2-mercaptopropionic acid 4-ethylamino-6-isopropylamino-1,3,5-triazine | 125454-31-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-mercaptopropionic acid 4-ethylamino-6-isopropylamino-1,3,5-triazine
• 英文别名: Propanoic acid, 3-((4-(ethylamino)-6-((1-methylethyl)amino)-1,3,5-triazin-2-yl)thio)-；3-[[4-(ethylamino)-6-(propan-2-ylamino)-1,3,5-triazin-2-yl]sulfanyl]propanoic acid
• CAS: 125454-31-1
• 化学式: C₁₁H₁₉N₅O₂S
• 分子量: 285.37
• InChiKey: BQNJSWJSQJAQCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  8

制备方法与用途

Atrazine-3-mercaptopropanoic acid 是一种半抗原，包被这种物质的多克隆抗体（PcAb 1）的 IC50 值为 7.5 ng/mL。

反应信息

• 作为反应物：
  描述：

  2-mercaptopropionic acid 4-ethylamino-6-isopropylamino-1,3,5-triazine 、 N-羟基丁二酰亚胺 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Agent orange herbicides, organophosphate and triazinic pesticides analysis in olive oil and industrial oil mill waste effluents using new organic phase immunosensors

  摘要：

  New immunosensors working in organic solvent mixtures (OPIEs) for the analysis of traces of different pesticides (triazinic, organophosphates and chlorurates) present in hydrophobic matrices such as olive oil were developed and tested. A Clark electrode was used as transducer and peroxidase enzyme as marker. The competitive process took place in a chloroform-hexane 50% (V/V) mixture, while the subsequent enzymatic final measurement was performed in decane and using tert-butylhydroperoxide as substrate of the enzymatic reaction. A linear response of between about 10 nM and 5.0 mu M was usually obtained in the presence of olive oil. Recovery tests were carried out in commercial or artisanal extra virgin olive oil. Traces of pesticides were also checked in the oily matrix, in pomace and mill wastewaters from an industrial oil mill. Immunosensors show good selectivity and satisfactory precision and recovery tests performed in olive oil gave excellent results. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2014.07.137
• 作为产物：
  描述：

  阿特拉津 、 3-巯基丙酸 以 乙腈 为溶剂， 反应 3.0h， 以8.5%的产率得到2-mercaptopropionic acid 4-ethylamino-6-isopropylamino-1,3,5-triazine
  参考文献：
  名称：

  使用三嗪类似物作为腐殖酸改性硅胶脱附的衍生试剂，大规模富集乙腈中的含硫酸

  摘要：

  三嗪类似物用作衍生试剂，用于在腐殖酸改性的硅胶上富集含有硫原子的大规模酸（例如氨基酸），并从己烷中的吸附剂中解吸。在碱性条件下，化学衍生化的百分收率在8％到几乎100％的范围内，取决于pH值，并且在这些检测的分析物之间有很大差异，这被认为是由于分析物的结构而不是衍生试剂的缘故。在水性环境下不可重现且与三嗪类似物类型无关的富集百分比在所有情况下均达到近100％。导致吸附的力是基于吸附平衡结果的分析物上的羧基与腐殖酸改性的吸附剂之间的络合。

  DOI：

  10.1002/jccs.201500281

文献信息

• Immunochromatographic Dipstick Assay Format Using Gold Nanoparticles Labeled Protein−Hapten Conjugate for the Detection of Atrazine
  作者：Jasdeep Kaur、K. Vikas Singh、Robin Boro、K. R. Thampi、Manoj Raje、Grish C. Varshney、C. Raman Suri

  DOI：10.1021/es070194j

  日期：2007.7.1

  The present study describes a lateral-flow-based dipstick immunoassay format using a novel hapten-protein-gold conjugate for the rapid screening of atrazine in water samples. The immunoassay is based on the competitive inhibition, in which a newly developed hapten-protein-gold conjugate competes with the free antigen present in the sample, for the limited antibody binding sites available at test-zone on dipstick membrane, housed in a plastic cartridge The tracer used as the detection reagent was prepared by first conjugating hapten (a derivative of atrazine) molecules to a carrier protein (bovine serum albumin) via its surface lysine residues and then linking colloidal gold nanoparticles to the hapten-protein conjugate via cysteine residues of the carrier protein. The developed conjugate showed a high level of stability as it did not show any significant loss of activity even after 8 weeks of storage at ambient conditions. The color developed due to conjugate, based on competitive inhibition approach, is correlated with the concentration of atrazine sample. The sensitivity of the developed dipstick was enhanced by gold nanoparticles, as an amplification tag, presenting detection limit of atrazine in standard water samples down to 1.0 ppb level. The kit could serve as a rapid screening methodology for visual screening of atrazine contamination of water samples within 5 min of analysis time, and, when coupled with a portable colorimeter, as an inexpensive semi-quantitative assay. The method reported can be useful for screening a large number of pesticides samples in a very short time in the field.
• A highly sensitive immunoassay for atrazine based on covalently linking the small molecule hapten to a urea–glutaraldehyde network on a polystyrene surface
  作者：Na Sai、Wenjing Sun、Yuntang Wu、Zhong Sun、Guanggui Yu、Guowei Huang

  DOI：10.1016/j.intimp.2016.10.003

  日期：2016.11

  A new enzyme-linked immunosorbent assay (ELISA) for atrazine was developed based on covalent bonding of the small molecule hapten, 2-mercaptopropionic acid-4-ethylamino-6-isopropylamino-1,3,5-triazine (MPA-atrazine), to urea-glutaraldehyde (UGA)-treated microtiter plates. In this assay, the microliter plate surface was treated with the UGA network to both introduce amino groups, which were used to cross-link with the hapten carboxylate groups, and efficiently prevent non-specific adsorption of antibodies, which successfully eliminated the time-consuming routine blocking step. Compared with HNO3-H2SO4-APTES-hapten coated ELISA (modified with a HNO3-H2SO4-APTES mixture and covalent-linked hapten) and conventional ELISA (coated with haptencarrier protein conjugates), the novel ELISA format increased the sensitivity by approximately 3.5-fold and 7.5 fold, respectively, and saved 2.5 h and 34 h of coating hapten time, respectively. The method's 50% inhibition concentration for atrazine was 5.54 ng mL(-1) and the limit of detection was 0.16 ng mL(-1) after optimization of reaction conditions. Furthermore, the ELISA was adapted for analysis of atrazine in corn, rice, and water samples, demonstrating recoveries of 90%-108%. Thus, the assay provides a convenient alternative to conventional, laborious immunoassays for routine supervision of residue detection in food and the environment. (C) 2016 Elsevier B.V. All rights reserved.
• GOODROW, MARVIN H.;HARRISION, ROBERT O.;HAMMOCK, BRUCE D., J. AGR. AND FOOD CHEM., 38,(1990) N, C. 990-996
  作者：GOODROW, MARVIN H.、HARRISION, ROBERT O.、HAMMOCK, BRUCE D.

  DOI：——

  日期：——
• WATER IMMISCIBLE SOLVENT BASED BINDING SYSTEMS
  申请人：Molecular Light Technology Research Limited

  公开号：EP0900377B1

  公开（公告）日：2001-07-18
• US6344331B1
  申请人：——

  公开号：US6344331B1

  公开（公告）日：2002-02-05