7-(beta-氯乙基)鸟嘌呤 | 22247-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 7-(beta-氯乙基)鸟嘌呤
• 英文名称: N7-(2-chloroethyl)guanine
• 英文别名: 7-(2-chloroethyl)guanine；7-(2-Chloroethyl)guanine；2-amino-7-(2-chloroethyl)-1H-purin-6-one
• CAS: 22247-87-6
• 化学式: C₇H₈ClN₅O
• 分子量: 213.626
• InChiKey: SULBUWBTSDCEDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-(beta-氯乙基)鸟嘌呤 生成 鸟嘌呤
  参考文献：
  名称：

  YU, YAN SHENG;KONDO, KOICHI;TAKEMOTO, KIICHI, 14TH SYMP. NUCL. ACIDS CHEM., TOKUSHIMA, OCT. 30TH - NOV. 1ST, 1986, OXFO+

  摘要：

  DOI：
• 作为产物：
  描述：

  O-6-苄基鸟嘌呤 在 盐酸 、 氢氧化钾 、 四丁基溴化铵 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 7-(beta-氯乙基)鸟嘌呤
  参考文献：
  名称：

  Ramzaeva, N.; Alksnis, E.; Goldberg, Yu., Synthetic Communications, 1989, vol. 19, # 18, p. 3121 - 3128

  摘要：

  DOI：

文献信息

• Synthesis of potential inhibitors of hypoxanthine-guanine phosphoribosyltransferase for testing as antiprotozoal agents. 1. 7-Substituted 6-oxopurines
  作者：James R. Piper、Anne G. Laseter、John A. Montgomery

  DOI：10.1021/jm00178a002

  日期：1980.4

  bromoacetate) and 3- and 4-(fluorosulfonyl)benzoyl chlorides afforded derivatives bearing functional groups capable of forming covalent bonds with enzymes through displacement reactions. 4-Chlorobenzyl derivatives were similarly prepared as potential inhibitors that might act through hydrophobic bonding. Three 7-substituted guanines whose side chains bear other functions (7-guanine-3-propranesulfonic acid, guanine-7-acetaldehyde

  生物学证据表明，次黄嘌呤-鸟嘌呤磷酸核糖基转移酶（EC 2.4.2.8）对于疟疾寄生虫中的细胞增殖至关重要，而对哺乳动物细胞则无关紧要。制备其中7个取代基带有官能团或疏水基团的7位取代的鸟嘌呤和次黄嘌呤，其目的是找到合适构成的化合物，其类似于正常底物，使其能够竞争HGRPTase的可逆嘌呤结合位点，同时允许取代基抑制剂分子与酶上合适的位点形成共价键或强疏水键。从羟烷基化和鸟苷烷基化开始的多步合成导致在7位上被以下链取代的四个关键鸟嘌呤：2-氨基乙基，3-氨基-2-羟丙基，3-氨基苄基，和4-氨基苄基。类似地，制备了7-（4-氨基苄基）次黄嘌呤。在侧链氨基上与溴乙酸酐（或4-硝基苯基溴乙酸酯）和3-和4-（氟磺酰基）苯甲酰氯的反应提供了带有能够通过置换反应与酶形成共价键的官能团的衍生物。类似地，将4-氯苄基衍生物制备为可能通过疏水键起作用的潜在抑制剂。制备了三个侧链还具有其他功能的7-取代的
• Method for the production of nucleic acids consisting of stochastically combined parts of source nucleic acids
  申请人：Direvo Biotech AG

  公开号：EP1281757A1

  公开（公告）日：2003-02-05

  Methods and kit for producing recombinant chimeric polynucleotides comprising: forming heteroduplices with single-stranded, partially heterologous source nucleic acids which contain at least one marker nucleotide, introducing single-stranded nicks at sites of the marker nucleotides, and starting synthesis of single-stranded nucleic acids at the nick sites, the non-nicked strand serving as template.

  用于生产重组嵌合多核苷酸的方法和试剂盒，包括：与含有至少一个标记核苷酸的单链部分异源核酸形成异源复合物，在标记核苷酸位点引入单链缺口，并在缺口位点开始合成单链核酸，非缺口链作为模板。
• METHOD OF MODIFYING NUCLEOTIDE CHAIN
  申请人：MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.

  公开号：EP1647592A1

  公开（公告）日：2006-04-19

  A method for modifying a nucleotide chain, which includes: allowing a catabolic enzyme specific to a nucleotide sequence containing a specific base such as hypoxanthine (Hx) to act on a nucleotide chain (I) to be modified having the above described nucleotide sequence containing a specific base on the 3'-terminal side thereof; and forming a functional group (for example, an aldehyde group) capable of binding to a desired modifier (for example, NH2R having an amino group) on the 3'-terminus of the nucleotide chain (I); so as to bind the above described modifier to the 3'-terminus of the nucleotide chain. Using a nucleotide chain as a modification target which has a nucleotide sequence containing a specific base acting as an enzyme substrate on its 3'-terminal side, this method enables decomposition of only the above described nucleotide sequence portion, thereby forming a functional group that reacts with a desired modifier and binds thereto. By this method, a nucleotide chain can directly be modified with a modifier, thereby easily labeling or conjugating the nucleotide chain. Further, when immobilization of a nucleotide chain is intended, stable and strong immobilization can be attained using a modifier as a linker.

  一种修饰核苷酸链的方法，包括让对含有特定碱基（如次黄嘌呤（Hx））的核苷酸序列具有特异性的分解酶作用于待修饰的核苷酸链（I），该核苷酸链具有在其 3'- 末端侧含有特定碱基的上述核苷酸序列；并在核苷酸链（I）的 3'末端形成能够与所需修饰剂（例如具有氨基的 NH2R）结合的官能团（例如醛基），从而将上述修饰剂结合到核苷酸链的 3'末端。使用核苷酸链作为修饰靶，该核苷酸链的 3'- 末端含有作为酶底物的特定碱基的核苷酸序列，这种方法可以只分解上述核苷酸序列部分，从而形成与所需修饰剂反应并结合的官能团。通过这种方法，核苷酸链可以直接被修饰剂修饰，从而方便地标记或连接核苷酸链。此外，当需要固定核苷酸链时，使用修饰剂作为连接剂可以实现稳定而牢固的固定。
• Methods for determining base locations in a polynucleotide
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US10760117B2

  公开（公告）日：2020-09-01

  Disclosed are methods for polynucleotide sequencing that detect the location of selected nucleobases with greater precision. The methods can be used to determine the location and nature of modified bases in a polynucleotide, that is, non-canonical bases, or to improve accuracy of sequencing of “problem” regions of DNA sequencing such as homopolymers, GC rich areas, etc. The sequencing method exemplified is nanopore sequencing. Nanopore sequencing is used to generate a unique signal at a point in a polynucleotide sequence where an abasic site (AP site, or apurinic or apyrimidinic site) exists. As part of the method, an abasic site is specifically created enzymatically using a DNA glycosylase that recognizes a pre-determined nucleobase species and cleaves the N-glycosidic bond to release only that base, leaving an AP site in its place.

  所公开的多核苷酸测序方法能更精确地检测选定核碱基的位置。这些方法可用于确定多核苷酸中修饰碱基（即非规范碱基）的位置和性质，或提高 DNA 测序 "问题 "区域（如同源多聚物、富含 GC 的区域等）的测序精度。示例的测序方法是纳米孔测序。纳米孔测序用于在多核苷酸序列中存在消旋位点（AP 位点，或 apurinic 或 apyrimidinic 位点）的地方产生独特的信号。作为该方法的一部分，利用 DNA 糖基化酶专门酶切出一个缺失位点，该酶可识别预先确定的核碱基种类，并裂解 N-糖苷键，只释放该碱基，在其位置上留下一个 AP 位点。
• RAMZAEVA, N.;ALKSNIS, E.;GOLDBERG, YU.;LIDAKS, M., SYNTH. COMMUN., 19,(1989) N8, C. 3121-3128
  作者：RAMZAEVA, N.、ALKSNIS, E.、GOLDBERG, YU.、LIDAKS, M.

  DOI：——

  日期：——