(3S)-6-氨在-3-[[(9H-芴-9-甲氧基)羰基]氨基]-6-氧代己酸 | 283160-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: (3S)-6-氨在-3-[[(9H-芴-9-甲氧基)羰基]氨基]-6-氧代己酸
• 中文别名: NΒ-FMOC-L-Β-高谷氨酰胺；(S)-3-(FMOC-氨基)己二酸6-酰胺；芴甲氧羰基-L-三苯甲基-β-高谷氨酰胺
• 英文名称: Fmoc-β³-HGln-OH
• 英文别名: Fmoc-Hgn-OH；(S)-5-Carbamoyl-3-(9H-fluoren-9-ylmethoxycarbonyl-amino)-pentanoic acid；(3S)-6-amino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-6-oxohexanoic acid
• CAS: 283160-17-8
• 化学式: C₂₁H₂₂N₂O₅
• 分子量: 382.416
• InChiKey: GMXKYUGMPJITQT-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• WGK Germany：
  3
• 海关编码：
  2924299090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 9-芴甲氧羰基-L-beta-高丙氨酸 、 芴甲氧羰基-L-β-高亮氨酸 、 Fmoc-L-beta-高脯氨酸 、 (3S)-6-氨在-3-[[(9H-芴-9-甲氧基)羰基]氨基]-6-氧代己酸 、 alkaline earth salt of/the/ methylsulfuric acid 以33%的产率得到H2N-β³-HCys-β³-HAsp-β³-HTyr-β³-HIle-β³-HLys-β³-HGln-β³-HLeu-β³-HAla-β³-HSer-β³-HPhe-β³-HPro-OH trifluoroacetate
  参考文献：
  名称：

  Synthesis ofβ3-Peptides and Mixedα/β3-Peptides by Thioligation

  摘要：

  Five beta-peptide thioesters (1 - 5, containing 3,4, 10 residues) were prepared by manual solid-phabe synthesis and purified by reverse-phase preparative HPLC. A beta-undecapeptide (6) and an alpha-undecapeptide (7) with N-terminal beta(3)-HCys and Cys residues were prepared by manual and machine synthesis, respectively. Coupling of the thioesters with the cysteine derivatives in the presence of PhSH (Scheme and Fig. 1) in aqueous solution occurred smoothly and quantitatively. Pentadeca- and heneicosapeptides (8 10) were isolated, after preparative RP-HPLC purification, in yields of up to 60%. Thus, the so-called native chemical ligation works well with beta-peptides, producing larger beta3- and alpha/beta(3)-mixed peptides. Compounds 1 - 10 were characterized by high-resolution mass spectrometry (HR MS) and by CD spectroscopy, including temperature and concentration dependence. beta-Peptide 9 with 21 residues shows an intense negative Cotton effect near 210 nm but no zero-crossing above 190 nm, (Figs. 2 - 4), which is characteristic of beta-peptide 3(14)-helical structures. Comparison of the CD spectra of the mixed alpha/beta-pentadecapeptide (10) and a helical alpha-peptide (Fig. 5) indicate the presence of an alpha-peptidic 3.6(13) helix.

  DOI：

  10.1002/1522-2675(200206)85:6<1812::aid-hlca1812>3.0.co;2-e

文献信息

• [EN] PEPTIDIC VASOPRESSIN RECEPTOR AGONISTS<br/>[FR] AGONISTES PEPTIDIQUES DE RECEPTEUR DE LA VASOPRESSINE
  申请人：FERRING BV

  公开号：WO2006020491A1

  公开（公告）日：2006-02-23

  The present invention relates to novel compounds, pharmaceutical compositions comprising the same, use of said compounds for the manufacture of a medicament for treatment of inter alia shock conditions as well as to a method for treatment of said conditions, wherein said compounds are administered. The compounds are represented by the general formula (I), as further defined in the specification.

  本发明涉及新颖化合物，包括相同的药物组合物，所述化合物用于制备用于治疗休克等疾病的药物，以及用于治疗这些疾病的方法，其中这些化合物被给予。这些化合物由一般式(I)表示，如规范中进一步定义。
• Synthesis ofβ3-Peptides and Mixedα/β3-Peptides by Thioligation
  作者：Thierry Kimmerlin、Dieter Seebach、Donald Hilvert

  DOI：10.1002/1522-2675(200206)85:6<1812::aid-hlca1812>3.0.co;2-e

  日期：2002.6

  Five beta-peptide thioesters (1 - 5, containing 3,4, 10 residues) were prepared by manual solid-phabe synthesis and purified by reverse-phase preparative HPLC. A beta-undecapeptide (6) and an alpha-undecapeptide (7) with N-terminal beta(3)-HCys and Cys residues were prepared by manual and machine synthesis, respectively. Coupling of the thioesters with the cysteine derivatives in the presence of PhSH (Scheme and Fig. 1) in aqueous solution occurred smoothly and quantitatively. Pentadeca- and heneicosapeptides (8 10) were isolated, after preparative RP-HPLC purification, in yields of up to 60%. Thus, the so-called native chemical ligation works well with beta-peptides, producing larger beta3- and alpha/beta(3)-mixed peptides. Compounds 1 - 10 were characterized by high-resolution mass spectrometry (HR MS) and by CD spectroscopy, including temperature and concentration dependence. beta-Peptide 9 with 21 residues shows an intense negative Cotton effect near 210 nm but no zero-crossing above 190 nm, (Figs. 2 - 4), which is characteristic of beta-peptide 3(14)-helical structures. Comparison of the CD spectra of the mixed alpha/beta-pentadecapeptide (10) and a helical alpha-peptide (Fig. 5) indicate the presence of an alpha-peptidic 3.6(13) helix.
• METHODS FOR SYNTHESIS OF ENCODED LIBRARIES
  申请人：Praecis Pharmaceuticals Inc.

  公开号：EP1910538B1

  公开（公告）日：2011-04-27
• Methods for synthesis of encoded libraries
  申请人：Morgan Barry

  公开号：US20070042401A1

  公开（公告）日：2007-02-22

  The present invention provides a method of synthesizing libraries of molecules which include an encoding oligonucleotide tag.
• Methods for identifying compounds of interest using encoded libraries
  申请人：Morgan Barry

  公开号：US20070224607A1

  公开（公告）日：2007-09-27

  The present invention provides a method for identifying a compound of interest by screening libraries of molecules which include an encoding oligonucleotide tag.