N-acetyl-3-iodo-L-tyrosine | 1023-47-8

• 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: N-acetyl-3-iodo-L-tyrosine
• 英文别名: (2S)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanoic acid
• CAS: 1023-47-8
• 化学式: C₁₁H₁₂INO₄
• 分子量: 349.125
• InChiKey: IVMIEKMLDYZRFB-VIFPVBQESA-N

物化性质

• 沸点：
  523.7±50.0 °C(Predicted)
• 密度：
  1.806±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-acetyl-3-iodo-L-tyrosine 在 双氧水 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以75%的产率得到(S)-2-Acetylamino-3-[5'-((S)-2-acetylamino-2-carboxy-ethyl)-6,2'-dihydroxy-5,3'-diiodo-biphenyl-3-yl]-propionic acid
  参考文献：
  名称：

  Enzymatic oxidative coupling of monohalogenated tyrosine derivatives

  摘要：

  The regioselectivity of peroxidase-catalyzed oxidative phenolic coupling of monohalogenated tyrosine derivatives could be altered by the halogen substituent and the enzyme-substrate ratio. This ability to shift the coupling pattern (C-C vs. C-O) provides chemists with added versatility for synthetic applications. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02183-2
• 作为产物：
  描述：

  N-乙酰-L-酪氨酸 在 N-碘代丁二酰亚胺 、 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以97%的产率得到N-acetyl-3-iodo-L-tyrosine
  参考文献：
  名称：

  Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetyl-l-tyrosine via sulfonic acid-catalysed regioselective monohalogenation

  摘要：

  The combination of catalytic amounts of p-toluenesulfonic acid and 1 equiv of N-halosuccinimide afforded highly selective ring-halogenation of N-acetyl-L-tyrosine, furnishing either N-acetyl-3-halo-L-tyrosine analogues or mixed 3,5-dihalo derivatives in a one-pot reaction with excellent yields at room temperature. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.123

文献信息

• Topical composition comprising N-acetylaldosamines or N-acetylamino acids
  申请人：Yu, Ruey J., Dr.

  公开号：EP1639994A2

  公开（公告）日：2006-03-29

  Compositions comprising N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl compounds are useful to alleviate or improve various cosmetic conditions and dermatological disorders, including changes or damage to skin, nail and hair associated with intrinsic aging and/or extrinsic aging, as well as changes or damage caused by extrinsic factors. N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl composition may further comprise a cosmetic, pharmaceutical or other topical agent to enhance or create synergetic effects.

  包含 N-乙酰-醛胺，N-乙酰基氨基酸和相关 N-乙酰基化合物的组合物可用于缓解或改善各种美容状况和皮肤病，包括与内在老化和/或外在老化相关的皮肤、指甲和头发的变化或损伤，以及由外在因素引起的变化或损伤。N-acetyl-aldosamines, N-acetylamino acids 和相关的 N-acetyl 组合物可进一步包含化妆品、药物或其他外用制剂，以增强或产生协同效应。
• Topical composition comprising n-acetylaldosamines or n-acetylamino acids
  申请人：Yu, Ruey J.

  公开号：EP2080504A2

  公开（公告）日：2009-07-22

  Compositions comprising N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl compounds are useful to alleviate or improve various cosmetic conditions and dermatological disorders, including changes or damage to skin, nail and hair associated with intrinsic aging and/or extrinsic aging, as well as changes or damage caused by extrinsic factors. N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl composition may further comprise a cosmetic, pharmaceutical or other topical agent to enhance or create synergetic effects.

  包含 N-乙酰-醛胺，N-乙酰基氨基酸和相关 N-乙酰基化合物的组合物可用于缓解或改善各种美容状况和皮肤病，包括与内在老化和/或外在老化相关的皮肤、指甲和头发的变化或损伤，以及由外在因素引起的变化或损伤。N-acetyl-aldosamines, N-acetylamino acids 和相关的 N-acetyl 组合物可进一步包含化妆品、药物或其他外用制剂，以增强或产生协同效应。
• Multi-analyte diagnostic test for thyroid disorders
  申请人：Bio-Rad Laboratories, Inc.

  公开号：US20030054571A1

  公开（公告）日：2003-03-20

  Immunological assays for several biological markers for thyroid disorders in a biological sample are performed in a single test with a combination of sandwich-type, sequential competitive, and serological assays by the use of particles classified into groups that are distinguishable by flow cytometry, one group for the assay of each marker. Each group of particles is coated with a different immunological binding member, and coating densities, co-coating materials, and special buffer solutions are used to adjust for differences in the sensitivities and dynamic ranges of each of the markers in the typical sample.

  对生物样本中甲状腺疾病的几种生物标记物进行免疫测定，可在一次试验中结合使用夹心式、顺序竞争式和血清学测定法，方法是使用可通过流式细胞仪区分的颗粒分组，每种标记物一组。每组微粒都涂有不同的免疫结合剂，涂布密度、共涂材料和特殊的缓冲溶液用于调整典型样本中每种标记物的敏感性和动态范围的差异。
• Discovery and SAR of novel, potent and selective protein tyrosine phosphatase 1B inhibitors
  作者：Zhonghua Pei、Xiaofeng Li、Gang Liu、Cele Abad-Zapatero、Tom Lubben、Tianyuan Zhang、Stephen J. Ballaron、Charles W. Hutchins、James M. Trevillyan、Michael R. Jirousek

  DOI：10.1016/s0960-894x(03)00725-x

  日期：2003.10

  A salicylate second site binder was linked to three classes of phosphotyrosine mimetics to produce potent protein tyrosine phosphatase 1B (PTP1B) inhibitors which exhibit significant selectivity against other phosphatases including the most homologous member, TCPTP.
• Synthesis of 3-iodo-L-thyronine and its iodinated derivatives
  作者：Paul Block

  DOI：10.1021/jm00230a018

  日期：1976.8