dec-9-enyl 6-O-α-D-mannopyranosyl-6-O-α-D-mannopyranosyl-α-D-mannopyranoside | 353512-48-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dec-9-enyl 6-O-α-D-mannopyranosyl-6-O-α-D-mannopyranosyl-α-D-mannopyranoside
• CAS: 353512-48-8
• 化学式: C₂₈H₅₀O₁₆
• 分子量: 642.695
• InChiKey: LXSPRCIRECROOB-JAEUDZEISA-N

反应信息

• 作为反应物：
  描述：

  Phosphoric acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl ester 、 dec-9-enyl 6-O-α-D-mannopyranosyl-6-O-α-D-mannopyranosyl-α-D-mannopyranoside 在 RNase α1-6 mannosyltransferase from M. smegmatis mc²155 、 MOPS buffer 作用下， 以 水 为溶剂， 反应 16.0h， 生成 、
  参考文献：
  名称：

  Synthetic mannosides act as acceptors for mycobacterial α1-6 mannosyltransferase

  摘要：

  A series of synthetic mannosides was screened in a cell-free system for their ability to act as acceptor substrates For mycobacterial mannosyltransferases. Evaluation of these compounds demonstrated the incorporation of [C-14]Man From GDP-[C-14]Man into a radiolabeled organic-soluble fraction and analysis by thin layer chromatography and autoradiography revealed the formation of two radiolabeled products. Each synthetic acceptor was capable of accepting one or two mannose residues. resulting in a major and a minor mannosylated product. Both products from each acceptor were isolated and their mass was confirmed by fast-atom bombardment-mass spectrometry (FABMS). Characterization of each mannosylated product by exo-glycosidase digestion, acetolysis and linkage analysis by gas chromatography-mass spectrometry of partially per-O-methylated alditols, revealed only alpha1-6-linked products. In addition, the antibiotic amphomycin selectively inhibited the formation of mannosylated products suggesting polyprenolmonophosphate-mannose (C-35 (50)-P-Man) was the immediate mannose donor in all mannosylation reactions observed. The ability of synthetic disaccharides to act as acceptor substrates in this system, is most Likely due to the action of a mycobacterial polyprenol-P-Man:mannan alpha1-6 mannosyltransferase involved in the biosynthesis of linear alpha1-6-linked lipomannan. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00300-x
• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 以7.3 mg的产率得到dec-9-enyl 6-O-α-D-mannopyranosyl-6-O-α-D-mannopyranosyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthetic mannosides act as acceptors for mycobacterial α1-6 mannosyltransferase

  摘要：

  A series of synthetic mannosides was screened in a cell-free system for their ability to act as acceptor substrates For mycobacterial mannosyltransferases. Evaluation of these compounds demonstrated the incorporation of [C-14]Man From GDP-[C-14]Man into a radiolabeled organic-soluble fraction and analysis by thin layer chromatography and autoradiography revealed the formation of two radiolabeled products. Each synthetic acceptor was capable of accepting one or two mannose residues. resulting in a major and a minor mannosylated product. Both products from each acceptor were isolated and their mass was confirmed by fast-atom bombardment-mass spectrometry (FABMS). Characterization of each mannosylated product by exo-glycosidase digestion, acetolysis and linkage analysis by gas chromatography-mass spectrometry of partially per-O-methylated alditols, revealed only alpha1-6-linked products. In addition, the antibiotic amphomycin selectively inhibited the formation of mannosylated products suggesting polyprenolmonophosphate-mannose (C-35 (50)-P-Man) was the immediate mannose donor in all mannosylation reactions observed. The ability of synthetic disaccharides to act as acceptor substrates in this system, is most Likely due to the action of a mycobacterial polyprenol-P-Man:mannan alpha1-6 mannosyltransferase involved in the biosynthesis of linear alpha1-6-linked lipomannan. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00300-x