N-{[(4-甲氧基苄基)氧基]羰基}甘氨酸 | 4596-54-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-{[(4-甲氧基苄基)氧基]羰基}甘氨酸
• 英文名称: N-(4-methoxy-benzyloxycarbonyl)-glycine
• 英文别名: Z(OMe)-Gly-OH；N-<4-Methoxy-benzyloxycarbonyl>-glycin；N-(4-Methoxy-benzyloxycarbonyl)-glycin；N-p-Methoxybenzyloxycarbonyl-glycin；N-{[(4-Methoxyphenyl)methoxy]carbonyl}glycine；2-[(4-methoxyphenyl)methoxycarbonylamino]acetic acid
• CAS: 4596-54-7
• 化学式: C₁₁H₁₃NO₅
• 分子量: 239.228
• InChiKey: DKEFXDVVCVXQNW-UHFFFAOYSA-N

物化性质

• 熔点：
  94-97 °C
• 沸点：
  459.2±35.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-{[(4-甲氧基苄基)氧基]羰基}甘氨酸 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.33h， 生成 Z(OMe)-Gly-Phe-Leu-OBzl
  参考文献：
  名称：

  Kawasaki, Koichi; Tsuji, Toshiki; Maeda, Misuko, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 3, p. 1044 - 1048

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基苄氧基酰肼 在 magnesium oxide 、 溶剂黄146 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 N-{[(4-甲氧基苄基)氧基]羰基}甘氨酸
  参考文献：
  名称：

  Weygand,F.; Hunger,K., Chemische Berichte, 1962, vol. 95, p. 1 - 6

  摘要：

  DOI：

文献信息

• Amino Acids and Peptides. XVIII. Synthetic Peptides Related to N-Terminal Portion of Fibrin .ALPHA.-Chain and Their Inhibitory Effect on Fibrinogen/Thrombin Clotting.
  作者：Koichi KAWASAKI、Masanori MIYANO、Katsuhiko HIRASE、Masahiro IWAMOTO

  DOI：10.1248/cpb.41.975

  日期：——

  Peptide analogs of the N-terminal portion of fibrin α-chain were prepared and their inhibitory effects on fibrinogen/thrombin clotting were examined. Of the synthetic peptides, H-Gly-Pro-Arg-Pro-Pro-NH2 exhibited the most potent inhibitory effect.

  纤维α链N末端部分的肽类似物被制备出来，并考察了它们对纤维蛋白原/凝血酶凝固的抑制作用。在合成的肽中，H-Gly-Pro-Arg-Pro-Pro-NH₂表现出最强的抑制效果。
• An ‘active ester’-type mixed anhydride method for peptide synthesis. Use of the new reagent, norborn-5-ene-2,3-dicarboximido diphenyl phosphate (NDPP)
  作者：Yoshiaki Kiso、Toshitugu Miyazaki、Masahiko Satomi、Hidemi Hiraiwa、Tadashi Akita

  DOI：10.1039/c39800001029

  日期：——

  Norborn-5-ene-2,3-dicarboximido diphenyl phosphate (NDPP) is a convenient activating reagent for peptide synthesis.

  Norborn-5-ene-2,3-diarboximidodiphenyl phosphate（NDPP）是一种方便的肽合成活化剂。
• Amino Acids and Peptides. XX. Preparation of .BETA.-Cyclododecyl Aspartate and Its Application to Synthesis of Fibronectin- and Laminin-Related Peptides.
  作者：Koichi KAWASAKI、Tomohiro MURAKAMI、Kazuyoshi KOSHINO、Machiko NAMIKAWA、Mitsuko MAEDA、Takao HAMA、Tadanori MAYUMI

  DOI：10.1248/cpb.42.792

  日期：——

  beta-Cyclododecyl aspartate was prepared and its application to peptide synthesis was examined. Derivatives of beta-cyclododecyl aspartate are more likely to crystallize and should be useful for peptide synthesis. The cyclododecyl ester was much stable to bases than the benzyl ester and rather more stable than the cyclohexyl ester. It was removable by HF treatment and trifluoromethanesulfonic acid treatment

  制备了β-环十二烷基天冬氨酸盐，并研究了其在肽合成中的应用。β-环十二烷基天冬氨酸的衍生物更容易结晶，应该对肽合成有用。环十二烷基酯对碱的稳定性比苄基酯高，但比环己基酯更稳定。可通过HF处理和三氟甲磺酸处理将其除去。β-环十二烷基天冬氨酸盐通过固相和液相方法用于合成层粘连蛋白和纤连蛋白相关肽。
• Peptide Synthesis in Aqueous Solution. II. Synthesis and Biological Activity of a Molluscan Neuropeptide, FMRFamide (Phe–Met–Arg–Phe–NH₂) Analogs for N-Terminal Moiety
  作者：Katsushige Kouge、Haruko Soma、Yukari Katakai、Hideo Okai、Mayumi Takemoto、Yojiro Muneoka

  DOI：10.1246/bcsj.60.4343

  日期：1987.12

  In order to elucidate the contribution of the N-terminal moiety (Phe1 or Met2) of FMRFamide to the activity, 16 kinds of FMRFamide analogs were synthesized and their structure-activity relations are discussed. From the results, it was found that hydrophobic or bulky group in N-terminal contributes to the contractile effect, while the precise length of the side chain of amino acid at 2-position is due

  为了阐明FMRFamide的N末端部分（Phe1或Met2）对活性的贡献，合成了16种FMRFamide类似物并讨论了它们的构效关系。结果发现，N端疏水性或大体积基团有助于收缩效应，而2位氨基酸侧链的精确长度是由于松弛效应。
• Studies on peptides. CXXVII. Synthesis of a tripentacontapeptide with epidermal growth factor activity.
  作者：KENICHI AKAJI、NOBUTAKA FUJII、HARUAKI YAJIMA、KYOZO HAYASHI、KAZUHIKO MIZUTA、MITSURU AONO、MOTOYUKI MORIGA

  DOI：10.1248/cpb.33.184

  日期：——

  The tripentacontapeptide corresponding to the entire linear sequence of epidermal growth factor was synthesized by assembling 15 peptide fragments and one His residue (position 22), followed by deprotection with trifluoromethanesulfonic acid-thioanisole in trifluoroacetic acid. The deprotected peptide was subjected to air-oxidation. After purification by ion-exchange chromatography on diethyl aminoethyl cellulose followed by high performance liquid chromatography, a peptide with powerful anti-gastric activity was obtained.

  通过组装15个肽片段和一个组氨酸残基（位置22），合成了对应于表皮生长因子整个线性序列的三十五肽。随后，通过三氟甲磺酸-噻吩在三氟乙酸中进行脱保护。脱保护的肽进行空气氧化。经过二乙氨基乙基纤维素上的离子交换色谱法纯化，接着用高效液谱法，获得了一种具有强大抗胃活性的肽。