-amino-α-hydroxy acid; Aminopeptidase N; bestatin; dipeptides |
