Fmoc-nglu(otbu)-oh [Fmoc-n-(叔丁氧基羰基乙基)-甘氨酸] | 174799-89-4

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 甘氨酸类衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: Fmoc-nglu(otbu)-oh [Fmoc-n-(叔丁氧基羰基乙基)-甘氨酸]
• 中文别名: FMOC-N-(叔丁氧羰基乙基)甘氨酸；Fmoc-nglu(otbu)-oh[Fmoc-n-(叔丁氧基羰基乙基)-甘氨酸]
• 英文名称: N-fluorenylmethoxycarbonyl-N′-carboxymethyl-β-alanine-t-butyl ester
• 英文别名: Fmoc-N(EtCO₂^tBu)-Gly-OH；2-(N-{2-[(tert-butyl)oxycarbonyl]-ethyl}(fluoren-9-ylmethoxy)carbonylamino)acetic acid；Fmoc-NGlu(Ot-Bu)-OH；Fmoc-N-(tert-butyloxycarbonylethyl)glycine；2-[9H-fluoren-9-ylmethoxycarbonyl-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]amino]acetic acid
• CAS: 174799-89-4
• 化学式: C₂₄H₂₇NO₆
• 分子量: 425.481
• InChiKey: GSLFOWYOHAYGNA-UHFFFAOYSA-N

物化性质

• 沸点：
  597.5±43.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  29225090

反应信息

• 作为反应物：
  描述：

  Fmoc-nglu(otbu)-oh [Fmoc-n-(叔丁氧基羰基乙基)-甘氨酸] 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成
  参考文献：
  名称：

  Gadolinium-binding cyclic hexapeptoids: synthesis and relaxometric properties

  摘要：

  环状六肽能够有效地结合Gd3+离子。它们的热力学稳定性已通过1H-弛豫研究进行评估。

  DOI：

  10.1039/c3ob42029a
• 作为产物：
  描述：

  3-氨基丙酸叔丁酯 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 、 magnesium sulfate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， -5.0~25.0 ℃ 、413.69 kPa 条件下， 反应 13.0h， 生成 Fmoc-nglu(otbu)-oh [Fmoc-n-(叔丁氧基羰基乙基)-甘氨酸]
  参考文献：
  名称：

  Building Units for N-Backbone Cyclic Peptides. 3. Synthesis of Protected N^α-(ω-Aminoalkyl)amino Acids and N^α-(ω-Carboxyalkyl)amino Acids

  摘要：

  An improved synthesis of a family of amino acids that contain omega-aminoalkyl groups and of a new family containing omega-carboxyalkyl groups linked to the alpha-amine is described. The synthesis was performed by alkylation of suitably monoprotected alkylenediamines and protected omega-amino acids with triflates of alpha-hydroxy acid esters. The reaction proceeded with inversion of configuration yielding optically pure products. The N-alpha-(omega-aminoalkyl)amino acids and N-alpha-(omega-carboxyalkyl)amino acids were orthogonally protected to allow their incorporation into peptides by solid-phase peptide synthesis (SPPS) methodology.

  DOI：

  10.1021/jo961580e

文献信息

• [EN] COMPOUNDS CONTAINING MATRIX METALLOPROTEINASE SUBSTRATES AND METHODS OF THEIR USE<br/>[FR] COMPOSES CONTENANT DES SUBSTRATS DE METALLOPROTEINASE MATRICIELLE ET PROCEDES D'UTILISATION ASSOCIES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2005023314A1

  公开（公告）日：2005-03-17

  Compounds for use in a diagnostic agent for detecting, imaging, and/or monitoring a pathological disorder associated with matrix metalloproteinase activity at a site of interest in a patient are disclosed. Compositions and kits containing the compounds are also disclosed. In addition, methods of detecting, imaging, and/or monitoring the presence of matrix metalloproteinase or a pathological disorder associated with matrix metalloproteinase activity in a patient are disclosed.

  揭示了用于诊断剂的化合物，用于检测、成像和/或监测患者感兴趣部位处与基质金属蛋白酶活性相关的病理紊乱。还揭示了含有这些化合物的组合物和试剂盒。此外，还揭示了检测、成像和/或监测患者体内基质金属蛋白酶或与基质金属蛋白酶活性相关的病理紊乱存在的方法。
• Tuning conformation and properties of peptidomimetic backbones through dual <i>N</i>/<i>C</i>_α-substitution
  作者：R. Kaminker、I. Kaminker、W. R. Gutekunst、Y. Luo、S. Lee、J. Niu、S. Han、C. J. Hawker

  DOI：10.1039/c8cc01356j

  日期：——

  Conformational space of peptides can be fine-tuned via chemical modifications of the backbone.

  肽的构象空间可以通过对骨架的化学修饰进行微调。
• Radiopharmaceuticals for imaging infection and inflammation
  申请人：——

  公开号：US20030124053A1

  公开（公告）日：2003-07-03

  The present invention provides novel radiopharmaceuticals useful for the diagnosis of infection and inflammation, reagents and kits useful for preparing the radiopharmaceuticals, methods of imaging sites of infection and/or inflammation in a patient, and methods of diagnosing diseases associated with infection or inflammation in patients in need of such diagnosis. The radiopharmaceuticals bind in vivo to the leukotriene B4 (LTB4) receptor on the surface of leukocytes which accumulate at the site of infection and inflammation. The reagents provided by this invention are also useful for the treatment of diseases associated with infection and inflammation.

  本发明提供了用于诊断感染和炎症的新型放射性药物，用于制备这些放射性药物的试剂和工具包，用于在患者体内成像感染和/或炎症部位的方法，以及用于诊断需要此类诊断的患者中与感染或炎症相关的疾病的方法。这些放射性药物在体内与在感染和炎症部位聚集的白细胞表面的白三烯B4（LTB4）受体结合。本发明提供的试剂还可用于治疗与感染和炎症相关的疾病。
• Tuning of protease resistance in oligopeptides through <i>N</i>-alkylation
  作者：Revital Kaminker、Athina Anastasaki、Will R. Gutekunst、Yingdong Luo、Sang-Ho Lee、Craig J. Hawker

  DOI：10.1039/c8cc04407d

  日期：——

  In this work we demonstrate a strategy for tuning proteolysis of oligopeptides by expanding the N-alkylation of peptides beyond the common methyl group.

  在这项工作中，我们展示了一种通过扩展肽的N-烷基化超越常见的甲基基团来调节寡肽蛋白水解的策略。
• COMPOUNDS USEFUL IN PREPARING HYBRID IMMUNOGLOBULIN CONTAINING NON-PEPTIDYL LINKAGE
  申请人：Capon, Daniel J.

  公开号：EP3701971A1

  公开（公告）日：2020-09-02

  The present invention provides intermediate compounds containing a triazine or trans-cyclooctene group, useful in the preparation of compounds having the structure:         A-B-----Z wherein A is a biologically active structure of the compound; wherein Z is a protein component of the compound, which protein component comprises one or more polypeptides, wherein at least one of the one or more polypeptides comprises consecutive amino acids which (i) are identical to a stretch of consecutive amino acids present in a chain of an Fc domain of an antibody; (ii) bind to an Fc receptor; and (iii) have at their N-terminus a sequence selected from the group consisting of a cysteine or selenocysteine; wherein the dashed line between B and Z represents a peptidyl linkage; and wherein the solid line between A and B represents a nonpeptidyl linkage.

  本发明提供了含有三嗪或反式环辛烯基团的中间体化合物，可用于制备具有以下结构的化合物： A-B-----Z 其中，A 是化合物的生物活性结构；Z 是化合物的蛋白质成分，该蛋白质成分包括一个或多个多肽，其中一个或多个多肽中至少有一个多肽包括连续氨基酸，这些连续氨基酸(i) 与抗体 Fc 结构域链中存在的一段连续氨基酸相同；(ii)与 Fc 受体结合；以及(iii)在其 N 端具有选自半胱氨酸或硒半胱氨酸组成的组的序列；其中 B 和 Z 之间的虚线代表肽基连接；而 A 和 B 之间的实线代表非肽基连接。