3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-azido-β-L-galactohexopyranosyluronamide)-β-D-glucopyranoside | 362599-29-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-azido-β-L-galactohexopyranosyluronamide)-β-D-glucopyranoside
• CAS: 362599-29-9
• 化学式: C₂₃H₃₃N₅O₁₂
• 分子量: 571.541
• InChiKey: ZOBHTEWAAQSANV-OURGDVKGSA-N

反应信息

• 作为反应物：
  描述：

  3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-azido-β-L-galactohexopyranosyluronamide)-β-D-glucopyranoside 在 α(1-3)galactosyl-transferase 、 人体β-1,4-半乳糖转移酶I重组体来源于酿酒酵母 苯磺酰胺 、 manganese(ll) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 104.0h， 生成 3-benzoxycarbonylaminopropyl α-D-galactopyranosyl-(1-3)-β-D-galactopyranosyl-(1-4)-2-deoxy-2-(1-deoxy-1-azido-β-L-galactohexopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of linear-B saccharopeptides via enzymatic galactosylation of non-natural glucosamide acceptors

  摘要：

  A series of D- and L-glycopyranuronic acids are coupled to glucosamines to give saccharopeptides. These 'disaccharides'. in which the acetyl moiety of the natural N-acetyl-glucosamine is replaced by various sugar acids, turned out to be surprisingly good substrates for beta (1-4)-galactosyl-transferase and alpha (1-3)-galactosyl-transferase. The enzymes transfer successively two galactose units from the donor UDP-galactose onto these acceptor substrates. despite the far reaching, alterations, regio- and stereospecifically in the expected manner to give linear-B saccharopeptides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00086-4
• 作为产物：
  描述：

  Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-[((2R,3S,4R,5S,6S)-6-azido-3,4,5-trihydroxy-tetrahydro-pyran-2-carbonyl)-amino]-6-(3-benzyloxycarbonylamino-propoxy)-tetrahydro-pyran-4-yl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以62%的产率得到3-benzoxycarbonylaminopropyl 2-deoxy-2-(1-deoxy-1-azido-β-L-galactohexopyranosyluronamide)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of linear-B saccharopeptides via enzymatic galactosylation of non-natural glucosamide acceptors

  摘要：

  A series of D- and L-glycopyranuronic acids are coupled to glucosamines to give saccharopeptides. These 'disaccharides'. in which the acetyl moiety of the natural N-acetyl-glucosamine is replaced by various sugar acids, turned out to be surprisingly good substrates for beta (1-4)-galactosyl-transferase and alpha (1-3)-galactosyl-transferase. The enzymes transfer successively two galactose units from the donor UDP-galactose onto these acceptor substrates. despite the far reaching, alterations, regio- and stereospecifically in the expected manner to give linear-B saccharopeptides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00086-4