N-(N-(N-(tert-butoxycarbonyl)glycyl)glycyl)glycyne methyl ester | 67585-89-1

• 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: N-(N-(N-(tert-butoxycarbonyl)glycyl)glycyl)glycyne methyl ester
• 英文别名: N-(tert-butyloxycarbonyl)glycylglycylglycine methyl ester；Boc-Gly-Gly-Gly-OMe；t-Butoxycarbonyl-glycyl-glycyl-glycine-methyl Ester；t-butoxycarbonyl-glycyl-glycyl-glycine methyl ester；methyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]acetate
• CAS: 67585-89-1
• 化学式: C₁₂H₂₁N₃O₆
• 分子量: 303.315
• InChiKey: BQMMCKBHNKBECL-UHFFFAOYSA-N

物化性质

• 沸点：
  550.9±40.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(N-(N-(tert-butoxycarbonyl)glycyl)glycyl)glycyne methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 triglycine methyl ester
  参考文献：
  名称：

  Detection of 210 kDa receptor protein for a leaf-movement factor by using novel photoaffinity probes

  摘要：

  Circadian rhythmic plant leaf-movement, called nyctinasty, is controlled by a time-course change in the internal concentration of the leaf-movement factor in the plant body. We revealed that specific binding proteins (210 and 180 kDa) for the leaf-movement factor, potassium lespedezate (1), are contained in the plasma membrane of the plant motor cell by using novel synthetic photoaffinity probes. These proteins are localized on the motor cell in the plant body, and would be potential receptors for the leaf-movement factor to control the leaf-movement. Our study is a rare successful result of the detection of membrane receptors by using a synthetic photoaffinity probe designed on a biologically active natural product. And these results also advance a guideline for probe design towards successful photoaffinity labeling. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.022
• 作为产物：
  描述：

  BOC-甘氨酸 、 甘氨酰甘氨酸甲酯盐酸盐 在 N-甲基吗啉 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以55%的产率得到N-(N-(N-(tert-butoxycarbonyl)glycyl)glycyl)glycyne methyl ester
  参考文献：
  名称：

  Bonora, Gian Maria; Toniolo, Claudio; Pillai, V. N. Rajasekharan, Gazzetta Chimica Italiana, 1980, vol. 110, # 9/10, p. 503 - 510

  摘要：

  DOI：

文献信息

• Structure–Taste Relationships of Aspartyl Tetrapeptide Esters
  作者：Yasuo Ariyoshi

  DOI：10.1246/bcsj.58.1727

  日期：1985.6

  A series of fourteen analogues of l-α-Asp–Gly–Gly–Gly–OMe has been synthesized in relation to structural features of sweet peptides. The rule in the structure-taste relationships of tripeptides barely applies to the aspartyl tetrapeptide esters. In order for the aspartyl tetrapeptide esters to be sweet, the second amino acid must have a d-configuration and a small, compact alkyl side chain. However, the sweetness was accompanied by a bitter or astringent taste. Moreover, some of the tetrapeptides were not sweet but bitter, though they satisfied the requirements for sweet peptides. With increasing length of a peptide, it becomes difficult to fit the deep receptor pocket.

  已合成一系列十四种l-α-Asp–Gly–Gly–Gly–OMe的类似物，与甜味肽的结构特征相关。三肽的结构-味道关系规则几乎不适用于天冬氨酰四肽酯。为了让天冬氨酰四肽酯具有甜味，第二个氨基酸必须具有d构型和一个小而紧凑的烷基侧链。然而，甜味伴随着苦味或涩味。此外，一些四肽不甜而是苦的，尽管它们符合甜味肽的要求。随着肽链长度的增加，很难适应深接收口袋。
• 1-Peptidyl derivatives of di-O-aminoglycosyl-1,3-diaminocyclitol
  申请人：Shering Corporation

  公开号：US04169141A1

  公开（公告）日：1979-09-25

  Disclosed herein are di-O-(aminoglycosyl)-1,3-diaminocyclitol antibacterial agents having on the 1-N-position of the 1,3-diaminocyclitol moiety a dipeptidyl or a tripeptidyl substituent. The compounds are useful antibacterial agents, as are their non-toxic pharmaceutically acceptable acid addition salts. Also disclosed are methods for preparing such agents from di-O-(aminoglycosyl)-1,3-diaminocyclitol antibacterial agents which are unsubstituted at the 1-N-position.

  本文披露了在1,3-二氨基环己醇抗菌剂上具有1,3-二氨基环己醇基团的1-N位点上具有二肽或三肽取代基的二-O-(氨基糖苷基)-1,3-二氨基环己醇抗菌剂。这些化合物是有用的抗菌剂，它们的非毒性药用酸盐也是如此。还披露了从在1-N位点未取代的二-O-(氨基糖苷基)-1,3-二氨基环己醇抗菌剂中制备这类药剂的方法。
• Chemo‐Enzymatic Derivatization of Glycerol‐Based Oligomers: Structural Elucidation and Potential Applications
  作者：Francesco Raboni、Andrea Galatini、Luca Banfi、Renata Riva、Alessandro Pellis

  DOI：10.1002/cbic.202300839

  日期：2024.3.15

  Switching from oil‐based to bio‐based feedstocks to ensure the green transition to a sustainable and circular future is one of the most pressing challenges faced by many industries worldwide. For the cosmetics and personal and house care industries there is a strong drive to accelerate this transition from the customers that starts favoring the purchase of naturally derived and bio‐degradable products over the traditionally available products. In this work we developed a series of fully biobased macromolecules constituted of a glycerol‐based oligoester backbone. Based on the subsequent derivatization with fatty acids or peptides, the resulting products may find application as emulsifiers, wetting agents, and potential vectors for the delivery of bioactive peptides. All steps of the resulting macromolecules were conducted following the green chemistry principles with no toxic or environmentally damaging compounds that were used in the overall production process.

  摘要 从以石油为基础的原料转向以生物为基础的原料，以确保向可持续和循环型未来的绿色转型，是全球许多行业面临的最紧迫挑战之一。对于化妆品和个人及家庭护理行业来说，客户开始倾向于购买天然提取和可生物降解的产品，而不是传统的产品，这有力地推动了加快这一转变的进程。在这项工作中，我们开发了一系列完全生物基的大分子，由甘油基低聚酯骨架构成。根据随后与脂肪酸或肽的衍生物化，所得产品可用作乳化剂、润湿剂和潜在的生物活性肽载体。所得大分子的所有步骤均遵循绿色化学原则，整个生产过程中未使用任何有毒或破坏环境的化合物。
• US4169141A
  申请人：——

  公开号：US4169141A

  公开（公告）日：1979-09-25
• Detection of 210 kDa receptor protein for a leaf-movement factor by using novel photoaffinity probes
  作者：Tomohiko Fujii、Yoshiyuki Manabe、Takanori Sugimoto、Minoru Ueda

  DOI：10.1016/j.tet.2005.06.022

  日期：2005.8

  Circadian rhythmic plant leaf-movement, called nyctinasty, is controlled by a time-course change in the internal concentration of the leaf-movement factor in the plant body. We revealed that specific binding proteins (210 and 180 kDa) for the leaf-movement factor, potassium lespedezate (1), are contained in the plasma membrane of the plant motor cell by using novel synthetic photoaffinity probes. These proteins are localized on the motor cell in the plant body, and would be potential receptors for the leaf-movement factor to control the leaf-movement. Our study is a rare successful result of the detection of membrane receptors by using a synthetic photoaffinity probe designed on a biologically active natural product. And these results also advance a guideline for probe design towards successful photoaffinity labeling. (c) 2005 Elsevier Ltd. All rights reserved.