cysteine allyl ester | 382591-09-5

• 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: cysteine allyl ester
• 英文别名: L-Cysteine, 2-propenyl ester；prop-2-enyl (2R)-2-amino-3-sulfanylpropanoate
• CAS: 382591-09-5
• 化学式: C₆H₁₁NO₂S
• 分子量: 161.225
• InChiKey: DVSVPBIMIUTWKK-YFKPBYRVSA-N

物化性质

• 沸点：
  234.1±35.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cysteine allyl ester 、 在 吡啶 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 18.33h， 以90%的产率得到
  参考文献：
  名称：

  Synthesis of Nodulisporic Acid 2‘ ‘-Oxazoles and 2‘ ‘-Thiazoles

  摘要：

  [GRAPHICS]The semisynthetic conversion of nodulisporic acid A(1) into a set of three heterocyclic side chain derivatives provided compounds, highlighted by 6, with an improved spectrum of ectoparasiticidal activity and pharmacokinetic profile relative to the natural product.

  DOI：

  10.1021/ol016651x
• 作为产物：
  描述：

  (R)-allyl 2-(tert-butoxycarbonylamino)-3-mercaptopropanoate 在 20percent TFA 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以80%的产率得到cysteine allyl ester
  参考文献：
  名称：

  Synthesis of Nodulisporic Acid 2‘ ‘-Oxazoles and 2‘ ‘-Thiazoles

  摘要：

  [GRAPHICS]The semisynthetic conversion of nodulisporic acid A(1) into a set of three heterocyclic side chain derivatives provided compounds, highlighted by 6, with an improved spectrum of ectoparasiticidal activity and pharmacokinetic profile relative to the natural product.

  DOI：

  10.1021/ol016651x

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Flavour Modifying Compounds
  申请人：Givaudan S. A.

  公开号：US20140127144A1

  公开（公告）日：2014-05-08

  A compound of formula (I) is used to modify the taste or flavour of a flavour composition or consumable product, wherein R 1 is H, or a substituted, unsubstituted, branched or unbranched C 1 -C 5 alkyl group and, NHR 2 is a residue of an amino acid, is selected from Alanine (Ala), cysteine (Cys), Aspartic acid (Asp), phenylalanine (Phe), glutamic acid (Glu), histidine (His), isoleucine (Ile), lysine (Lys), leucine (Leu), methionine (Met), asparagines (Asn), glutamine (Gln), arginine (Arg), serine (Ser), theronine (Thr), valine (Val), tryptophan (Trp), tyrosine(Tyr) and Glycine (Gly), with the proviso that the compound is not N-acetyl glycine. Also disclosed are flavour compositions and consumable products containing such compounds.

  化合物的化学式（I）用于改变风味组合物或可食用产品的味道或风味，其中R1是H，或者是取代的、未取代的、支链的或非支链的C1-C5烷基基团，NHR2是氨基酸残基，选自丙氨酸（Ala）、半胱氨酸（Cys）、天冬氨酸（Asp）、苯丙氨酸（Phe）、谷氨酸（Glu）、组氨酸（His）、异亮氨酸（Ile）、赖氨酸（Lys）、亮氨酸（Leu）、蛋氨酸（Met）、天冬酰胺（Asn）、谷氨酰胺（Gln）、精氨酸（Arg）、丝氨酸（Ser）、苏氨酸（Thr）、缬氨酸（Val）、色氨酸（Trp）、酪氨酸（Tyr）和甘氨酸（Gly），但该化合物不是N-乙酰甘氨酸。还公开了含有这种化合物的风味组合物和可食用产品。
• [EN] COMPOUNDS AS L-CYSTINE CRYSTALLIZATION INHIBITORS AND USES THEREOF<br/>[FR] COMPOSÉS COMME INHIBITEURS DE LA CRISTALLISATION DE LA L-CYSTINE ET UTILISATIONS ASSOCIÉES
  申请人：UNIV NEW YORK

  公开号：WO2011062640A1

  公开（公告）日：2011-05-26

  A method of preventing or inhibiting L-cystine crystallization using the compounds of formula (I) is disclosed, wherein A, L, R1a, R1b, and m are as described herein. The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of conditions that are causally related to L-cystine crystallization, such as comprising (but not limited to) kidney stones.

  揭示了一种使用式(I)化合物预防或抑制L-半胱氨酸结晶的方法，其中A、L、R1a、R1b和m如本文所述。这些化合物可以制备为药物组合物，并可用于预防和治疗与L-半胱氨酸结晶有因果关系的病症，例如包括（但不限于）肾结石。
• Mediation of metal chelation in cysteine-derived tetramate systems
  作者：Ruirui Zhang、Miroslav Genov、Alexander Pretsch、Dagmar Pretsch、Mark G. Moloney

  DOI：10.1039/d1sc05542a

  日期：——

  ketones and carboxamides by Grignard addition and transamination reactions respectively provided rapid access to a chemical library of tetramates with diverse substitution. Of interest is that bicyclic tetramate ketones and carboxamides showed different tautomeric and metal binding behaviour in solution. Significantly, in both systems, the incorporation of bulky C-5 esters at the bridging position not

  报道了用大体积酯修饰双环四酸酯的研究，该研究导致远端螯合原子的空间位阻作为改变金属结合能力的途径。这种方法需要开发一种直接的方法，用于从胱氨酸合成不同的半胱氨酸酯，然后通过 Dieckmann 环化获得双环四酸酯。分别通过格氏加成和氨基转移反应进一步推导酮和甲酰胺提供了快速访问具有不同取代的 tetramates 的化学库。有趣的是，双环四酸酯酮和羧酰胺在溶液中表现出不同的互变异构和金属结合行为。值得注意的是，在这两个系统中，在桥接位置加入庞大的 C-5 酯不仅减少了金属结合，而且还增强了对革兰氏阳性 MRSA 细菌的抗菌效力。那些具有抗菌活性且不依赖金属的四联苯胺的 MSA 理化性质为 559-737 Å2，MW 427-577 Da，clogP 1.8-6.1，clogD 7.4 -1.7 至 3.7，PSA 83-109 Å 2和 12-15% 的相对 PSA，并且通常符合 Lipinski
• [EN] AMPHIPHILIC THIOL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE THIOL AMPHIPHILES ET LEURS UTILISATIONS
  申请人：UNIV CALIFORNIA

  公开号：WO2019178166A1

  公开（公告）日：2019-09-19

  Provided herein are, inter alia, amphiphilic thiol compounds and methods of using the same for the purpose of depalmitoylating proteins in cellular membranes (e.g., plasma membranes). The compounds provided herein include an amphiphilic tail, which enables them to associate with a cellular membrane and depalmitoylate (cleave native S-palmitoyl groups from) a protein in said membrane by native chemical ligation thereby triggering the protein's release from the plasma membrane. The compounds (amphiphilic thiol compounds of formula (I), (II), (III)) are, inter alia, useful for the treatment of diseases caused or associated with aberrant depalmitoylation of certain proteins (e.g., HRas, EGFR).

  本文提供了一些两性硫醇化合物及其用于在细胞膜（例如，细胞膜）中去棕榈酰化蛋白质的方法。本文提供的化合物包括两性尾部，使它们能够与细胞膜结合，并通过本地化学连接去除（从）膜中的蛋白质上的天然S-棕榈酰基团，从而触发蛋白质从细胞膜中释放。这些化合物（公式（I）、（II）、（III）的两性硫醇化合物）等可用于治疗由于某些蛋白质（例如HRas、EGFR）异常去棕榈酰化而引起或相关的疾病。