L-赖氨酸正丁酯 | 2885-12-3

• 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
• 中文名称: L-赖氨酸正丁酯
• 英文名称: L-lysine n-butyl ester
• 英文别名: L-lysine butyl ester；butyl (2S)-2,6-diaminohexanoate
• CAS: 2885-12-3
• 化学式: C₁₀H₂₂N₂O₂
• 分子量: 202.297
• InChiKey: MFSFRBQXAOAROL-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  78.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙醇 、 L-赖氨酸正丁酯 在 immobilized trypsin 作用下， 以74%的产率得到L-赖氨酸乙酯
  参考文献：
  名称：

  Predominant transesterification reaction catalyzed by immobilized trypsin.

  摘要：

  制备了一种通过共价键固定于交联葡聚糖上的胰蛋白酶。在高浓度的一级和二级醇存在下，观察到该固定化胰蛋白酶催化L-赖氨酸酯的转酯化反应为主。相比之下，在叔丁醇中未检测到转酯化产物。这些反应与酸催化的转酯化反应进行了比较，并讨论了酶催化反应的特性。

  DOI：

  10.1248/cpb.32.4514
• 作为产物：
  描述：

  L-赖氨酸 在 盐酸 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 38.0h， 生成 L-赖氨酸正丁酯
  参考文献：
  名称：

  氨酰-tRNA的微环境和pKa扰动指导阳离子氨基酸的选择

  摘要：

  蛋白质赖氨酸 (Lys) 和精氨酸 (Arg) 在 α-碳和末端带电中心之间具有多个亚甲基。为什么大自然没有选择侧链中亚甲基较少的鸟氨酸 (Orn)、2,4-二氨基丁酸 (Dab) 和 2,3-二氨基丙酸 (Dpr) 仍然是一个重要问题！使用紫外光谱和1 H-NMR 滴定法研究了氨酰-tRNA (aa-tRNA) 模型底物通过分子内内酰胺化自降解的倾向，结果表明 Lys 和 Arg 保持稳定，而 Orn 和 Dab 环化为内酰胺。疏水性辅助表面介导的模型肽形成强调了微环境和 p K a扰动导致区域选择性差（α-胺vs.末端胺）在 Dpr 和其他非蛋白原类似物中。在磷酸盐存在下，α-选择性变得更差，使其不适合肽合成。Lys aa-tRNA 模型底物的优越区域选择性表明，额外的亚甲基桥有助于自然界分离 α-胺和 ε-胺的微环境以合成肽骨架。

  DOI：

  10.1039/d1ob00798j

文献信息

• Rheology control agents
  申请人：Lenges Peter Christian

  公开号：US20060155146A1

  公开（公告）日：2006-07-13

  The present invention provides for a rheology control agent that includes a following compound represented by the following formula: wherein A, B, C and D equal CH 2 , CHR, NH, or O, and A, B, C and D may be the same or different and at least one of A and B equals NH and at least one of C and D equals NH; and wherein R 1 , R 2 , and R 3 may be the same or different and represent a linear, branched, hyper-branched, or dendritic ether, polyether or hydrocarbon based chain, optionally forming at least one carbon-based ring, being saturated or unsaturated and R 2 represents linear or branched alkylenes, ethers, polyethers, or polyester linkages and at least one of R 1 , R 2 , and R 3 comprises an ester group or an amide group which is branched off from the main chain; excluded from Formula (1) is a compound wherein R 2 is CH 2 —CH 2 —CH 2 —CH 2 —CH(C(O)OCH 3 ), A, B, C, and D are equal to NH and R 1 and R 3 are both equal to a linear octyl hydrocarbon chain; the rheology control agent is suitable for solvent-borne and water-borne coating composition having improved rheology control useful for OEM refinishing or repainting the exterior of automobile and truck bodies and parts thereof.

  本发明提供了一种流变控制剂，包括下式所示的化合物：其中A、B、C和D等于CH2、CHR、NH或O，A、B、C和D可以相同也可以不同，且至少有一个A和B等于NH，至少有一个C和D等于NH；R1、R2和R3可以相同也可以不同，表示线性、支链、超支链或树枝状醚、聚醚或碳氢基链，可选地形成至少一个碳基环，饱和或不饱和，其中R2表示线性或支链烷基、醚、聚醚或聚酯键合，且R1、R2和R3中至少有一个包括从主链上分支出的酯基或酰胺基；式（1）中不包括R2为CH2—CH2—CH2—CH2—CH(C(O)OCH3)、A、B、C和D均等于NH，且R1和R3均等于线性辛基碳氢链的化合物；该流变控制剂适用于改善流变控制的溶剂型和水性涂料组合物，可用于汽车和卡车车身及其零部件的OEM翻新或重新涂装。
• Enzymatic Approach to the Synthesis of a Lysine-containing Sweet Peptide,<i>N</i>-Acetyl-<scp>l</scp>-phenylalanyl-<scp>l</scp>-lysine
  作者：Keiichi Aso

  DOI：10.1080/00021369.1989.10869374

  日期：1989.3

  A sweet tasting peptide containing the l-Iysine residue, yV-acetyl-l-phenylalanyl-l-lysine, was synthesized from /V-acetyl-l-phenylalanine ethyl ester (Ac-Phe-OEt) as donor and l-lysine esters as acceptor nucleophiles by an α-chymotrypsin catalyzed reaction. It was revealed by HPLC analysis that the reaction proceeded most satisfactorily at pH 9 within 3 min in a reaction system containing 100 mM Ac-Phe-OEt, equimolar esters of lysine and 10 μm of the enzyme, where the product yield based on the donor concentration was 53 % for ethyl, 67 % for w-butyl and 31 % for benzyl esters. The highest reaction yield (75 %) was attained by using a double molar excess of lysine /i-butyl ester. The present results suggest that α-chymotrypsin may become a useful tool for the synthesis of peptides containing basic amino acids.

  以 /V-acetyl-l-phenylalanyl-l-llysine 乙酯（Ac-Phe-OEt）为供体，l-赖氨酸酯为受体亲核物，通过 α-糜蛋白酶催化反应合成了含有 l-赖氨酸残基的甜味肽 yV-乙酰基-l-苯丙氨酸-l-赖氨酸。高效液相色谱分析显示，在含有 100 mM Ac-Phe-OEt、等摩尔赖氨酸酯和 10 μm 酶的反应体系中，pH 值为 9 时，反应在 3 分钟内进行得最为顺利。使用双摩尔过量的赖氨酸/i-丁酯可获得最高的反应产率（75%）。本研究结果表明，α-糜蛋白酶可能成为合成含有碱性氨基酸的肽的有用工具。
• HYALURONIC ACID-BASED AMPHIPHILIC POLYMER, PREPARATION METHOD AND APPLICATION THEREOF
  申请人：BrightGene Bio-Medical Technology Co., Ltd.

  公开号：EP3241852A1

  公开（公告）日：2017-11-08

  Disclosed are a hyaluronic acid-based amphiphilic polymer, preparation method and application thereof. A main chain of the amphiphilic polymer is a hydrophilic hyaluronic acid and can be employed in active targeting, and a side chain thereof is a hydrophobic group represented by Formula (1). The amphiphilic polymer can carry a small molecule anticancer drug. Polymer nanoparticles are obtained via chemical crosslinking, such that the nanoparticles are not readily dissociated outside a cell or in blood, thus ensuring the stability of a drug encapsulated by the nanoparticles. Upon arriving at a tumor tissue, the hyaluronic acid on a surface of the nanoparticle can immediately combine with a CD44 receptor on a surface of a tumor cell, and effectively enter the tumor cell via endocytosis mediated by the receptor, and then quickly de-crosslink to be dissociated. The drug is quickly released, obtaining an enrichment ratio at a tumor site markedly higher than that of the prior art, resulting in a highly effective treatment, and addressing deficiencies such as drug leakage, low carrying efficiency, low occurrence of endocytosis and slow release in a cell.

  本发明公开了一种透明质酸基两亲聚合物、制备方法及其应用。该两亲聚合物的主链是亲水性透明质酸，可用于活性靶向，其侧链是由式（1）表示的疏水基团。两亲性聚合物可携带小分子抗癌药物。聚合物纳米粒子是通过化学交联获得的，因此纳米粒子在细胞外或血液中不易解离，从而确保了纳米粒子包裹药物的稳定性。到达肿瘤组织后，纳米颗粒表面的透明质酸可立即与肿瘤细胞表面的 CD44 受体结合，并通过受体介导的内吞作用有效进入肿瘤细胞，然后迅速去交联解离。药物迅速释放，在肿瘤部位获得的富集率明显高于现有技术，从而获得高效的治疗效果，并解决了药物泄漏、携带效率低、内吞发生率低和在细胞中释放缓慢等不足。
• Hyaluronic acid-based amphiphilic polymer, preparation method and application thereof
  申请人：BrightGene Bio-Medical Technology Co., Ltd.

  公开号：US10292940B2

  公开（公告）日：2019-05-21

  Disclosed are a hyaluronic acid-based amphiphilic polymer, preparation method and application thereof. A main chain of the amphiphilic polymer is a hydrophilic hyaluronic acid and can be employed in active targeting, and a side chain thereof is a hydrophobic group represented by Formula (1). The amphiphilic polymer can carry a small molecule anticancer drug. Polymer nanoparticles are obtained via chemical crosslinking, such that the nanoparticles are not readily dissociated outside a cell or in blood, thus ensuring the stability of a drug encapsulated by the nanoparticles. Upon arriving at a tumor tissue, the hyaluronic acid on a surface of the nanoparticle can immediately combine with a CD44 receptor on a surface of a tumor cell, and effectively enter the tumor cell via endocytosis mediated by the receptor, and then quickly de-crosslink to be dissociated. The drug is quickly released, obtaining an enrichment ratio at a tumor site markedly higher than that of the prior art, resulting in a highly effective treatment, and addressing deficiencies such as drug leakage, low carrying efficiency, low occurrence of endocytosis and slow release in a cell.

  本发明公开了一种透明质酸基两亲聚合物、制备方法及其应用。该两亲聚合物的主链是亲水性透明质酸，可用于活性靶向，其侧链是由式（1）表示的疏水基团。两亲性聚合物可携带小分子抗癌药物。聚合物纳米粒子是通过化学交联获得的，因此纳米粒子在细胞外或血液中不易解离，从而确保了纳米粒子包裹药物的稳定性。到达肿瘤组织后，纳米颗粒表面的透明质酸可立即与肿瘤细胞表面的 CD44 受体结合，并通过受体介导的内吞作用有效进入肿瘤细胞，然后迅速去交联解离。药物迅速释放，在肿瘤部位获得的富集率明显高于现有技术，从而获得高效的治疗效果，并解决了药物泄漏、携带效率低、内吞发生率低和在细胞中释放缓慢等不足。
• Coating compositions containing rheology control agents
  申请人：Lenges Peter Christian

  公开号：US20060155021A1

  公开（公告）日：2006-07-13

  The present invention provides for a coating composition containing a rheology control agent having improved rheology control particularly in low VOC solvent-borne coating compositions and water-borne coating compositions useful for OEM refinishing or repainting the exterior of automobile and truck bodies and parts thereof; the rheology control agent used in the coating composition comprises the following compound represented by the following formula wherein A, B, C and D equal CH 2 , CHR, NH, or O, and A, B, C and D may be the same or different and at least one of A and B equals NH and at least one of C and D equals NH; and wherein R 1 , R 2 , and R 3 are described in the specification.

  本发明提供了一种含有流变控制剂的涂料组合物，该流变控制剂尤其在低挥发性有机化合物溶剂型涂料组合物和水性涂料组合物中具有更好的流变控制效果，该涂料组合物可用于汽车和卡车车身及其部件的OEM修补或重新涂装；该涂料组合物中使用的流变控制剂包括下式所代表的以下化合物 其中 A、B、C 和 D 等于 CH 2 、CHR、NH 或 O，且 A、B、C 和 D 可以相同或不同，A 和 B 中至少有一个等于 NH，C 和 D 中至少有一个等于 NH；以及 其中 R 1 , R 2 和 R 3 在说明书中有所描述。