tert-butyl 2,2′,2″-(10-(N-(tert-butoxycarbonyl)-6-aminohexyl)-1,4,7,10-tetraazacyclododeca-1,4,7-triyl)-triacetate | 1206523-74-1

• 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: tert-butyl 2,2′,2″-(10-(N-(tert-butoxycarbonyl)-6-aminohexyl)-1,4,7,10-tetraazacyclododeca-1,4,7-triyl)-triacetate
• 英文别名: tritert-butyl 2,2′,2’’-(10-(3-(tert-butoxycarbonylamino)hexyl) 1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate；Tert-butyl 2-[4-[6-[(2-methylpropan-2-yl)oxycarbonylamino]hexyl]-7,10-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetate；tert-butyl 2-[4-[6-[(2-methylpropan-2-yl)oxycarbonylamino]hexyl]-7,10-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetate
• CAS: 1206523-74-1
• 化学式: C₃₇H₇₁N₅O₈
• 分子量: 713.999
• InChiKey: ZTBHUAYNMABJJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  50
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tert-butyl 2,2′,2″-(10-(N-(tert-butoxycarbonyl)-6-aminohexyl)-1,4,7,10-tetraazacyclododeca-1,4,7-triyl)-triacetate 在 盐酸 作用下， 反应 4.0h， 以118 mg的产率得到2,2′,2″-(10-(6-aminohexyl)-1,4,7,10-tetraazacyclododeca-1,4,7-triyl)triacetic acid
  参考文献：
  名称：

  Multimodal Chelation Platform for Near-Infrared Fluorescence/Nuclear Imaging

  摘要：

  Dual-labeled compounds containing nuclear and near-infrared fluorescence contrast have the potential to molecularly guide surgical resection of cancer by extending whole-body diagnostic imaging findings into the surgical suite. To simplify the dual labeling process for antibody-based agents, we designed a multimodality chelation (MMC) scaffold which combined a radiometal chelating agent and fluorescent dye into a single moiety. Three dye-derivatized MMC compounds were synthesized and radiolabeled. The IRDye 800CW conjugate, 4, had favorable optical properties and showed rapid clearance in vivo. Using 4, an epithelial cell adhesion molecule (EpCAM) targeting MMC-immunoconjugate was prepared and dual-labeled with Cu-64. In vitro binding activity was confirmed after MMC conjugation. Multimodal imaging studies showed accumulation of Cu-64-7 compared to nontargeted Cu-64-4 in a prostate cancer model. Further evaluation in different EpCAM-expressing cell lines is warranted as well as application of the MMC dual labeling approach with other monoclonal antibodies.

  DOI：

  10.1021/jm300906g
• 作为产物：
  描述：

  6-氨基-1-己醇 在 溴 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 tert-butyl 2,2′,2″-(10-(N-(tert-butoxycarbonyl)-6-aminohexyl)-1,4,7,10-tetraazacyclododeca-1,4,7-triyl)-triacetate
  参考文献：
  名称：

  Paramagnetic metal-nanodiamond conjugates

  摘要：

  本发明提供了一种合成顺磁金属离子和纳米金刚石共轭物的组合物和方法，以及其用途。具体来说，本发明提供了合成顺磁金属-纳米金刚石共轭物以及使用这些组合物作为分子成像探针的方法。

  公开号：

  US09125942B2

文献信息

• Paramagnetic metal-nanodiamond conjugates
  申请人：Manus Lisa M.

  公开号：US09125942B2

  公开（公告）日：2015-09-08

  The present invention provides compositions and methods for the synthesis of conjugates of paramagnetic metal ions and nanodiamonds, and uses thereof. In particular, the present invention provides synthesis of paramagnetic metal-nanodiamond conjugates and methods using such compositions as molecular imaging probes.

  本发明提供了一种合成顺磁金属离子和纳米金刚石共轭物的组合物和方法，以及其用途。具体来说，本发明提供了合成顺磁金属-纳米金刚石共轭物以及使用这些组合物作为分子成像探针的方法。
• Gd(III)-Nanodiamond Conjugates for MRI Contrast Enhancement
  作者：Lisa M. Manus、Daniel J. Mastarone、Emily A. Waters、Xue-Qing Zhang、Elise A. Schultz-Sikma、Keith W. MacRenaris、Dean Ho、Thomas J. Meade

  DOI：10.1021/nl903264h

  日期：2010.2.10

  A Gd(III)-nanodiamond conjugate [Gd(III)-ND] was prepared and characterized, enabling detection of nanodiamonds by MR imaging. The Gd(III)-ND particles significantly reduced the T-1 of water protons with a per-Gd(III) relaxivity of 58.82 +/- 1.18 mM(-1) s(-1) at 1.5 T (60 MHz). This represents a 10-fold increase compared to the monomer Gd(III) complex (r(1) = 5.42 +/- 0.20 mM(-1) s(-1)) and is among the highest per-Gd(III) relaxivities reported.
• Multimodal Chelation Platform for Near-Infrared Fluorescence/Nuclear Imaging
  作者：Sukhen C. Ghosh、Pradip Ghosh、Nathaniel Wilganowski、Holly Robinson、Mary A. Hall、Gabriel Dickinson、Ken L. Pinkston、Barrett R. Harvey、Eva M. Sevick-Muraca、Ali Azhdarinia

  DOI：10.1021/jm300906g

  日期：2013.1.24

  Dual-labeled compounds containing nuclear and near-infrared fluorescence contrast have the potential to molecularly guide surgical resection of cancer by extending whole-body diagnostic imaging findings into the surgical suite. To simplify the dual labeling process for antibody-based agents, we designed a multimodality chelation (MMC) scaffold which combined a radiometal chelating agent and fluorescent dye into a single moiety. Three dye-derivatized MMC compounds were synthesized and radiolabeled. The IRDye 800CW conjugate, 4, had favorable optical properties and showed rapid clearance in vivo. Using 4, an epithelial cell adhesion molecule (EpCAM) targeting MMC-immunoconjugate was prepared and dual-labeled with Cu-64. In vitro binding activity was confirmed after MMC conjugation. Multimodal imaging studies showed accumulation of Cu-64-7 compared to nontargeted Cu-64-4 in a prostate cancer model. Further evaluation in different EpCAM-expressing cell lines is warranted as well as application of the MMC dual labeling approach with other monoclonal antibodies.