Boc-Lys(Boc)-Gly-Gly-OH | 1344118-28-0

• 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-Lys(Boc)-Gly-Gly-OH
• CAS: 1344118-28-0
• 化学式: C₂₀H₃₆N₄O₈
• 分子量: 460.528
• InChiKey: DFWSRZWWFCOZFH-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.89
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  172.16
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Boc-Lys(Boc)-Gly-Gly-OH 、 L-苯丙氨酰-L-亮氨酸 在 氯甲酸异丙酯 作用下， 生成 Boc-Lys(Boc)-Gly-Gly-Phe-Leu
  参考文献：
  名称：

  Glycosylation of lysine-containing pentapeptides by glucuronic acid: new insights into the Maillard reaction

  摘要：

  The formation of glycosylation products in model systems consisting Of D-glucuronic acid (GlcA) and lysine-containing peptides, such as Lys-Gly-Gly-Phe-Leu (1), Gly-Lys-Gly-Phe-Leu (4) and Ac-Gly-Lys-Gly-Phe-Leu (6), was examined to evaluate the site specificity as well as the extent and nature of the modification. Peptides were reacted with GlcA either in solution or under dry-heating conditions. From the incubations performed in solution (MeOH), the corresponding (1-deoxy-D-fructofuranos-1-yluronic acid)-peptide derivatives (Amadori compounds) were isolated. Whereas reaction of 1 resulted in the formation of mono-glycosylated Amadori compound 2 with the sugar moiety attached to the N(epsilon)-amino group of the Lys residue and its di-glycosylated analogue 3, exposure of 4 to GlcA afforded only di-glycosylated peptide 5. From the incubation of GlcA with Ac-Gly-Lys-Gly-Phe-Leu (6) performed under mild dry-heating conditions (50 degrees C) in an environment of 75% relative humidity, besides Amadori compound 7, two new Maillard reaction products were isolated that contained 3-hydroxypyridinium (8) and 3-hydroxy-picolinic acid moiety (9). The mechanism for the formation of pyridinium products is discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.11.031

文献信息

• Stimuli responsive charge-switchable lipids: Capture and release of nucleic acids
  作者：Joseph S. Hersey、Caroline M. LaManna、Hrvoje Lusic、Mark W. Grinstaff

  DOI：10.1016/j.chemphyslip.2016.02.005

  日期：2016.3

  such, a family of cationic lipids are described which undergo a permanent switch in charge upon exposure to 365 nm ultraviolet (UV) light to enable the capture of negatively charged nucleic acids within the self-assembled supramolecular structure of the lipids and subsequent release of these macromolecules upon exposure to UV light and disruption of the assemblies. The lipids are composed of either two

  能够控制超分子组装体的形成，转化和破坏的刺激响应性脂质，对于生物传感，诊断，药物输送和基础跨膜蛋白研究具有重要意义。特别地，可以使用光活化的化合物诱导明显的超分子重排来实现对超分子结构的时空控制。因此，描述了一种阳离子脂质家族，其在暴露于365 nm紫外线（UV）光后会发生永久性电荷转换，从而能够捕获脂质自组装的超分子结构内带负电荷的核酸并随后释放脂质。这些大分子暴露于紫外线并破坏组件。脂质由两个不同的三肽头基组成在图6，C 10或C 14处被紫外线响应的1-（2-硝基苯基）乙醇（NPE）保护的羧酸终止。测量NPE保护的脂质的光解随时间的变化，并使用zeta电位分析对每个头基和链长组合观察到净分子电荷的变化。使用溴化乙锭淬灭试验提出了捕获和释放线性DNA（小牛胸腺）和siRNA的概念证明研究，其中发现结合亲和力和超分子稳定性之间的平衡是最佳核酸捕获和释放的关键。
• Design and Synthesis of Amphiphilic and Luminescent Tris-Cyclometalated Iridium(III) Complexes Containing Cationic Peptides as Inducers and Detectors of Cell Death via a Calcium-Dependent Pathway
  作者：Yosuke Hisamatsu、Ai Shibuya、Nozomi Suzuki、Toshihiro Suzuki、Ryo Abe、Shin Aoki

  DOI：10.1021/acs.bioconjchem.5b00095

  日期：2015.5.20

  bacterial or cancer cell membranes, thus exerting antimicrobial and anticancer activities through membrane disruption. Meanwhile, cyclometalated iridium(III) complexes such as fac-Ir(ppy)3 (ppy = 2-phenylpyridine) and fac-Ir(tpy)3 (tpy = 2-(4′-tolyl)pyridine) possess C3-symmetric structures and excellent photophysical properties as phosphorescence materials, which make them important candidates for use

  阳离子两亲性肽具有用作治疗微生物感染和癌症疗法的潜力。这些分子的阳离子和疏水部分使它们与带负电荷的细菌或癌细胞膜紧密结合，从而通过膜破坏发挥抗微生物和抗癌活性。同时，诸如fac -Ir（ppy）3（ppy = 2-苯基吡啶）和fac -Ir（tpy）3（tpy = 2-（4'-甲苯基）吡啶）等环金属化铱（III）配合物具有C 3对称的结构和出色的光物理性质（作为磷光材料），使其成为生物应用（如化学传感器，生物标记，活细胞染色，体内肿瘤成像和抗癌剂）的重要候选者。我们最近报道了在5'-位置上的Ir（tpy）3和Ir（ppy）3的一些区域选择性取代反应（p相对于C–Ir键的位置）在2-苯基吡啶配体上以及它们随后的转化为各种官能团。我们在这里报告有关两亲性和发光的三环金属化Ir络合物的设计和合成，其中阳离子肽通过烷基链连接剂连接，烷基链连接剂用作细胞死亡的诱导剂和检测剂。含有阳离子肽（例如KKG