CAS: 71310-21-9; 11-Mercaptoundecanoic Acid

该化合物是一种含有分子式C11H22O2S的硫醇终止脂肪酸.其结构具有一个终端式碳信箱基和硫氢(SH)组,在地表改造,自组单层和生物分子聚合中能够应用多种用途.11碳烷基链在金,银和其他金属表面上提供了稳定性和定购包装,使其对生物传感器制造和纳米技术很有价值. 纸箱酸会允许通过酯化或恐吓进一步实现功能化. MUA特别有助于为蛋白不流动或纳米粒稳定创造具有代表性的,生物兼容的界面.其纯度和稳定的链长确保了研究和工业应用的再生效果.

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合成工艺路线路线简述

  • 合成目标产物 11-Mercaptoundecanoic Acid 主要起始原料 11-Bromoundecanoic Acid
  • (文献来源)合成步骤主要原料 11-Bromoundecanoic Acid
📜1,11-十一烷二醇置于chromium(Vi) Oxide,氢溴酸,Hydroxide体系中,用 正辛烷 作为反应溶剂,化学反应生成 11-巯基十一烷酸
参考文献:Multiple Electron Tunneling Paths Across Self-Assembled Monolayers Of Alkanethiols With Attached Ruthenium(Ii/iii) Redox Centers
标题:Multiple Electron Tunneling Paths Across Self-Assembled Monolayers Of Alkanethiols With Attached Ruthenium(Ii/iii) Redox Centers
摘要:Alkanethiol Monolayers With Pendant Redox Centers Are Deposited On Gold Electrolytes By Self-Assembly. The Monolayers Are Composed Of Both An Electroactive Thiol,Hs(Ch2)(N)C(O)Nhch(2)Pyru(Nh3)(5)(2+/3+),With 10-15 Methylene Groups,And A Diluent Thiol,Hs(Ch2)Mcooh,Also With 10-15 Methylene Groups. The Monolayers Are Classified As ''Matched'' (N = M),''Exposed'' (N = 15,M = 10-14),And ''Buried'' (N = 10,M = 11-15) According To The Relative Position Of The Redox Center. Cyclic Voltammograms In Aqueous Na2So4 Indicate That The Monolayers Are Close-Packed With The Redox Centers Residing In The Aqueous Phase In All But The Most Buried Cases. Measurements Of Electron Transfer Kinetics By Several Methods (Cyclic Voltammetry,Ac Impedance Spectroscopy,Chronoamperometry) Yield An Internally Consistent Set Of Kinetic Parameters,The Standard Rate Constant K Degrees,And The Reorganization Energy Lambda Of The Redox Centers. The Reorganization Energies Are In Good Agreement With The Theoretically Predicted Value Of 1.0 Ev For The Pyru(Nh3)(5) Redox Centers. Plots Of Ln(K Degrees) Vs M Are Linear In All Three Cases. The Slopes Of The Linear Regression Fit Provide Tunneling Parameters (Beta,Where K Degrees Approximate To E(-Beta M)) Of 0.97 +/-0.03 (Matched Cases),0.83 +/-0.03 (Exposed Cases) And 0.16 +/-0.02 (Buried Cases) Per Methylene. This Pattern Of Beta'S Is Interpreted In Terms Of Electronic Coupling Between The Redox Center And The Electrode Via Both The Redox Thiol And The Proximate Diluent Thiols,With The Coupling Via The Diluent Thiols Dominating In The Exposed Cases.
DOI:10.1021/jp962831Q

海关参考信息

专利信息


专利号:US-2023373003-A1
优先权日:2022-05-17
标 题 :Seedless Synthesis of Anisotropic Gold Nanoflowers with Cellular Control and Drug Delivery Applications
发明人:OH EUNKEU; SUSUMU KIMIHIRO; SANGTANI AJMEETA; ROGERS Katherine; NAG OKHIL K; LEE KWAHUN; VURGAFTMAN IGOR; WEIBLEN R JOSEPH; KIM MIJIN; DELEHANTY JAMES B
权利人:US GOV SEC NAVY
摘要:A new seedless synthesis of anisotropic nanoscale gold nanoflower (AuNF) particles uses bidentate thiolate ligands to protect the nanoparticle surface and a combination of reagents (for example, ligand, ascorbic acid, and hydroxide) to synthesis AuNF with controlled size and anisotropic properties. Compared to prior art gold nanospheres, AuNF produced approximately a 15-fold improvement in a drug delivery assay.

专利号:US-10150160-B2
优先权日:2014-12-04
标题 :Universal one-pot and up-scalable synthesis of SERS encoded nanoparticles
发明人:PAZOS PÉREZ NICOLÃ?S; MIR DE SIMÓN BERNAT
权利人:MEDCOM ADVANCE S A; MEDCOM ADVANCE S A
摘要:The universal one-pot and up-scalable synthesis of SERS encoded nanoparticles relies on the controlled co-absorption of mercaptoundecanoic acid (MUA) and the Raman code on the metallic surfaces of the nanoparticles. In contrast to most of the reported procedures which typically involve complex steps, the present method has demonstrated to be an easy and fast one-pot approach for the production of SERS-encoded nanoparticles. This versatile strategy allows for the SERS codification of particles with every molecule with affinity toward the metal surface, independently of its chemical nature, as exemplified here in the fabrication of 31 different encoded particles using the same standard procedure. In addition to the easiness of preparation, scalability to the liter regime, stability in aqueous solutions including PBS and chemical diversity, our SERS-encoded particles show considerably higher optical efficiency than those fabricated by using PEG or PVP polymers.

专利号:US-11180507-B2
优先权日:2016-07-08
标题:Synthesis of functionalizable or functionalized poly(3,4-ethylenedioxythiphene)-based polymers and monomers therefor
发明人:CUI XINYAN; CAO BIN
权利人:UNIV PITTSBURGH COMMONWEALTH SYS HIGHER EDUCATION; UNIV OF PITTSBURGH—OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION
摘要:A method of forming a compound having the formula (I′): (I′) includes the reaction: (II′) in the presence of a base, wherein X is a halo atom selected from the group consisting of Cl, Br and I.

专利号:WO-2025080581-A1
优先权日:2023-10-10
标题 :Parallelized electrochemical polynucleotide synthesis
发明人:BUGGA PRADEEP; LEE HENRY HUNG-YI
权利人:KERN SYSTEMS INC
摘要:The present disclosure provides methods and devices for synthesis of nucleic acid molecules. Devices of the present disclosure may include a substrate, a first electrode, a second electrode, and a plurality of initiator molecules. Methods of the present disclosure may include providing a template-independent DNA polymerase to the device. The template-independent DNA polymerase may be usable to extend the initiator molecules, thereby synthesizing nucleic acid molecules. The first and second electrode may be usable modulate or otherwise control the activity of the template-independent DNA polymerase.

专利号:US-2021371845-A1
优先权日:2020-05-28
标题:Synthesis Of Enzyme-Polymer Conjugates, Having Enhanced Activity & Stability
发明人:Maceda-Johnson Nestor
权利人:MACEDA JOHNSON NESTOR
摘要:A process for site-specific immobilization of an enzyme on a polymer involving pairing of an enzyme and polymer to optimize cross-linking between the enzyme and the polymer while avoiding conformational or biochemical inhibition of enzyme activity. The process involves site specific interaction in a multiple phase synthesis within a buffered reaction medium and in an inert atmosphere. The reaction kinetics of the conjugation are modulated by chilling the reaction medium containing the enzyme and polymer to about the maximum solvent density of the reaction medium. The cross-linking of the enzyme and a polymer pair performed produces an enzymatically active, stable conjugate.

专利号:US-9546317-B2
优先权日:2006-11-27
标 题:Synthesis of water soluble non-toxic nanocrystalline quantum dots and uses thereof
发明人:SHIH WEI-HENG; SHIH WAN Y; LI HUI
权利人:SHIH WEI-HENG; SHIH WAN Y; LI HUI; UNIV DREXEL
摘要:An economic, direct synthetic method for producing water soluble ZnS QDs that are ready for bioconjugation is provided. The method can produce aqueous ZnS QDs with emission wavelengths varying from 400 nm to 700 nm. Highly luminescent metal sulfide (MS) QDs are produced via an aqueous synthesis route. MS QDs are capped with thiol-containing charged molecules in a single step. The resultant MS QDs exhibit the distinctive excitonic photoluminescence desired of QDs and can be fabricated to avoid undesirable broadband emissions at higher wavelengths. The aqueous ZnS QDs are stable in biological fluids over a long period of time. In addition, non-toxic ZnS QDs have been produced with good photoluminescence properties.

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合成参考文献


参考文献:10.1007/s13238-011-1054-x
摘要:Niu Y, Jin G. Protein microarray biosensors based on imaging ellipsometry techniques and their applications. Protein Cell. 2011 Jun;2(6):445–55.
参考文献:10.1166/jnn.2011.4158
摘要:Ahuja T, Tanwar VK, Mishra SK, Kumar D, Biradar AM, Rajesh. Immobilization of uricase enzyme on self-assembled gold nanoparticles for application in uric acid biosensor. J Nanosci Nanotechnol. 2011 Jun;11(6):4692–701. doi: 10.1166/jnn.2011.4158.
参考文献:10.1007/978-1-61779-252-6_11
摘要:Kalisch SM, Laan L, Dogterom M. Force generation by dynamic microtubules in vitro. Methods Mol Biol. 2011;777():147–65. doi: 10.1007/978-1-61779-252-6_11.
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