hepta-O-benzoyl-α-D-maltosyl bromide | 97523-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hepta-O-benzoyl-α-D-maltosyl bromide
• 英文别名: Bz(-2)[Bz(-3)][Bz(-4)][Bz(-6)]Glc(a1-4)[Bz(-2)][Bz(-3)][Bz(-6)]a-Glc1Br；[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[(2R,3R,4S,5R,6R)-4,5-dibenzoyloxy-2-(benzoyloxymethyl)-6-bromooxan-3-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 97523-43-8
• 化学式: C₆₁H₄₉BrO₁₇
• 分子量: 1133.95
• InChiKey: BZSUENANYCQEJR-QMXKPDQISA-N

物化性质

• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  79
• 可旋转键数：
  25
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  212
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  hepta-O-benzoyl-α-D-maltosyl bromide 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 盐酸羟胺 、 二乙胺 、 sodium iodide 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 40.5h， 生成 3,6-di-O-benzoyl-2-(benzoyloximino)-4-O-(2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl)-α-D-arabino-hexopyranosyl bromide
  参考文献：
  名称：

  Disaccharide-derived 2-oxo- and 2-oximinoglycosyl bromides: novel, conveniently accessible building blocks for the expedient construction of oligosaccharides with .alpha.-D-glucosamine, .beta.-D-mannose, and .beta.-D-mannosamine as constituent sugars

  摘要：

  DOI：

  10.1021/jo00219a017
• 作为产物：
  描述：

  2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl-(1-4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose 在 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 生成 hepta-O-benzoyl-α-D-maltosyl bromide
  参考文献：
  名称：

  Synthesis and Hemolytic Activity of Some Hederagenin Diglycosides

  摘要：

  使用六种商业化双糖（D-细胞二糖、D-乳糖、D-麦芽糖、D-梅里糖、D-金雀异二糖、D-异麦芽糖）的三氯乙酰胺衍生物对苦木苷进行糖苷化反应，得到了高产率的保护皂苷。去保护后得到的皂苷进一步转化为相应的甲基酯。这些合成的苦木苷双糖的溶血活性被测量，以根据附加糖的类型和序列建立游离羧酸和甲基酯皂苷的结构–活性关系。

  DOI：

  10.1248/cpb.52.965

文献信息

• Substrate Specificity of β-Primeverosidase, A Key Enzyme in Aroma Formation during Oolong Tea and Black Tea Manufacturing
  作者：Seung-Jin MA、Masaharu MIZUTANI、Jun HIRATAKE、Kentaro HAYASHI、Kensuke YAGI、Naoharu WATANABE、Kanzo SAKATA

  DOI：10.1271/bbb.65.2719

  日期：2001.1

  monoglycoside of 2-phenylethanol to investigate the substrate specificity of the purified beta-primeverosidase from fresh leaves of a tea cultivar (Camellia sinensis var. sinensis cv. Yabukita) in comparison with the apparent substrate specificity of the crude enzyme extract from tea leaves. The crude enzyme extract mainly showed beta-primeverosidase activity, although monoglycosidases activity was present

  我们合成了9种二糖苷和2-苯基乙醇单糖苷，以研究茶树种（Camellia sinensis var。sinensis cv。Yabukita）鲜叶中纯化的β-primeverosidase的底物特异性，并比较其表面底物特异性。茶叶中的粗酶提取物。粗酶提取物主要表现出β-primeverosidase活性，尽管在一定程度上存在单糖苷酶活性。纯化的β-primeverosidase对糖蛋白部分显示非常狭窄的底物特异性，尤其是对β-primeverosyl（6-O-β-D-吡喃吡喃糖基-β-D-葡萄糖基吡喃糖基）部分的特异性。这些酶会水解天然存在的二糖苷，例如β-primeveroside，β-vicianoside，β-acuminoside，β-龙胆苷和6-O-α-L-阿拉伯呋喃糖基-β-D-吡喃葡萄糖苷，但无法水解合成的非天然二糖苷。纯化的酶对2-苯乙基β-D-吡喃葡萄糖苷没有活性。该酶将
• 새로운 스테로이드 기반 양친매성 화합물 및 이의 활용
  申请人：Industry-University Cooperation Foundation Hanyang University ERICA Campus 한양대학교 에리카산학협력단(120120008551) Corp. No ▼ 131471-0017977BRN ▼134-82-10205

  公开号：KR20190119543A

  公开（公告）日：2019-10-22

  본 발명은 새롭게 개발한 스테로이드 기반의 양친매성 화합물, 이의 제조방법 및 이를 이용하여 막단백질을 추출, 용해화, 안정화, 결정화 또는 분석하는 방법에 관한 것이다. 또한, 이 화합물은 기존의 화합물보다 다양한 구조와 특성을 지닌 막단백질들을 세포막에서 효율적으로 추출하고 이를 수용액에서 장기간 안정적으로 보관할 수 있고, 이를 통해 그 기능분석 및 구조 분석에 활용될 수 있다. 막단백질 구조 및 기능 분석은 신약 개발에 밀접한 관계가 있는 만큼 현 생물학 및 화학에서 가장 관심을 갖고 있는 분야 중 하나이다.

  This invention relates to a newly developed steroid-based amphiphilic compound, its manufacturing method, and a method for extracting, solubilizing, stabilizing, crystallizing, or analyzing membrane proteins using it. Moreover, this compound can efficiently extract membrane proteins with diverse structures and characteristics from cell membranes compared to conventional compounds, enabling long-term stable storage in solution, which can be utilized for functional and structural analysis. The analysis of membrane protein structure and function is closely related to drug development and is therefore one of the most prominent areas of interest in current biology and chemistry.
• Synthesis and Structural Studies of N-Maltosylated Aryl Thiobiurets
  作者：Anuja M. Mopari、Gajanan V. Korpe

  DOI：10.14233/ajchem.2022.23649

  日期：——

  The derivatives of urea, thiourea and thiosemicarbazide play an important role in medicinal chemistry by influencing various pharmacological activities. The design and development of novel N-maltosides have emerged as an important class of organic compounds. A series of 1-hepta-O-benzoyl-β-D-Maltosyl- 5-aryl-2-4-thiobiurets are described in present work. By mixing hepta-O-benzoyl→D-maltosyl isocyanates with various aryl thiocarbamides, 1-hepta-O-benzoyl-β-D-maltosyl-5-aryl-2-4-thiobiurets have been synthesized. The identities of this newly synthesized 1-hepta-O-benzoyl-β-D-Maltosyl-5- aryl-2-4-thiobiurets were characterized by IR, 1H NMR and mass analyses. The compounds tested for antibacterial activity against a wide range of microorganisms, including Staphylococcus aureus, Escherichia coli, Psudomonas aeruginosa and antifungal activities against Aspergillus niger and Trichoderma. TLC confirmed the activity of these compounds.

  脲、硫脲和硫代氨基脲的衍生物通过影响各种药理活性，在药物化学中发挥着重要作用。 中发挥着重要作用。新型 N-麦芽糖苷的设计和开发 已成为一类重要的有机化合物。一系列 1-hepta-O-benzoyl-β-D-Maltosyl- 5-aryl-2-4-thiobiurets 系列。通过将七-O-苯甲酰基→D-麦芽糖基 异氰酸酯与各种芳基硫代氨基甲酸酯混合，合成了 1-庚-O-苯甲酰基-β-D-麦芽糖基-5-芳基-2-4-巯基脲。 的合成。这种新合成的 1-hepta-O-benzoyl-β-D-Maltosyl-5- 通过红外光谱、1H NMR 和质量分析对这些新合成的 1-hepta-O-benzoyl-β-D-Maltosyl-5- aryl-2-4-thiobiurets 进行了鉴定。测试了这些化合物 对多种微生物进行了抗菌活性测试，其中包括金黄色葡萄球菌、大肠杆菌、痢疾杆菌、痢疾杆菌、痢疾杆菌 大肠杆菌、铜绿假单胞菌，以及黑曲霉和毛霉的抗真菌活性。 毛霉的抗真菌活性。TLC 证实了这些化合物的活性。
• Jensen, Knud J.; Meldal, Morten; Bock, Klaus, Journal of the Chemical Society. Perkin transactions I, 1993, # 17, p. 2119 - 2130
  作者：Jensen, Knud J.、Meldal, Morten、Bock, Klaus

  DOI：——

  日期：——
• Sangole; Deshmukh, Journal of the Indian Chemical Society, 2012, vol. 89, # 5, p. 689 - 694
  作者：Sangole、Deshmukh

  DOI：——

  日期：——