Synthesis and characteristics of an aspartame analogue, L-asparaginyl L-3-phenyllactic acid methyl ester
文献类型：期刊论文
| 作者 | Tao, H; Cui, DF; Zhang, YS |
| 刊名 | ACTA BIOCHIMICA ET BIOPHYSICA SINICA
 |
| 出版日期 | 2004 |
| 卷号 | 36期号:6页码:385-389 |
| 关键词 | artificial sweetener aspartame derivative peptide bond |
| 通讯作者 | Zhang, YS (reprint author), Chinese Acad Sci, Shanghai Inst Biol Sci, Inst Biochem & Cell Biol, Shanghai 200031, Peoples R China.,yszhang@sibs.ac.cn |
| 英文摘要 | An aspartame analogue, L-asparaginyl L-3-phenyllactic acid methyl ester was synthesized with aspartic acid replaced by asparagine and peptide bond replaced by ester bond. The aspartic acid of aspartame could be replaced by asparagine as reported in the literature. In this analogue, the hydrogen of amide group could still form a hydrogen bond with the oxygen of ester bond and the ester bond was isosteric with peptide bond. However, the product was not sweet, showing that the peptide bond could not be replaced by ester bond. The peptide C-N bond behaves as a double bond that is not free to rotate and the C, 0, N and H atoms are in the same plane. The replacement of peptide bond by ester bond destroyed the unique conformation of peptide bond, resulting in the loss of sweet taste. |
| 学科主题 | Biochemistry & Molecular Biology; Biophysics |
| 类目[WOS] | Biochemistry & Molecular Biology ; Biophysics |
| 关键词[WOS] | TASTE ; SWEETNESS |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000222254900002 |
| 版本 | 出版稿 |
| 源URL | [http://202.127.25.143/handle/331003/2096]  |
| 专题 | 上海生化细胞研究所_上海生科院生化细胞研究所 |
| 推荐引用方式 GB/T 7714 | Tao, H,Cui, DF,Zhang, YS. Synthesis and characteristics of an aspartame analogue, L-asparaginyl L-3-phenyllactic acid methyl ester[J]. ACTA BIOCHIMICA ET BIOPHYSICA SINICA,2004,36(6):385-389. |
| APA | Tao, H,Cui, DF,&Zhang, YS.(2004).Synthesis and characteristics of an aspartame analogue, L-asparaginyl L-3-phenyllactic acid methyl ester.ACTA BIOCHIMICA ET BIOPHYSICA SINICA,36(6),385-389. |
| MLA | Tao, H,et al."Synthesis and characteristics of an aspartame analogue, L-asparaginyl L-3-phenyllactic acid methyl ester".ACTA BIOCHIMICA ET BIOPHYSICA SINICA 36.6(2004):385-389. |
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