Cantel Sonia, Desgranges Stéphane, Martinez Jean, Fehrentz Jean-Alain
Laboratoire des Aminoacides, Peptides et Protéines, UMR 5810 CNRS Université Montpellier I et II, Faculté de Pharmacie, 15 Avenue Charles Flahault, BP 14491, 34093 Montpellier Cédex 5, France.
J Pept Sci. 2004 Jun;10(6):326-8. doi: 10.1002/psc.561.
Anchoring an alpha-amino acid residue by its amine function onto a solid support is an alternative to develop chemistry on its carboxylic function. This strategy can involve the use of amino-acid esters as precursors of the carboxylic function. A complete study on the Wang-resin was performed to determine the non racemizing saponification conditions of anchored alpha-amino esters. The use of LiOH, NaOH, NaOSi(Me)3, various solvents and temperatures were tested for this reaction. After saponification and cleavage from the support, samples were examined through their Marfey's derivatives by reversed phase HPLC to evaluate the percentage of racemization.
通过其氨基功能将α-氨基酸残基锚定在固体支持物上是在其羧基功能上开展化学反应的一种替代方法。该策略可涉及使用氨基酸酯作为羧基功能的前体。对王树脂进行了全面研究，以确定锚定的α-氨基酯的非消旋皂化条件。对该反应测试了LiOH、NaOH、NaOSi(Me)₃、各种溶剂和温度的使用情况。皂化并从支持物上裂解后，通过反相HPLC对样品的马尔费衍生物进行检测，以评估消旋化的百分比。
