Boc-valine methacryloyloxyethyl ester | 1001939-87-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Boc-valine methacryloyloxyethyl ester
• 英文别名: Boc-Val-HEMA；2-(2-methylprop-2-enoyloxy)ethyl (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 1001939-87-2
• 化学式: C₁₆H₂₇NO₆
• 分子量: 329.393
• InChiKey: IBEDRRHLYPBDHL-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甲基丙烯酸羟乙酯 、 N-Boc-L-缬氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以79%的产率得到Boc-valine methacryloyloxyethyl ester
  参考文献：
  名称：

  含氨基酸的交联聚合物有机凝胶及其相应的具有pH和盐响应特性的聚电解水凝胶的溶胀特性

  摘要：

  从Boc-甘氨酸/丙氨酸/缬氨酸/亮氨酸/异亮氨酸/苯丙氨酸甲基丙烯酰氧基乙基酯（Boc-Gly / Ala / Val / Leu / Ilu / Phe-HEMA）合成了氨基酸基超吸收聚合物（SAP）有机凝胶库可以通过简单的一步Boc脱保护方法转换为相应的水凝胶。有机凝胶的溶胀行为在各种有机溶剂进行了研究（介电常数（ε）2.25和46.7之间），在非极性有机溶剂，示出了超吸收性能（2.25≤  ε  ≤10.26）和中等程度的中极性非质子溶剂，如丙酮，肿胀的Ñ，N-二甲基甲酰胺（DMF），乙腈，二甲基亚砜（DMSO）等。– R极大地影响有机凝胶的溶胀性能。侧链氨基酸的组，并随着– R的体积和疏水性增加而增加。有机胶在室温下非常快地释放出吸收的挥发性有机化合物（VOC），并且-R基团的大体积加速了溶胀动力学。由于–NH 3 +离子官能团的存在，有机凝胶网络中Boc基团的脱保护将其转变为具

  DOI：

  10.1016/j.polymer.2014.08.072

文献信息

• Facile Synthesis of Multiamino Vinyl Poly(amino acid)s for Promising Bioapplications
  作者：Haiyan Sun、Chao Gao

  DOI：10.1021/bm101060m

  日期：2010.12.13

  We presented a general and facile strategy to prepare biocompatible multiamino polymers. Series of new monomers were synthesized by esterification of 2-hydroxyethyl methacrylate (HEMA) and Boc-amino acids, such as Boc-L-phenylalanine, Boc-glycine, Boc-L-alanine, Boc-L-valine, and Boc-L-lysine. Subsequent vinyl polymerization of monomers gave rise to vinyl poly(amino acid)s with a side primary amino group at each unit if deprotected. Both atom transfer radical polymerization (ATRP) and conventional free radical polymerization (FRP) were employed to prepare the multiamino polymers. A well controlled effect upon molecular weight with the standard first-order kinetics was achieved in cases of ATRP, and high molecular weight polymers were obtained via FRP. MTT assay showed that cell survival rates for the multiamino polymers were almost maintained above 90% and that their cytotoxicities were much lower than that of linear PEI (PEI 25000). Zeta potential measurements demonstrated that the vinyl poly(amino acid)s are electropositive, and AFM measurements showed that the vinyl poly(amino acid)s could tightly condense DNA into granular structures at a suitable concentration. The combination of facile availability, controlled productivity, low cytotoxicity and strong binding ability with DNA promises the great potential of the novel multiamino polymers in bioapplications.