N-(N-benzyloxycarbonyl-L-seryl)-L-serine methyl ester | 5874-76-0

• 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: N-(N-benzyloxycarbonyl-L-seryl)-L-serine methyl ester
• 英文别名: N-(N-Benzyloxycarbonyl-L-seryl)-L-serin-methylester；carbobenzoxy seryl serine methyl ester；Z-Ser-Ser-OMe；methyl (2S)-3-hydroxy-2-[[(2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoyl]amino]propanoate
• CAS: 5874-76-0
• 化学式: C₁₅H₂₀N₂O₇
• 分子量: 340.333
• InChiKey: WMKCPTRURVRKRM-RYUDHWBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(N-benzyloxycarbonyl-L-seryl)-L-serine methyl ester 在 甲醇 、 sodium hydroxide 、 钯 作用下， 生成 丝氨酰-丝氨酸
  参考文献：
  名称：

  Fruton, Journal of Biological Chemistry, 1942, vol. 146, p. 463,469

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄氧羰基-L-丝氨酸 、 L-丝氨酸甲酯盐酸盐 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 生成 N-(N-benzyloxycarbonyl-L-seryl)-L-serine methyl ester
  参考文献：
  名称：

  Poddubnaya,N.A. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 228 - 232

  摘要：

  DOI：

文献信息

• 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。
• Transformation of C-terminal serine and threonine extended precursors into C-terminal .alpha.-amidated peptides: a possible chemical model for the .alpha.-amidating action of pituitary enzymes
  作者：Darshan Ranganathan、Sujata Saini

  DOI：10.1021/ja00003a048

  日期：1991.1

  The chemical model presented here affords a mild and practical methodology for the preparation of C-terminal amides from C-terminal Ser/Thr extended precursors. Further, the oxalamides derived from N-terminal and nonterminal Ser/Thr peptides constitute an entirely novel class of peptide analogues possessing extended planar bis-peptide regions, the study of whose conformational and reactivity profile

  此处介绍的化学模型为从 C 端 Ser/Thr 扩展前体制备 C 端酰胺提供了一种温和实用的方法。此外，源自 N 末端和非末端 Ser/Thr 肽的草酰胺构成了一类全新的肽类似物，具有扩展的平面双肽区域，其构象和反应性特征的研究将证明是有趣的
• Serine-Based Cyclodepsipeptides on an Adamantane Building Block:  Design, Synthesis, and Characterization of a Novel Family of Macrocyclic Membrane Ion-Transporting Depsipeptides
  作者：Darshan Ranganathan、V. Haridas、K. P. Madhusudanan、Raja Roy、R. Nagaraj、G. B. John

  DOI：10.1021/ja971517m

  日期：1997.12.1

  two-step synthetic strategy provides a straightforward entry to a large variety of adamantane-containing serine-based cyclodepsipeptides. The design is flexible with respect to the choice of an amino acid, the ring size, and the nature of the template as illustrated here with the preparation of a large variety of serine-based macrocycles, for example, 18-membered simple cyclo(Adm-Ser-)2 (4), 21-membered

  一个简单的两步合成策略提供了一种直接进入大量含有金刚烷的基于丝氨酸的环缩肽的方法。该设计在氨基酸的选择、环大小和模板的性质方面是灵活的，如此处所示，制备了多种基于丝氨酸的大环，例如 18 元简单环（Adm -Ser-)2 (4), 21-元, S-S 桥连, 环 (Adm-Ser-Cyst-Ser-) (10), 24-元环(Adm-Ser-Val-)2 (5a),环(Adm-Ser-Leu-)2 (5b)、环(Adm-Ser (Leu)-Val)2 (6)、含吡啶的环(Adm-Ser-Val-Py-Val-Ser-) (13 ), 26 元环 (Adm-Ser-Ser-)2 (8) 和冠醚杂化环 (Adm-Ser-TEG-Ser-) (12),
• WATER SOLUBLE ANIONIC BACTERIOCHLOROPHYLL DERIVATIVES AND THEIR USES
  申请人：Yeda Research and Development Co. Ltd.

  公开号：US20170143988A1

  公开（公告）日：2017-05-25

  The invention provides anionic water-soluble tetracyclic and pentacyclic bacteriochlorophyll derivatives (Bchls) containing at least one, preferably two or three, negatively charged groups and/or acidic groups that are converted to negatively charged groups at the physiological pH, preferably Bchls having a group COO<−>, COS<−>, SO3<−>, PO3<2−>, COOH, COSH, SO3H, and/or PO3H2 bound through an ester or amide bond to one or more of the positions 17<3>, 13<3>, and 3<2> of the tetracyclic or pentacyclic Bchl molecule, for photodynamic therapy and diagnosis.

  该发明提供了阴离子水溶性四环和五环细菌叶绿素衍生物（Bchls），其中包含至少一个，最好是两个或三个，带有负电荷基团和/或在生理pH下转化为带有负电荷基团的酸性基团，最好是具有COO <−>，COS <−>，SO3 <−>，PO3 <2−>，COOH，COSH，SO3H和/或PO3H2基团，通过酯或酰胺键结合到四环或五环Bchl分子的17 <3>，13 <3>和3 <2>位置中的一个或多个，用于光动力疗法和诊断。
• Water-soluble anionic bacteriochlorophyll derivatives and their uses
  申请人：Scherz Avigdor

  公开号：US20060142260A1

  公开（公告）日：2006-06-29

  The invention provides anionic water-soluble tetracyclic and pentacyclic bacteriochlorophyll derivatives (Bchls) containing at least one, preferably two or three, negatively charged groups and/or acidic groups that are converted to negatively charged groups at the physiological pH, preferably Bchls having a group COO<−>, COS<−>, SO3<−>, PO3<2−>, COOH, COSH, SO3H, and/or PO3H2 bound through an ester or amide bond to one or more of the positions 17<3>, 13<3>, and 3<2> of the tetracyclic or pentacyclic Bchl molecule, for photodynamic therapy and diagnosis.

  本发明提供一种阴离子水溶性四环和五环细菌叶绿素衍生物（Bchls），其含有至少一个，优选两个或三个，负电荷基团和/或在生理pH下转化为负电荷基团的酸性基团，优选具有通过酯或酰胺键结合到四环或五环Bchl分子的17 <3>，13 <3>和3 <2>位置之一或多个的COO <−>，COS <−>，SO3 <−>，PO3 <2−>，COOH，COSH，SO3H和/或PO3H2基团，用于光动力治疗和诊断。

表征谱图