(S)-N-Fmoc-3-(tert-butoxy)phenylalanine

• 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: (S)-N-Fmoc-3-(tert-butoxy)phenylalanine
• 英文别名: Fmoc-Tyr(tBu)-OH；(S)-N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-meta-tyrosine；(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[3-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid
• 化学式: C₂₈H₂₉NO₅
• 分子量: 459.542
• InChiKey: MQMJCGGJNCHHJI-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9,10-Di(4-phenylphenyl)-2-tert-butyl-9,10-dihydroxy-9,10-dihydroanthracene 、 (S)-N-Fmoc-3-(tert-butoxy)phenylalanine 在 N-羟基-7-氮杂苯并三氮唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  WO2007/18508

  摘要：

  公开号：

文献信息

• C-Acylations of Polymeric Phosphoranylidene Acetates for C-Terminal Variation of Peptide Carboxylic Acids
  作者：Adeeb El-Dahshan、Steffen Weik、Jörg Rademann

  DOI：10.1021/ol062754+

  日期：2007.3.1

  C-Acylations of polymer-supported 2-phosphoranylidene acetates ("linker reagents") with protected amino acids yielded 2-acyl-2-phosphoranylidene acetates as flexible intermediates for the C-terminal variation of carboxylic acids: peptidyl-2,3-diketoesters, peptidyl vinyl ketones, peptidyl-2-ketoaldehydes, and 1,3-diamino-2-hydroxy-propanes were obtained as products. [reaction: see text]

  用受保护的氨基酸将聚合物负载的2-磷酰亚萘基乙酸酯（“连接剂”）进行C酰基化反应，生成2-酰基-2-磷酰亚烷基乙酸酯作为羧酸C端变化的柔性中间体：肽基2,3-二酮酸酯作为产物获得了肽基乙烯基酮，肽基-2-酮醛和1，3-二氨基-2-羟基丙烷。[反应：看文字]
• Solid-Phase Synthesis and Biological Evaluation of a Combinatorial Library of Philanthotoxin Analogues
  作者：Kristian Strømgaard、Tim J. Brier、Kim Andersen、Ian R. Mellor、Alex Saghyan、Denis Tikhonov、Peter N. R. Usherwood、Povl Krogsgaard-Larsen、Jerzy W. Jaroszewski

  DOI：10.1021/jm000220n

  日期：2000.11.1

  glutamate receptors (non-NMDAR) expressed in Xenopus oocytes. 4-Hydroxy analogues lacking the secondary amino groups (PhTX-12 and 4,9-dioxa-PhTX-12 and their analogues) were inactive on non-NMDAR, whereas the potency of the spermine derivatives (PhTX-343 and its analogues) increased with steric bulk of the N-acyl group. The analogue of PhTX-343 in which the N-butanoyl group was replaced by phenylacetyl

  利用固相平行合成，利用了费洛托辛的模块结构来构建这些化合物的第一个组合文库。使用（S）-酪氨酸和（S）-3-羟基苯丙氨酸作为氨基酸成分，使用精胺，1,12-十二烷二胺和4,9-二氧杂-1,12-十二烷二胺作为胺成分，以及丁酰基，苯乙酰基和环己基乙酰基为N-酰基。在自动制备型HPLC之后，以40-70％的收率分离出所得的18种化合物，呈S形。通过具有蒸发光散射检测的HPLC和通过（1）H和（13）C NMR确定产物的纯度。对由此获得的费洛托辛对TE671细胞中表达的人肌肉型烟碱型乙酰胆碱受体（nAChR）和非洲爪蟾卵母细胞中表达的大鼠脑非NMDA谷氨酸受体（non-NMDAR）的拮抗剂特性进行电生理学测试。缺少仲氨基的4-羟基类似物（PhTX-12和4,9-二氧杂-PhTX-12及其类似物）对非NMDAR无效，而精胺衍生物（PhTX-343及其类似物）的效力增强具有N-酰基的空间位阻。在NN
• Identification, synthesis, and biological evaluation of novel pyrazoles as low molecular weight luteinizing hormone receptor agonists
  作者：Catherine Jorand-Lebrun、Bill Brondyk、Jing Lin、Sharad Magar、Robert Murray、Adulla Reddy、Hitesh Shroff、Greg Wands、Weishui Weiser、Qihong Xu、Sean McKenna、Nadia Brugger

  DOI：10.1016/j.bmcl.2006.12.062

  日期：2007.4

  luteinizing hormone receptor (LH-R) agonist activity. A focused pyrazole library was produced by solid-phase synthesis and key pyrazole regioisomers were obtained selectively in solution. Evaluation of those compounds in a cAMP assay in CHO cells transfected with h-LH receptor allowed us to propose a structure-activity relationship model for this series and led to the identification of the first low molecular

  在高通量筛选过程中，鉴定了一系列具有黄体生成激素受体（LH-R）激动剂活性的吡唑化合物。通过固相合成产生聚焦的吡唑库，并在溶液中选择性地获得关键的吡唑区域异构体。在用h-LH受体转染的CHO细胞中的cAMP分析中评估这些化合物，使我们能够提出该系列的结构-活性关系模型，并导致鉴定出Leydig细胞中具有体外活性的第一个低分子量分子实验（ED（50）= 1.31 microM）和体内大鼠睾丸激素诱导模型（32 mpk ip时有显着影响）。
• [EN] SUBSTITUTED POLYAMINE COMPOUNDS<br/>[FR] COMPOSES POLYAMINES SUBSTITUES
  申请人：LUNDBECK & CO AS H

  公开号：WO2002016314A1

  公开（公告）日：2002-02-28

  The invention provides a compound represented by the general forumla (I), wherein R?1, R2, R3, R6, R7¿, p, A, B and D are as defined in the description. The compounds are useful as AMPA antagonists.

  本发明提供了一种由通式（I）表示的化合物，其中R?1、R2、R3、R6、R7¿、p、A、B和D如描述中所定义。这些化合物可用作AMPA拮抗剂。
• Synthesis of a statistically exhaustive fluorescent peptide substrate library for profiling protease specificity
  作者：James E Sheppeck II、Heidi Kar、Luke Gosink、Jeffrey B Wheatley、Erik Gjerstad、Siobhan M Loftus、Alexi R Zubiria、James W Janc

  DOI：10.1016/s0960-894x(00)00545-x

  日期：2000.12

  A statistically exhaustive, 8800 compound tripeptidal amidomethylcoumarin library was synthesized as discreet compounds using solid-phase combinatorial chemistry. A subset of the compounds was purified by HPLC and tested in a high-throughput fluorometric assay against several known serine and cysteine proteases to demonstrate the utility of this library for profiling protease substrate specificity. (C) 2000 Elsevier Science Ltd. All rights reserved.