N-[(2R,4R,5S)-5-[(2S,4R,5S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-amino-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2R,4R,5S)-5-[(2S,4R,5S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-amino-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• 化学式: C₁₆H₂₉N₃O₁₀
• 分子量: 423.42
• InChiKey: WDUWWAORYVEVMQ-UBCDBLMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  213
• 氢给体数：
  8
• 氢受体数：
  11

文献信息

• VERSATILE NATIVE CHEMICAL LIGATION TECHNOLOGIES
  申请人：Washington State University

  公开号：US20140213758A1

  公开（公告）日：2014-07-31

  Novel methods of native chemical ligation are provided. The methods involve reacting a thioacid (e.g. a peptide thioacid) with an aziridinyl compound (e.g. an aziridinyl peptide) or glycosylamine under mild conditions without the use of protecting groups, and without requiring that a cysteine residue be present in the ligation product. Initial coupling of the thioacid and the aziridinyl compound yields a ligation product containing an aziridinyl ring. Optional subsequent opening of the aziridinyl ring (e.g. via a nucleophilic attack) produces a linearized and modified ligation product. Coupling of a peptide thioacid and glycosylamine yields a glycosylated peptide.

  提供一种原生化学连接的新方法。该方法涉及在温和条件下反应硫代酸（例如肽硫代酸）与环氧丙烷化合物（例如环氧丙烷肽）或者葡萄糖氨基化合物，无需使用保护基，并且不需要在连接产物中存在半胱氨酸残基。硫代酸和环氧丙烷化合物的初始偶联产生含有环氧丙烷环的连接产物。选择性地通过环氧丙烷环的后续开放（例如通过亲核攻击）可产生线性化和改性的连接产物。肽硫代酸和葡萄糖氨基化合物的偶联产生糖基化肽。
• Homogeneous Erythropoietin and Other Peptides and Proteins, Methods and Intermediates for Their Preparation
  申请人：Danishefsky Samuel J.

  公开号：US20100081786A1

  公开（公告）日：2010-04-01

  The present invention provides isolated homogeneous polyfunctionalized proteins (e.g., erythropoietin), isolated glycopeptides, and a method for preparing polyfunctionalized peptides and/or proteins via cysteine-free native chemical ligation. In certain embodiments, the invention provides an isolated homogeneous polyfunctionalized protein having the structure (I). In certain other embodiments, the invention provides an isolated glycopeptide having Formula (II). In certain other embodiments, the inventive method is a method for preparing a polyfunctionalized peptide comprising a peptidic backbone made up of four or more amino acids, wherein two or more non-adjacent amino acids are independently substituted with a moiety having the structure (III)-LH. wherein A and L1 are as defined herein.
• US9145440B2
  申请人：——

  公开号：US9145440B2

  公开（公告）日：2015-09-29