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3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester | 888731-30-4

中文名称
——
中文别名
——
英文名称
3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester
英文别名
2-[2-[2-[2-[2-[2-[Tert-butyl(dimethyl)silyl]oxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 3-hexadecylsulfonyl-2-(hexadecylsulfonylmethyl)propanoate;2-[2-[2-[2-[2-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 3-hexadecylsulfonyl-2-(hexadecylsulfonylmethyl)propanoate
3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester化学式
CAS
888731-30-4
化学式
C54H110O12S2Si
mdl
——
分子量
1043.68
InChiKey
RBRMEKCBHIVQCT-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    13.04
  • 重原子数:
    69
  • 可旋转键数:
    56
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.98
  • 拓扑面积:
    167
  • 氢给体数:
    0
  • 氢受体数:
    12

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester三氟化硼乙醚 作用下, 以 二氯甲烷乙腈 为溶剂, 反应 0.33h, 以100%的产率得到3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl ester
    参考文献:
    名称:
    Efficient Synthesis of Methanesulphonate-Derived Lipid Chains for Attachment of Proteins to Lipid Membranes
    摘要:
    We have developed an easy and flexible synthetic methodology to obtain lipid chains containing methanothiosulfonate terminal groups with the aim to attach them to natural proteins as functional groups. There are many proteins found in nature that are modified by lipids, and this is a key part of their function. For example, the prion protein is attached to the plasma membrane via a glycosylphosphatidylinositol (GPI) anchor, and this protein is thought to be the causative agent in diseases such as bovine spongiform encephalopathy (BSE; mad cow disease) and the human equivalent Creutzfeldt-Jakob disease. However, production of large amounts of protein in bacteria results in proteins that lack these lipid modifications. The lipid chains containing methanothiosulfonate terminal groups that we have synthesized here can be attached to these proteins through the thiol contained in the side chain of the cysteine residue, which can be incorporated into the protein sequence at the desired position.
    DOI:
    10.1080/00397910802213794
  • 作为产物:
    描述:
    3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)propionic acidTBDMS-六聚乙二醇-羟基4-二甲氨基吡啶N,N'-二环己基碳二亚胺 作用下, 以 二氯甲烷 为溶剂, 反应 22.0h, 以36%的产率得到3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester
    参考文献:
    名称:
    Efficient Synthesis of Methanesulphonate-Derived Lipid Chains for Attachment of Proteins to Lipid Membranes
    摘要:
    We have developed an easy and flexible synthetic methodology to obtain lipid chains containing methanothiosulfonate terminal groups with the aim to attach them to natural proteins as functional groups. There are many proteins found in nature that are modified by lipids, and this is a key part of their function. For example, the prion protein is attached to the plasma membrane via a glycosylphosphatidylinositol (GPI) anchor, and this protein is thought to be the causative agent in diseases such as bovine spongiform encephalopathy (BSE; mad cow disease) and the human equivalent Creutzfeldt-Jakob disease. However, production of large amounts of protein in bacteria results in proteins that lack these lipid modifications. The lipid chains containing methanothiosulfonate terminal groups that we have synthesized here can be attached to these proteins through the thiol contained in the side chain of the cysteine residue, which can be incorporated into the protein sequence at the desired position.
    DOI:
    10.1080/00397910802213794
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文献信息

  • Efficient Synthesis of Methanesulphonate-Derived Lipid Chains for Attachment of Proteins to Lipid Membranes
    作者:Matthew R. Hicks、Atvinder K. Rullay、Rosa Pedrido、David H. Crout、Teresa J. T. Pinheiro
    DOI:10.1080/00397910802213794
    日期:2008.10.22
    We have developed an easy and flexible synthetic methodology to obtain lipid chains containing methanothiosulfonate terminal groups with the aim to attach them to natural proteins as functional groups. There are many proteins found in nature that are modified by lipids, and this is a key part of their function. For example, the prion protein is attached to the plasma membrane via a glycosylphosphatidylinositol (GPI) anchor, and this protein is thought to be the causative agent in diseases such as bovine spongiform encephalopathy (BSE; mad cow disease) and the human equivalent Creutzfeldt-Jakob disease. However, production of large amounts of protein in bacteria results in proteins that lack these lipid modifications. The lipid chains containing methanothiosulfonate terminal groups that we have synthesized here can be attached to these proteins through the thiol contained in the side chain of the cysteine residue, which can be incorporated into the protein sequence at the desired position.
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