L-cystine diamide dihydrochloride

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: L-cystine diamide dihydrochloride
• 英文别名: L-cysteine diamide dihydrochloride；(2R)-2-amino-3-{[(2R)-2-amino-2-carbamoylethyl]disulfanyl}propanamide hydrochloride；(2R)-2-amino-3-[[(2R)-2,3-diamino-3-oxopropyl]disulfanyl]propanamide;hydrochloride
• 化学式: C₆H₁₄N₄O₂S₂*2ClH
• 分子量: 311.257
• InChiKey: ZFDQXMVQQXDOAY-MMALYQPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.59
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  189
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L-cystine diamide dihydrochloride 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 对甲苯磺酸 作用下， 以 二甲基亚砜 为溶剂， 反应 84.5h， 生成 N,N'-((2R,2'R)-disulfanediylbis(3-amino-3-oxopropane-1,2-diyl))bis(6-hydroxy-2-naphthamide)
  参考文献：
  名称：

  Detecting a peroxide-based explosive via molecular gelation

  摘要：

  利用硫醇到二硫化物的氧化反应触发溶液到凝胶的相变，开发出了一种方便携带的三丙酮三过氧化物（TATP）传感器。使用这种方法，无需任何仪器即可直观地检测 TATP。

  DOI：

  10.1039/c2cc33486k
• 作为产物：
  描述：

  2 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.17h， 以95%的产率得到L-cystine diamide dihydrochloride
  参考文献：
  名称：

  Detecting a peroxide-based explosive via molecular gelation

  摘要：

  利用硫醇到二硫化物的氧化反应触发溶液到凝胶的相变，开发出了一种方便携带的三丙酮三过氧化物（TATP）传感器。使用这种方法，无需任何仪器即可直观地检测 TATP。

  DOI：

  10.1039/c2cc33486k

文献信息

• Acceptor-Controlled Transfer Dehydration of Amides to Nitriles
  作者：Hiroyuki Okabe、Asuka Naraoka、Takahiro Isogawa、Shunsuke Oishi、Hiroshi Naka

  DOI：10.1021/acs.orglett.9b01657

  日期：2019.6.21

  dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired

  通过使用二氯乙腈作为水受体，在温和的水性条件下钯催化的伯酰胺脱水有效地进行为腈。设计该转移脱水催化的关键是确定一种有效的水受体二氯乙腈，该水受体在Pd催化剂的帮助下优先于酰胺而不是其他极性官能团反应，并使所需的反应体系趋于能动，从而驱动脱水。
• Extein Residues Play an Intimate Role in the Rate-Limiting Step of Protein <i>Trans</i>-Splicing
  作者：Neel H. Shah、Ertan Eryilmaz、David Cowburn、Tom W. Muir

  DOI：10.1021/ja401015p

  日期：2013.4.17

  Split inteins play an important role in modern protein semisynthesis techniques. These naturally occurring protein splicing domains can be used for in vitro and in vivo protein modification, peptide and protein cyclization, segmental isotopic labeling, and the construction of biosensors. The most well-characterized family of split inteins, the cyanobacterial DnaE inteins, show particular promise, as

  分裂内含肽在现代蛋白质半合成技术中发挥着重要作用。这些天然存在的蛋白质剪接域可用于体外和体内蛋白质修饰、肽和蛋白质环化、片段同位素标记以及生物传感器的构建。最充分表征的分裂内含肽家族，蓝藻 DnaE 内含肽，显示出特别的前景，因为其中许多可以在不到 1 分钟的时间内剪接蛋白质。尽管如此，这些内含肽的活性是依赖于上下文的：围绕它们的连接点（称为局部 N-和 C-外显子）的某些肽序列是强烈优选的，而其他序列会导致剪接动力学和产量的显着降低。这些序列约束限制了内含肽的效用，因此，需要更详细地了解它们参与蛋白质剪接。在这里，我们对 C-外显肽组成与内含肽分裂活性之间的关系进行了彻底的动力学分析。这些实验的结果用于指导结构和分子动力学研究，结果表明催化残基的运动受到第二个 C-外显肽残基的限制，可能迫使它们进入促进蛋白质快速剪接的活性构象。总之，我们的结构和功能研究还突出了内含肽结构的一个关键区域，
• Anatomy of a Gel. Amino Acid Derivatives That Rigidify Water at Submillimolar Concentrations
  作者：Fredric M. Menger、Kevin L. Caran

  DOI：10.1021/ja0016811

  日期：2000.11.1

  On the basis of suggestive X-ray data, 14 aroyl L-cystine derivatives were designed, synthesized, and examined for their ability to gelate water. Several members of this amino acid family are remarkably effective aqueous gelators (the best being one that can rigidify aqueous solutions at 0.25 mM, ca. 0.01%, in less than 30 s!). A few of the analogues separate from water as crystals, indicating a close relationship between gelation and crystallization. All effective gelators self-assemble into fibrous structures that entrain the solvent in the capillary spaces among them. Hydrogen-bonding sites on the compounds that might stabilize the fibers were identified from specific substitutions that replace a hydrogen donor with a methyl group, enhance the hydrogen-accepting ability of a carbonyl oxygen, or promote the hydrogen-donating, ability of an amide proton. The structural variations were characterized via minimal gelation concentrations and times, X-ray crystallography, light and electron microscopy, rheology, and calorimetry. The multiple techniques, applied to the diverse compounds, allowed an extensive search into the basis of gelation. It was learned, for example, that the compound with the lowest minimum gelator concentration and time also has one of the weakest gels (i.e., it has a low elastic modulus). This is attributed to kinetic effects that perturb the length of the fibers. It was also argued that pi/pi stacking, the carboxyl carbonyl (but not the carboxyl proton), and solubility factors all contribute to the stability of a fiber. Polymorphism also plays a role. Rheological studies at different temperatures show that certain gels are stable to a 1-Hz, 3-Pa oscillating shear stress at temperatures as high as 90 degreesC. Other gels have a "catastrophic" break at lower temperatures. Calorimetric data indicate a smooth transition from gel to sol as the temperature is increased. These and other issues are discussed in this "anatomy" of a gel.
• [EN] DYE COMPOSITION COMPRISING A GLYCOSYL IRIDOID COMPOUND AND A PARTICULAR ALDEHYDE OR IMINE, DYEING PROCESS AND DEVICES THEREFOR<br/>[FR] COMPOSITION DE COLORANT COMPRENANT UN COMPOSÉ IRIDOÏDE GLYCOSYLIQUE ET UN ALDÉHYDE PARTICULIER OU UNE IMINE PARTICULIÈRE, PROCÉDÉ DE COLORATION ET DISPOSITIFS S'Y RAPPORTANT
  申请人：OREAL

  公开号：WO2013045704A2

  公开（公告）日：2013-04-04

  The present invention relates to a composition for dyeing human keratin fibres, comprising, in a cosmetically acceptable medium: * a compound of the iridoid family of formula (I) below, or a plant extract comprising the same: in which R1: hydrogen, methyl, hydroxymethyl, aldehyde; -CO2R4 in which R4: hydrogen, C1-C2 alkyl; sugar; R2: a hydrogen atom, a hydroxyl radical, sugar radical; R3: hydrogen, hydroxyl, alkyloxy; R: sugar radical (aldose or derivative); integer ranging from 1 to 5; the compound(s) of formula (I) having optionally undergone a preliminary step consisting in replacing the radical R with a hydrogen atom, performed using an enzyme; ** at least one aldehyde or imine compound of formulae (i) and (ii), and also oxidized oligo- or polysaccharide comprising at least one aldehyde or imine function: with n equal to 0 or 1; X: O, NR'1; A: COOH, optionally substituted aryl, cationic or non-cationic, saturated or unsaturated 5- or 6-membered heterocycle, comprising one or two heteroatoms, optionally substituted, alkyl, alkenyl; A2 divalent alkylene; the compounds possibly being, in the case of aldehydes, in acetal or hemiacetal form. The invention also relates to a process using such a composition, and also to multi-compartment devices.
• [EN] DYEING PROCESS USING A COMPOSITION COMPRISING A GLYCOSYL IRIDOID COMPOUND AND A NUCLEOPHILE OR AN AMINO OR THIO POLYMER, COMPOSITION AND DEVICES THEREFOR<br/>[FR] PROCÉDÉ DE COLORATION UTILISANT UNE COMPOSITION COMPRENANT UN COMPOSÉ IRIDOÏDE GLYCOSYLIQUE ET UN NUCLÉOPHILE OU UN POLYMÈRE AMINÉ OU THIOLÉ ET COMPOSITION ET DISPOSITIFS S'Y RAPPORTANT
  申请人：OREAL

  公开号：WO2013045701A2

  公开（公告）日：2013-04-04

  The present invention relates to a process of dyeing human keratin fibres by applying a composition, comprising, in a cosmetically acceptable medium: * a compound of the iridoid family of formula (I) below, or a plant extract comprising the same: formula (I) in which hydrogen, methyl, hydroxymethyl, aldehyde; -CO2R4 in which R4: hydrogen, C1-C2 alkyl; sugar; R2: a hydrogen atom, a hydroxyl radical, sugar radical; R3: hydrogen, hydroxyl, alkyloxy; R: sugar radical (aldose or derivative); integer ranging from 1 to 5; the compound(s) of formula (I) having undergone prior to or simultaneously with the dyeing process, a step consisting in replacing the radical R with a hydrogen atom; ** at least one particular nucleophilic compound or at least one amino or thio polymer, in an amino or thio polymer(s)/compound(s) of formulae (I) and/or (II) weight ratio of at least 0.01. The invention also relates to multi-compartment devices.