Z(OMe)-Arg(Mts)-OH * cyclohexylamine | 68262-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Z(OMe)-Arg(Mts)-OH * cyclohexylamine
• 英文别名: Z(OMe)-Arg(Mts)-OH*CHA
• CAS: 68262-74-8
• 化学式: C₆H₁₃N*C₂₄H₃₂N₄O₇S
• 分子量: 619.783
• InChiKey: OLFIXYWLJZOCED-BDQAORGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  192.93
• 氢给体数：
  6.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Z(OMe)-Arg(Mts)-OH * cyclohexylamine 在 N-甲基吗啉 、 三乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 Boc-Tyr(Cl2Bzl)-Gly-His-Met(O)-Arg(Mts)-Phe-NH2
  参考文献：
  名称：

  Futaki, Shiroh; Taike, Takashi; Yagami, Takeshi, Journal of the Chemical Society. Perkin transactions I, 1990, p. 1739 - 1744

  摘要：

  DOI：

文献信息

• Studies on peptides. CXVI. Synthesis of the protected docosapeptide corresponding to the C-terminal portion of human growth hormone releasing factor (GRF, somatocrinin).
  作者：NOBUTAKA FUJII、MASANORI SHIMOKURA、KENICHI AKAJI、SHINYA KIYAMA、HARUAKI YAJIMA

  DOI：10.1248/cpb.32.510

  日期：——

  As a starting material for the solution synthesis of a tetratetracontapeptide amide corresponding to the entire sequence of growth hormone releasing factor derived from human pancreatic tumor, a C-terminal-protected docosapeptide amide (positions 23-44) was synthesized by successive azide condensation of three peptide fragments (positions 33-44, 28-32, and 23-27). Amino acid derivatives bearing protecting groups removable by trifluoromethanesulfonic acid were employed; i.e., benzyloxycarbonyl (Z), benzyl (Bzl), and mesitylene-2-sulfonyl (Mts).

  作为溶液合成对应于从人类胰腺肿瘤中提取的生长激素释放因子整个序列的四重四肽酰胺的起始原料，通过连续缩合三个肽片段（位置 33-44、28-32 和 23-27）的叠氮化物，合成了一个 C 端受保护的二十二肽酰胺（位置 23-44）。采用的氨基酸衍生物含有可被三氟甲磺酸去除的保护基团，即苄氧羰基（Z）、苄基（Bzl）和介苯-2-磺酰基（Mts）。
• Studies on peptides. CXXIII. Preparations of nine peptide fragments for the synthesis of human corticotropin releasing factor (hCRF).
  作者：NOBUTAKA FUJII、MOTOYOSHI NOMIZU、KENICHI AKAJI、MASANORI SHIMOKURA、SHINICHI KATAKURA、HARUAKI YAJIMA

  DOI：10.1248/cpb.32.4786

  日期：——

  Nine peptide fragments were synthesized by known amide-forming reactions as building blocks for the solution synthesis of the hentetracontapeptide amide corresponding to the entire amino acid sequence of human corticotropin releasing factor (hCRF). Amino acid derivatives bearing protecting groups removable by 1M trifluoromethanesulfonic acid-thioanisole in TFA were employed.

  通过已知的酰胺形成反应合成了九个肽片段，作为构建块用于全合成对应于人类促肾上腺皮质激素释放因子（hCRF）完整氨基酸序列的二十肽酰胺。采用了带有保护基团的氨基酸衍生物，可通过1M三氟甲磺酸-硫代苯甲醚在TFA中将其去除。
• Studies on peptides. CLIX. Preparation of a protected 33-residue peptide for the synthesis of human cholecystokinin (hCCK-33).
  作者：NOBUTAKA FUJII、SHIROH FUTAKI、SUSUMU FUNAKOSHI、KENICHI AKAJI、HIROSHI MORIMOTO、OSAMU IKEMURA、HARUAKI YAJIMA

  DOI：10.1248/cpb.36.3271

  日期：——

  A protected 33-residue peptide corresponding to the entire amino acid sequence of human cholecystokinin (hCCK-33) was synthesized by successive azide condensations of 7 peptide fragments of established purity. β-Cycloheptyl aspartate [Asp(OChp)] was employed to suppress base-catalyzed succinimide formation.

  通过连续叠氮化物缩合 7 个已确定纯度的肽片段，合成了对应于人胆囊收缩素 (hCCK-33) 完整氨基酸序列的受保护的 33 个残基肽。 β-环庚基天冬氨酸 [Asp(OChp)] 用于抑制碱催化的琥珀酰亚胺形成。
• Studies on peptides. CXIX. Synthesis of growth hormone releasing factor (hpGRF-40-OH).
  作者：NOBUTAKA FUJII、MASANORI SHIMOKURA、HARUAKI YAJIMA、FUMIAKI SHONO、MASAFUMI TSUDA、AKIRA YOSHITAKE

  DOI：10.1248/cpb.32.1193

  日期：——

  The tetracontapeptide corresponding to the entrie amino acid sequence of growth hormone releasing factor (hpGRF-40-OH) was synthesized by fragment condensation in solution, followed by deprotection with 1M trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid. In in vivo assay, synthetic hpGRF-40-OH was as active as synthetic hpGRF-44-NH2, but in in vitro assay, the potency of synthetic hpGRF-40-OH was only 36% of that of synthetic hpGRF-44-NH2.

  通过在溶液中片段缩合，然后用三氟乙酸中的1M三氟甲磺酸-茴香硫醚去保护，合成了与生长激素释放因子(hpGRF-40-OH)的入口氨基酸序列相对应的十肽。在体内测定中，合成hpGRF-40-OH与合成hpGRF-44-NH2一样具有活性，但在体外测定中，合成hpGRF-40-OH的效力仅为合成hpGRF-44-NH2的36% 。