Gly-Ser methyl ester hydrochloride | 7697-03-2

• 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: Gly-Ser methyl ester hydrochloride
• 英文别名: glycyl-L-serine methyl ester hydrochloride；H-Gly-Ser-OMe*HCl
• CAS: 7697-03-2
• 化学式: C₆H₁₂N₂O₄*ClH
• 分子量: 212.633
• InChiKey: KGFQAXJGPLVJLY-WCCKRBBISA-N

物化性质

• 熔点：
  48-50 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -1.98
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  101.65
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Gly-Ser methyl ester hydrochloride 在 哌啶 、 氯化亚砜 作用下， 反应 23.0h， 生成 isoechinulin B
  参考文献：
  名称：

  通过异常的杂Diels-Alder反应简捷地合成各种色素A和B

  摘要：

  某些蒽醌和二酮哌嗪的融合体是对variecolortides（一种不寻常的真菌生物碱家族）的恰当描述。在新的，简洁的变色色素A和B的总合成中，天然外消旋物的聚合程度很高，几乎没有保护基团的操纵。螺环核心是由1,4-蒽醌与二氢二酮哌嗪的异Diels-Alder反应生成的。

  DOI：

  10.1002/anie.201006154
• 作为产物：
  描述：

  methyl (tert-butoxycarbonyl)glycyl-L-serinate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 Gly-Ser methyl ester hydrochloride
  参考文献：
  名称：

  含有脱氢丙氨酸、脱氢苯丙氨酸和恶唑的四肽的合成作为构建折叠体和仿生催化剂的构件

  摘要：

  将脱氢氨基酸或恶唑片段掺入肽链伴随着扭曲的三维结构，并且还能够引入非典型的侧链取代基。因此，这些化合物可以成为获得新折叠体和/或人工酶（artzymes）的构件。在本文中，描述了产生这种结构单元的有效合成程序——含有甘氨酰脱氢丙氨酸、甘氨酰脱氢苯丙氨酸和甘氨酰恶唑亚基的四肽。含有丝氨酸的肽被用作底物，用于将它们转化为含有脱氢丙氨酸和氨基甲基恶唑-4-羧酸的肽，同时考虑在合成的最后步骤将这些片段引入长链肽的可能要求。

  DOI：

  10.3390/molecules27092611

文献信息

• Oligopeptide der β-Carbolin-3-carbonsäure - Synthese und Affinität zu Benzodiazepinrezeptoren
  作者：Klaus-Peter Lippke、Walter E. Müller、Walter Schunack

  DOI：10.1002/ardp.19873200210

  日期：——

  Es wurden Oligopeptide der β‐Carbolin‐3‐carbonsäure dargestellt und deren Affinität zum Benzodiazepinrezeptor in Mäusehirn‐Membranen bestimmt. Über Struktur‐Affinitätsbeziehungen wird berichtet.

  制备了 β-咔啉-3-羧酸的寡肽，并测定了它们对小鼠脑膜中苯二氮卓受体的亲和力。结构 - 报告亲和关系。
• Amino acids and peptides. XXIV. Synthesis of Neurospora crassa metallothionein and related cysteine-containing peptides and examination of their heavy metal-binding properties.
  作者：Yoshio OKADA、Yutaka MATSUNO、Yasuhiro NSHIYAMA、Yuko TSUDA、Shin IGUCHI、Kyong-Son MIN、Satomi ONOSAKA、Keiichi TANAKA

  DOI：10.1248/cpb.37.2322

  日期：——

  corresponding to the entire amino acid sequence of Neurospora crassa metallothionein and several related cysteine-containing peptides were synthesized by the conventional solution method and their heavy metal-binding properties were examined. The Cu2+- or Cu+-binding properties of the various peptides were similar to each other, whereas the Cd2+-binding properties of these peptides were fairly structure-dependent

  通过常规溶液法合成了与芥菜神经孢菌金属硫蛋白的整个氨基酸序列相对应的五肽和几种相关的含半胱氨酸的肽，并检查了它们的重金属结合特性。各种肽的Cu2 +或Cu +结合性质彼此相似，而这些肽的Cd2 +结合性质是相当结构依赖性的。
• Novel thiazolidinedione-5-acetic-acid-peptide hybrid derivatives as potent antidiabetic and cardioprotective agents
  作者：D. Maji、S. Samanta

  DOI：10.1016/j.biopha.2017.01.160

  日期：2017.4

  Thiazolidinediones (TZDs) are one of the important clinically established antidiabetic agents. Aminoacid and peptides have an advantage of better target selectivity and specificity. As hybrids, they also improved absorption and showed better bioavailability, which in turn makes them safer. Hence, here an effort has been made to synthesize hybrids of thiazolidinedione with amino-acids and peptides and evaluate their antidiabetic and cardioprotective effect in streptozotocin-nicotinamide (STZ-NA) induced Type 2 diabetes mellitus (T2DM) rat models.A series of 14 thiazolidinedione-5-acetic acid hybrids with of different amino-acids and peptide combinations were synthesized, characterized and further screened for antidiabetic and cardioprotective activity.Among all, six compounds T1 (SSDMA1), T4 (SSDMA4), T5 (SSDMA5), T7 (SDMA13), T9 (SSDMA15) and T13 (SSDMA49) showed better antioxidant activity and comparable % glucose uptake by yeast cells.Hence, the in vivo antidiabetic screening was done for these six compounds. Among all six T1, T7, T13 showed significant blood glucose level decrease compared to standard pioglitazone HCl. Also T1, T7 and T13 showed better antioxidant activity with lower IC50 value than standard ascorbic acid, and hence in vivo cardioprotective studies were done for these. The ECG studies showed that T1 (SSDMA1) and T7 (SSDMA13) were better effective than SDMA49 (T13) in restoring the normal functioning of the heart, thus may help in preventing the development of diabetic cardiomyopathy (DCM) and controlling T2DM. (C) C 2017 Elsevier Masson SAS. All rights reserved.