利用1-（N-保护-α-氨基酰基）苯并三唑在天冬氨酸和谷氨酸的N端进行选择性肽链延伸。
Selective peptide chain extension at the N-terminus of aspartic and glutamic acids utilizing 1-(N-protected-alpha-aminoacyl)benzotriazoles.
作者信息
Katritzky Alan R, Todadze Ekaterina, Cusido Janet, Angrish Parul, Shestopalov Alexander A
机构信息
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA.
出版信息
Chem Biol Drug Des. 2006 Jul;68(1):37-41. doi: 10.1111/j.1747-0285.2006.00411.x.
Diverse N-protected di-(3a-d, 3a + a', 5a-d, 5d + d', and 7a-g) and tripeptides (10a-h) were synthesized under mild reaction conditions in good yields (65-97%) by acylation with 1-(N-protected-alpha-aminoacyl)benzotriazoles of the amino groups of free aspartic and glutamic acids. Complete retention of chirality was demonstrated by parallel experiments involving D-Ala, L-Ala, and DL-Ala for the preparation of dipeptides and tripeptides, and supported by NMR and HPLC analyses.
通过用1-（N-保护的α-氨基酰基）苯并三唑对游离天冬氨酸和谷氨酸的氨基进行酰化反应，在温和的反应条件下以良好的产率（65-97%）合成了多种N-保护的二肽（3a-d、3a + a'、5a-d、5d + d'和7a-g）和三肽（10a-h）。通过涉及D-丙氨酸、L-丙氨酸和DL-丙氨酸制备二肽和三肽的平行实验证明了手性的完全保留，并得到了核磁共振和高效液相色谱分析的支持。
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