<127I2>PhTX-343-arginine | 130306-91-1

• 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: <127I2>PhTX-343-arginine
• 英文别名: (2S)-2-amino-N-[3-[4-[3-[[(2S)-2-(butanoylamino)-3-(4-hydroxy-3,5-diiodophenyl)propanoyl]amino]propylamino]butylamino]propyl]-5-(diaminomethylideneamino)pentanamide
• CAS: 130306-91-1
• 化学式: C₂₉H₅₁I₂N₉O₄
• 分子量: 843.591
• InChiKey: OAAQEYQIFYXRKL-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  44
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  222
• 氢给体数：
  9
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Boc-O-苄基-L-酪氨酸 在 palladium on activated charcoal dipotassium hydrogenphosphate 、 N-溴代丁二酰亚胺(NBS) 、 氢气 、 碘 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 甲醇 、 氯仿 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 <127I2>PhTX-343-arginine
  参考文献：
  名称：

  Synthesis of glutamate receptor antagonist philanthotoxin-433 (PhTX-433) and its analogs

  摘要：

  DOI：

  10.1016/s0040-4020(01)85463-6

文献信息

• Synthesis and binding of [125I2]philanthotoxin-343, [125I2]philanthotoxin-343-lysine, and [125I2]philanthotoxin-343-arginine to rat brain membranes
  作者：R. A. Goodnow、R. Bukownik、K. Nakanishi、P. N. R. Usherwood、A. T. Eldefrawi、N. A. Anis、M. E. Eldefrawi

  DOI：10.1021/jm00112a012

  日期：1991.8

  I-125(2)-iodinated philanthotoxin-343 (PhTX-343) (10), [I-125(2)]PhTX-343-arginine (11), and [I-125(2)]PhTX-343-lysine (12) were synthesized and evaluated as probes for glutamate receptors in rat brain synaptic membranes. It was found that these probes were not specific for the glutamate receptors but may be useful for investigating the polyamine binding site. Filtration assays with Whatman GF/B fiber glass filters were unsuitable because the iodinated PhTX-343 analogues exhibited high nonspecific binding to the filters, thus hindering detection of specific binding to membranes. When binding was measured by a centrifugal assay, [I-125(2)]PhTX-343-lysine (12) bound with low affinity (K(D) = 11.4 +/- 2-mu-M) to a large number of sites (37.2 +/- 9.1 nmol/mg of protein). The binding of [I-125(2)]PhTX-343-lysine was sensitive only to the polyamines spermine and spermidine, which displaced [I-125(2)]PhTX-343-lysine (12) with K(i) values of (3.77 +/- 1.4) X 10(-5) M and (7.51 +/- 0.77) X 10(-5) M, respectively. The binding was insensitive to glutamate receptor agonists and antagonists. Binding results with [I-125(2)]PhTX-343-arginine (11) were similar to those of [I-125(2)]PhTX-343-lysine. Considering the high number of toxin binding sites (10000-fold more than glutamate) in these membranes and the insensitivity of the binding to almost all drugs that bind to glutamate receptors, it is evident that most of the binding observed is not to glutamate receptors. On the other hand, PhTX analogues with photoaffinity labels may be useful in the isolation/purification of various glutamate and nicotinic acetylcholine receptors; they could also be useful in structural studies of receptors and their binding sites.
• GOODNOW, R. A. (JR);BUKOWNIK, R.;NAKANISHI, K.;USHERWOOD, P. N. R.;ELDEFR+, J. MED. CHEM., 34,(1991) N, C. 2389-2394
  作者：GOODNOW, R. A. (JR)、BUKOWNIK, R.、NAKANISHI, K.、USHERWOOD, P. N. R.、ELDEFR+

  DOI：——

  日期：——
• Synthesis of glutamate receptor antagonist philanthotoxin-433 (PhTX-433) and its analogs
  作者：R. Goodnow、K. Konno、M. Niwa、T. Kallimopoulos、R. Bukownik、Deborah Lenares、K. Nakanishi

  DOI：10.1016/s0040-4020(01)85463-6

  日期：——