(2S)-3-(acryloyloxy)-2-aminopropanoic acid

• 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: (2S)-3-(acryloyloxy)-2-aminopropanoic acid
• 英文别名: acryloyl-L-serine；Serine acrylate；(2S)-2-amino-3-prop-2-enoyloxypropanoic acid
• 化学式: C₆H₉NO₄
• 分子量: 159.142
• InChiKey: CQCZLYDKPFLMGD-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 8-羟基喹啉 作用下， 以 氯仿 、 水 为溶剂， 反应 2.0h， 生成 (2S)-3-(acryloyloxy)-2-aminopropanoic acid
  参考文献：
  名称：

  具有可调热敏性的双刺激响应性基于l-丝氨酸的两性离子UCST型聚合物

  摘要：

  合成升基于丝氨酸的两性离子聚合物，聚（升描述了在70°C的水中通过可逆的加成-断裂链转移（RAFT）聚合可控制的分子量和低多分散性的丙烯酸丝氨酸酯（PSA）。所获得的均聚物PSA对水溶液中的pH和温度表现出双重响应。所述PSA在pH 2.85附近表现出等电点，其中PSA分子以其两性离子形式存在。在2.3-3.5的pH范围内，由于相邻两性离子PSA分子的侧铵和羧酸根之间的分子内和分子间静电相互作用形成不溶性聚集体，因此PSA水溶液显示为两相体系。此外，在该pH范围内，两相PSA溶液在加热时变为一相，表现出独特的可逆的上临界溶液温度（UCST）型相变。浊点（发现T p）随着PSA分子量的增加而增加。还观察到T p随着溶液pH的变化而变化，在PSA的等电点附近表现出最高的T p。在抗聚电解质作用后，添加电解质（如盐水溶液）也会影响PSA溶液的T p。最后，通过对PSA侧基的后氨基进行后修饰，制备

  DOI：

  10.1021/acs.macromol.5b01099

文献信息

• New polymer materials for contact lens applications
  申请人：CIS Pharma AG

  公开号：US20200283560A1

  公开（公告）日：2020-09-10

  The present invention relates to copolymers made from a polymerization mixture comprising (a) one or more polymerizable monomers, which monomers are characterized as having at least one vinylic group and not containing an amino acid residue, (b) one or more not-functionalized side chain-linked amino acids, (c) one or more functionalized side chain-linked amino acids, (d) a free radical initiator and, optionally, (e) a chain-transfer-agent. It also relates to block copolymers comprising the same monomers. The invention also encompasses silicone hydrogel contact lenses coated with or comprising the latter copolymers and block copolymers as well methods for introducing the copolymers and block copolymers into silicone hydrogel contact lenses.

  本发明涉及由聚合混合物制成的共聚物，所述聚合混合物包括（a）一种或多种可聚合单体，该单体被表征为至少具有一个乙烯基团且不含氨基酸残基，（b）一种或多种未功能化的侧链连接的氨基酸，（c）一种或多种功能化的侧链连接的氨基酸，（d）自由基引发剂，以及可选地，（e）链转移剂。还涉及包含相同单体的嵌段共聚物。该发明还涵盖涂有或包含后述共聚物和嵌段共聚物的硅水凝胶隐形眼镜，以及将这些共聚物和嵌段共聚物引入硅水凝胶隐形眼镜的方法。
• [EN] BIOCOMPATIBLE POLYMERIC DRUG CARRIERS FOR DELIVERING ACTIVE AGENTS<br/>[FR] SUPPORTS DE MÉDICAMENT POLYMÈRES BIOCOMPATIBLES PERMETTANT L'ADMINISTRATION D'AGENTS ACTIFS
  申请人：CIS PHARMA AG

  公开号：WO2021084087A1

  公开（公告）日：2021-05-06

  The present disclosure relates to the delivery of multiple copies of a payload molecule such as an active agent or a chelating agent capable of capturing an active agent, using as a carrier for their delivery a biocompatible copolymer comprising side chain-linked amino acids functionalized at their alpha-amino group by a reactive azide moiety by means of which the payload molecules are coupled to the copolymer. The copolymer is typically further functionalized to contain a single copy of a cell type- or tissue type-specific targeting moiety.

  本公开涉及使用生物相容性共聚物作为载体，传递多个剂量分子副本，如活性剂或能够捕获活性剂的螯合剂。这些共聚物包含通过其α-氨基团上的反应性叠氮基团功能化的侧链连接氨基酸，通过这种方式，荷载分子与共聚物耦合。通常，这种共聚物进一步功能化，以包含细胞类型或组织类型特异性靶向基团的单个副本。
• Polymer materials for contact lens applications
  申请人：CIS Pharma AG

  公开号：US11008414B2

  公开（公告）日：2021-05-18

  The present invention relates to copolymers made from a polymerization mixture comprising (a) one or more polymerizable monomers, which monomers are characterized as having at least one vinylic group and not containing an amino acid residue, (b) one or more not-functionalized side chain-linked amino acids, (c) one or more functionalized side chain-linked amino acids, (d) a free radical initiator and, optionally, (e) a chain-transfer-agent. It also relates to block copolymers comprising the same monomers. The invention also encompasses silicone hydrogel contact lenses coated with or comprising the latter copolymers and block copolymers as well methods for introducing the copolymers and block copolymers into silicone hydrogel contact lenses.

  本发明涉及由聚合混合物制成的共聚物，聚合混合物包括(a)一种或多种可聚合单体，这些单体的特征是至少有一个乙烯基且不含氨基酸残基，(b)一种或多种未官能化的侧链连接氨基酸，(c)一种或多种官能化的侧链连接氨基酸，(d)自由基引发剂，以及可选的(e)链转移剂。本发明还涉及由相同单体组成的嵌段共聚物。本发明还包括涂有或包含后一种共聚物和嵌段共聚物的硅水凝胶隐形眼镜，以及将共聚物和嵌段共聚物引入硅水凝胶隐形眼镜的方法。
• Method for a Convenient and Efficient Synthesis of Amino Acid Acrylic Monomers with Zwitterionic Structure
  作者：Shoji Nagaoka、Atsuomi Shundo、Takao Satoh、Kazuhiko Nagira、Ryoich Kishi、Katsuhiko Ueno、Kokoro Iio、Hirotaka Ihara

  DOI：10.1080/00397910500212932

  日期：2005.10

  Ampholyte monomers with zwitterionic moiety derived from alpha-amino acid, that is, L-lysine and L-serine, were obtained using a method in which their copper complexes could be produced in simple steps. The N-acryloylation of L-lysine and L-serine was carried out by reaction between their copper complexes and acryloyl chloride. Specifically, the removal of copper from the copper complex of acryloyl amino acid through the use of 8-hydroxyquinoline as an organic chelate precipitant increased the yield of the ampholyte monomers with zwitterionic moiety. These syntheses were easily carried out in a three-step procedure.
• NEW POLYMER MATERIALS FOR CONTACT LENS APPLICATIONS
  申请人：CIS Pharma AG

  公开号：EP3356433A1

  公开（公告）日：2018-08-08