Boc-Leu-Gly-NH2 | 89226-19-7

• 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: Boc-Leu-Gly-NH2
• 英文别名: tert-butyl N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 89226-19-7
• 化学式: C₁₃H₂₅N₃O₄
• 分子量: 287.359
• InChiKey: RBAZUFSCUKXVNH-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Boc-Leu-Gly-NH2 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.0h， 生成 C₁₄H₂₃F₃N₄O₃
  参考文献：
  名称：

  含有对映体（S）-α-三氟甲基脯氨酸的MIF-1类似物的合成及伤害感受的生物学评价

  摘要：

  据报道在大鼠模型中新型MIF-1类似物的合成及其在急性疼痛过程中对伤害感受的作用。该对映体纯的含三氟甲基的三肽的合成是通过HCl之间的肽偶联反应进行的。Leu-Gly-NH 2和（S）-α-Tfm-脯氨酸。CF 3-（MIF-1）2的镇痛作用已通过爪压（PP）和热板（HP）测试在大鼠模型上进行了体内评估，并与天然肽MIF-1进行了比较。CF 3-（MIF-1）2的镇痛效果最高仅在PP测试中。为了研究由所研究的肽诱导的伤害感受的机制，研究了阿片样物质和一氧化氮能系统的参与。结果表明，自从在注射CF 3-（MIF-1）2之前20分钟使用鸦片受体纳洛酮的非竞争性拮抗剂一氧化氮合酶（NOS）抑制剂l进行预处理以来，这两个系统都参与其中。-N G-硝基精氨酸酯（l -NAME）或一氧化氮（NO）供体l-精氨酸（l -Arg）在PP和HP测试中显着降低了疼痛感。

  DOI：

  10.1016/j.ejmech.2012.12.041
• 作为产物：
  描述：

  (N-(tert-butoxycarbonyl)-L-leucinyl)glycine ethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 168.0h， 以100%的产率得到Boc-Leu-Gly-NH2
  参考文献：
  名称：

  Synthesis of the amide of the C-terminal tetrapeptide of the sequence of oxytocin

  摘要：

  DOI：

  10.1007/bf00630256

文献信息

• An Allyl Protection and Improved Purification Strategy Enables the Synthesis of Functionalized Phosphonamidate Peptides
  作者：Gerhard Klebe、Jonathan Cramer

  DOI：10.1055/s-0036-1588393

  日期：——

  biophysical methods such as isothermal titration calorimetry, high purity of the inhibitor of interest is indispensable. Herein, we describe a procedure for the synthesis and purification of functionalized phosphonamidate peptides that is able to generate inhibitors for the metalloprotease thermolysin for use in biophysical experiments. The method utilizes an allyl ester/alloc protection strategy and

  摘要 对于现代生物物理方法，例如等温滴定热法，目标抑制剂的高纯度是必不可少的。在本文中，我们描述了一种合成和纯化功能化膦酰胺酸肽的程序，该程序能够生成金属蛋白酶嗜热菌蛋白酶的抑制剂，用于生物物理实验。该方法利用了烯丙基酯/分配保护策略，并利用了快速有效的固相萃取（SPE）纯化步骤。应用该策略，我们能够合成一系列具有极高纯度的氨基和羟基官能化侧链的高极性抑制剂。 对于现代生物物理方法，例如等温滴定热法，目标抑制剂的高纯度是必不可少的。在本文中，我们描述了一种合成和纯化功能化膦酰胺酸肽的程序，该程序能够生成金属蛋白酶嗜热菌蛋白酶的抑制剂，用于生物物理实验。该方法利用了烯丙基酯/分配保护策略，并利用了快速有效的固相萃取（SPE）纯化步骤。应用该策略，我们能够合成一系列具有极高纯度的氨基和羟基官能化侧链的高极性抑制剂。
• Enzymatically catalyzed synthesis of oxytocin fragments 1-6 and 7-9
  作者：Václav Čeřovský、Karel Jošt

  DOI：10.1135/cccc19852775

  日期：——

  Papain, α-chymotrypsin, thermolysin and elastase were utilized in the synthesis of peptide bonds of the protected oxytocin nonapeptide, except the S-benzylcysteine-proline bond. Amino groups were protected with benzyloxycarbonyl or tert-butyloxycarbonyl groups, carboxy groups as ethyl ester, phenylhydrazides or amides. The cysteine sulfhydryl group was blocked with the benzyl group whereas the tyrosine hydroxyl was unprotected. Most of the fragments were synthesized in satisfactory yields using an equimolar ratio of both reaction components and minimal (experimentally determined) amount of the given enzyme.

  木瓜酶、α-胰蛋白酶、热溶菌素和弹性蛋白酶被用于合成受保护的催产素非肽九肽的肽键，除了S-苄基半胱氨酸-脯氨酸键。氨基团被苄氧羰基或叔丁氧羰基团保护，羧基被乙酯、苯肼或酰胺保护。半胱氨酸巯基被苄基团阻断，而酪氨酸羟基未被保护。大多数片段在使用等摩尔比的反应组分和最小（经实验确定的）给定酶量的情况下以令人满意的产率合成。
• Partially Modified Retro-Inverso Pseudopeptides as Non-natural Ligands for the Human Class I Histocompatibility Molecule HLA-A2
  作者：Gilles Guichard、Francine Connan、Roland Graff、Marina Ostankovitch、Sylviane Muller、Jean-Gérard Guillet、Jeannine Choppin、Jean-Paul Briand

  DOI：10.1021/jm9509511

  日期：1996.1.1

  Syntheses of a series of partially modified retro-inverso analogues of the antigenic peptide M58-66 derived from the influenza virus matrix protein are reported. The retro-inverso modification Psi(NH-CO) was obtained by replacement of two successive amino acid residues with a 2-substituted malonate derivative and gem-diaminoalkyl residue. The resulting compounds 1-8 were tested for their binding to the human histocompatibility class I molecule HLA-A2 in an assembly assay using lysates of peptide transporter-deficient cells T2. Specific peptide-dependent HLA-A2 assembly was revealed by an enzyme-linked immunosorbent assay. Significant HLA-A2 assembly was detected in the presence of analogues [gGly(58)-(S)mLeu(59)]-M58-66 (1a), [gGly(61)-(R,S)mPhe(62)]M58-66 (4), [gVal(63)-(R,S)mPhe(64)]M58-66 (6), and [gPhe(64)-(R,S)mAla(65)]M58-66 (7). The introduction of the retro-inverso modification between P2-P3, P3-P4, P5-P6, and P8-P9 (compounds 2, 3, 5, and 8, respectively) however led to a dramatic reduction in peptide binding to HLA-A2. Interestingly, compound 1a which contains modification between P1-P2 was found to be the most potent analogue, being able to retain the original HLA-A2 binding profile of the parent peptide M58-66. Taken together, these results and recent binding data obtained in the context of murine MHC class I molecule H-2K(d) suggest that the incorporation of peptide bond surrogates in MHC class I-restricted epitopes is a useful approach to design molecules having both increased stability and high MHC-binding capacity. Depending on their agonist or antagonist effects at the T-cell receptor, such non-natural MHC ligands are likely to find many applications in the development of peptide-based vaccines or as potential therapeutic agents in the treatment of allergies and autoimmune diseases.
• Studies on amino acids and peptides-V
  作者：M. Thorsen、B. Yde、U. Pedersen、K. Clauden、S.-O. Lawesson

  DOI：10.1016/s0040-4020(01)91596-0

  日期：1983.1
• TETRAHYDROPYRIDOINDOLES AS CHOLECYSTOKININ AND GASTRIN ANTAGONISTS
  申请人：RHONE-POULENC RORER INTERNATIONAL (HOLDINGS) INC.

  公开号：EP0491943A1

  公开（公告）日：1992-07-01