α-maltotriose hendecaacetate | 61139-07-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-maltotriose hendecaacetate
• 英文别名: 1,2,3,6-tetra-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl)-D-glucopyranose；undecaacetylmaltotriose；1,2,3,6-tetra-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-O-glucopyranosyl)-α-D-glucopyranosyl)-α-D-glucopyranose；Glc2Ac3Ac4Ac6Ac(a1-4)Glc2Ac3Ac6Ac(a1-4)a-Glc1Ac2Ac3Ac6Ac；[(2R,3R,4S,5R,6R)-4,5-diacetyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2R,3R,4S,5R,6R)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 61139-07-9
• 化学式: C₄₀H₅₄O₂₇
• 分子量: 966.853
• InChiKey: NNLVGZFZQQXQNW-BOEYDGKOSA-N

物化性质

• 沸点：
  864.5±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  67
• 可旋转键数：
  29
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  335
• 氢给体数：
  0
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  α-maltotriose hendecaacetate 在 三氟化硼乙醚 、 水 、 对甲苯磺酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 1-(4-(3-carboxypropyl)phenyl)-4'',6''-(3-(4-Fmoc-piperazine)benzylidene)maltotriose
  参考文献：
  名称：

  [EN] PROSTATE SPECIFIC MEMBRANE ANTIGEN (PSMA) LIGANDS COMPRISING AN AMYLASE CLEAVABLE LINKER
  [FR] LIGANDS DE L'ANTIGÈNE MEMBRANAIRE SPÉCIFIQUE DE LA PROSTATE (PSMA) COMPORTANT UN LIEUR CLIVABLE PAR L'AMYLASE

  摘要：

  具体地说，本发明涉及一种PSMA结合配体，其包括一种可被α-淀粉酶裂解的寡糖基本单元。通常，这种PSMA结合配体进一步包括PSMA结合基序Q和螯合剂残基A，其中PSMA结合基序Q和螯合剂残基A最好通过至少一个连接物A-LAQ-Q与包含寡糖基本单元的配体结合，因此，该PSMA结合配体最好具有结构（I）或其药用可接受的盐或溶剂。

  公开号：

  WO2020165409A1
• 作为产物：
  描述：

  直链淀粉 生成 α-maltotriose hendecaacetate
  参考文献：
  名称：

  NAIR, V. G.;BERNSTEIN, SEYMOUR

  摘要：

  DOI：

文献信息

• A Short Route to Malto-trisaccharide Synthons: Synthesis of the Branched Nonasaccharide, 6′′′-α-Maltotriosyl-maltohexaose
  作者：Iben Damager、Carl Erik Olsen、Birger Lindberg Møller、Mohammed Saddik Motawia

  DOI：10.1055/s-2002-20038

  日期：——

  A short route to phenyl 1-thio-β-maltotrioside derived building blocks and their use for the synthesis of the branched nonasaccharide, 6'''-α-maltotriosyl-maltohexaose, is described. Instead of using glucose and maltose as starting materials, maltotriose was used and synthetically manipulated in a well designed strategy to obtain phenyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1→4)-O-(2,3,6-

  描述了获得苯基 1-硫代-β-麦芽三糖苷衍生结构单元的捷径及其在合成支链九糖 6'''-α-麦芽三糖基-麦芽六糖中的用途。不是使用葡萄糖和麦芽糖作为起始原料，而是使用麦芽三糖并以精心设计的策略进行综合操作以获得苯基 O-(2,3,4,6-四-O-苄基-α-D-吡喃葡萄糖基)-(1 →4)-O-(2,3,6-三-O-苄基-α-D-吡喃葡萄糖基)-(1→4)-2,3-二-O-苄基-l-硫代-β-D-吡喃葡萄糖苷，苯基O-(2,3,4,6-四-O-苄基-α-D-吡喃葡萄糖基)-(1→4)-O-(2,3,6-三-O-苄基-α- D-吡喃葡萄糖基)-(1→4)-2,3,6-三-O-苄基-1-硫代-β-D-吡喃葡萄糖苷和苯基O-(2,3,6-三-O-苄基-α) -D-吡喃葡萄糖基)-(1→4)-O-(2,3,6-三-O-苄基-α-D-吡喃葡萄糖基)-(1→4)-2,3,6-三-O-苄基-1-硫代-β-
• Synthesis of Glucose-Containing Linear Oligosaccharides Having<i>α</i>(1→4) and<i>α</i>(1→6) Linkages Using Stereoselective Dehydrative Glycosylation
  作者：Shinkiti Koto、Hisamitsu Haigoh、Sonoko Shichi、Motoko Hirooka、Teiko Nakamura、Chika Maru、Misuzu Fujita、Ayano Goto、Tomoko Sato、Masato Okada、Shonosuke Zen、Kazuo Yago、Fumiya Tomonaga

  DOI：10.1246/bcsj.68.2331

  日期：1995.8

  g linear tetra-, hexa-, and octasaccharides of D-glucose having α(1→4) and α(1→6) linkages were synthesized using a stereoselective dehydrative glycosylation with a reagent mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, N,N-dimethylacetamide, and triethylamine. A cross-condensation of a quasi-stoichiometric amount of a donor and an acceptor of an octasaccharide, followed

  使用立体选择性脱水糖基化与对硝基苯磺酰基试剂混合物合成具有 α(1→4) 和 α(1→6) 键的 D-葡萄糖的与糖原储存相关的线性四糖、六糖和八糖氯化物、三氟甲磺酸银、N,N-二甲基乙酰胺和三乙胺。准化学计量量的八糖供体和受体交叉缩合，然后脱保护，得到葡糖十六糖。
• Glycosyl phenylthiosulfonates (Glyco-PTS): novel reagents for glycoprotein synthesisThis is one of a number of contributions from the current members of the Dyson Perrins Laboratory to mark the end of almost 90 years of organic chemistry research in that building, as all its current academic staff move across South Parks Road to a new purpose-built laboratory.Electronic supplementary information (ESI) available: experimental procedures, characterization, protein ESI-MS spectra and crystal data. See http://www.rsc.org/suppdata/ob/b3/b306990g/
  作者：David P. Gamblin、Philippe Garnier、Sarah J. Ward、Neil J. Oldham、Antony J. Fairbanks、Benjamin G. Davis

  DOI：10.1039/b306990g

  日期：——

  Controlled site-selective glycosylation can be achieved by combining site-directed cysteine mutagenesis with chemical modification of the introduced thiol; a new class of more efficient chemoselective reagents, glycosyl phenylthiosulfonates, allow rapid glycosylations of representative simple thiols, peptides and proteins.

  通过将定点半胱氨酸诱变与引入的硫醇的化学修饰相结合，可以实现受控的位点选择性糖基化。新型的更有效的化学选择试剂，糖基苯基硫代磺酸盐，可以使代表性的简单硫醇，肽和蛋白质快速糖基化。
• Synthesis of chromogenic substrates of α-amylases on a cyclodextrin basis
  作者：Erzsébet Farkas、Lóránt Jánossy、János Harangi、Lili Kandra、András Lipták

  DOI：10.1016/s0008-6215(97)00187-0

  日期：1997.10

  transformed into 4-nitrophenyl and 2-chloro-4-nitrophenyl β-glycosides. From the 4-nitrophenyl glycosides 4,6-O-benzylidene derivatives were prepared, which were used together with the free glycosides as substrates of porcine pancreatic α-amylase. One-pot acetylation and subsequent partial acetolysis of cyclodextrins resulted in the peracetylated maltooligomers (dp 3–8), which were transformed into 4-nitrophenyl

  摘要一锅乙酰化和随后部分乙酰化的α-，β-和γ-环糊精分别导致结晶的过乙酰化麦芽六糖，-庚糖和-八糖。β-环糊精的长时间乙酰水解得到乙酰化的麦芽低聚糖的混合物，从中分离出过乙酰化的麦芽三糖，-四糖和-戊糖。将乙酰化的低聚糖转化为α-乙酰溴衍生物，然后转化为4-硝基苯基和2-氯-4-硝基苯基β-糖苷。由4-硝基苯基糖苷制备4，6-O-亚苄基衍生物，其与游离糖苷一起用作猪胰腺α-淀粉酶的底物。一锅乙酰化并随后部分环糊精乙酰化，导致过乙酰化的麦芽低聚体（dp 3-8），
• [EN] REAGENTS AND METHODS FOR THE FORMATION OF DISULFIDE BONDS AND THE GLYCOSYLATION OF PROTEINS<br/>[FR] REACTIFS ET PROCEDES POUR FORMER DES LIAISONS DISULFURE ET POUR GLYCOSYLER DES PROTEINES
  申请人：ISIS INNOVATION

  公开号：WO2005000862A3

  公开（公告）日：2005-08-18