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5-CARBOXY-1-PENTANETHIOL, also known as 6-Mercaptohexanoic acid (MHA), is a colorless to yellow liquid that forms a self-assembled monolayer (SAM) used to cap a variety of materials such as gold nanoparticles (AuNPs) and indium phosphide quantum dots (InPQDs). It is primarily used for immobilizing surface molecules, which enhances the physio-chemical and electrical properties of the materials.

17689-17-7

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17689-17-7 Usage

Uses

Used in Surface Modification:
5-CARBOXY-1-PENTANETHIOL is used as a surface modifier for materials like InP quantum nanowires and gold nanoparticles. It helps in immobilizing the surface molecules, which in turn enhances the physio-chemical and electrical properties of these materials.
Used in Fluorescent Chemical Sensors:
5-CARBOXY-1-PENTANETHIOL is used as a component in the development of fluorescent chemical sensors that monitor cyanide ions. Its surface modification properties make it suitable for this application.
Used in Biosensor Applications:
In the field of biosensors, 5-CARBOXY-1-PENTANETHIOL is used for covalently bonding with liposomes to form a SAM on the surface of gold. This application is particularly useful for insect odorant receptor-based biosensors.
Used in Pharmaceutical and Chemical Industries:
5-CARBOXY-1-PENTANETHIOL is used as a building block or intermediate in the synthesis of various pharmaceutical and chemical compounds due to its unique thiol and carboxylic acid functional groups.
Used in Material Science:
In material science, 5-CARBOXY-1-PENTANETHIOL is used as a capping agent for quantum dots and nanoparticles, which helps in controlling their size, shape, and stability. This application is crucial for the development of advanced materials with tailored properties.

Check Digit Verification of cas no

The CAS Registry Mumber 17689-17-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,6,8 and 9 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 17689-17:
(7*1)+(6*7)+(5*6)+(4*8)+(3*9)+(2*1)+(1*7)=147
147 % 10 = 7
So 17689-17-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O2S/c7-6(8)4-2-1-3-5-9/h9H,1-5H2,(H,7,8)

17689-17-7 Well-known Company Product Price

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  • Aldrich

  • (674974)  6-Mercaptohexanoicacid  90%

  • 17689-17-7

  • 674974-1G

  • 2,190.24CNY

  • Detail

17689-17-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-sulfanylhexanoic acid

1.2 Other means of identification

Product number -
Other names thiohexanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17689-17-7 SDS

17689-17-7Downstream Products

17689-17-7Relevant academic research and scientific papers

Method for preparing mercaptocarboxylic acid or derivatives thereof by aminolysis of thioureidocarboxylic acid or derivatives thereof

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Paragraph 0011, (2020/06/09)

The invention relates to a method for preparing mercaptocarboxylic acid or derivatives thereof by aminolysis of thioureidocarboxylic acid or derivatives thereof. The method mainly comprises the following steps: 1, dissolving thioureidocarboxylic acid or a derivative thereof in ammonia water or a mixed solution of ammonia water and a cosolvent, heating the system to 40-150 DEG C, and reacting for long time until reaction of the thioureido salt is finished; 2, cooling the reaction system, neutralizing the reaction system by using acid, removing the solvent by using a solvent extraction system, and separating to obtain the mercaptocarboxylic acid or the derivative thereof; and 3, concentrating and filtering the residual water phase or organic phase, recycling the distilled water phase or organic phase, and taking the solid ammonium salt mixture as a nitrogen fertilizer. According to the method, the defects that pollutants are complex and difficult to treat, and the environment is pollutedin the prior art that metal ions such as NaOH are adopted for alkaline hydrolysis of thioureidocarboxylic acid and derivatives thereof to prepare mercaptocarboxylic acid and derivatives thereof are overcome. The method has the advantages of simple process, low cost, no environmental pollution and the like, and can basically realize zero emission of three wastes.

Redox responsive paclitaxel dimer for programmed drug release and selectively killing cancer cells

Hu, Xiuli,Pei, Qing,Wang, Jian,Wang, Zhanfeng,Xia, Rui,Xie, Zhigang

, p. 785 - 793 (2020/07/30)

Redox stimulus responsive drug delivery systems have been widely investigated and proved to be promising prospects for efficient cancer therapy due to the abnormal high level of reactive oxygen species and glutathione in tumor microenvironment. Herein, three paclitaxel dimers (named as PTX2-R, R = S, Se and Te) bridged with alkyl sulfide, selenide or telluride are synthesized. These dimers can self-assemble into stable uniform nanoparticles (named as PTX2-R NPs, R = S, Se and Te) with impressively high drug loading. As expected, sulfur/selenium/tellurium bonds exhibit different redox responsiveness, thereby affecting the drug release and cytotoxicity. Of note, tellurium bridged paclitaxel dimer shows ultra-sensitivity to hydrogen peroxide, which rapidly cleaves into two paclitaxel under the subsequent dithiothreitol stimulation. Our findings provide deep insight into the redox sensitivity of chalcogenide elements and offer the rational design strategies to biologically redox condition for programmed drug release.

CONTROLLED-RELEASE CNP AGONISTS WITH LOW INITIAL NPR-B ACTIVITY

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Page/Page column 222, (2017/08/01)

The present invention relates to a controlled-release CNP agonist from which CNP agonist is released with a release half-life of at least 6 hours under physiological conditions and which controlled-release CNP agonist has an EC50 that is at lea

CNP PRODRUGS WITH CARRIER ATTACHMENT AT THE RING MOIETY

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Page/Page column 214; 215, (2017/08/01)

The present invention relates to CNP prodrugs in which the carrier is covalently and reversibly attached to the ring moiety of a CNP moiety, to pharmaceutical compositions comprising such CNP prodrugs, to their uses and to methods of treating diseases that can be treated with the CNP prodrugs of the present invention.

CONTROLLED-RELEASE CNP AGONISTS WITH INCREASED NEP STABILITY

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Page/Page column 218-219, (2017/08/01)

The present invention relates to controlled-release CNP agonists having an at least 5-fold longer degradation half-life in an in vitro NEP degradation assay than the corresponding released CNP agonist, to pharmaceutical compositions comprising said contro

CONTROLLED-RELEASE CNP AGONISTS WITH REDUCED SIDE-EFFECTS

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Page/Page column 217-218, (2017/08/01)

The present invention relates a pharmaceutical composition comprising a controlled-release CNP agonist which reduces CNP agonist-associated side-effects, the use of such controlled-release CNP agonist and to methods of treatment.

Poly(thioester) by Organocatalytic Ring-Opening Polymerization

Bannin, Timothy J.,Kiesewetter, Matthew K.

, p. 5481 - 5486 (2015/09/02)

Organocatalysts typically used for the ring-opening polymerization (ROP) of cyclic ester monomers are applied to a thiolactone, ε-thiocaprolactone (tCL). In the absence of an H-bond donor, a nucleophilic polymerization mechanism is proposed. Despite the decreased ability of thioesters and thiols (versus esters and alcohols) to H-bond, H-bonding organocatalysts - a thiourea in combination with an H-bond accepting base - are also effective for the ROP of tCL. The increased nucleophilicity of thiols (versus alcohols) is implicated in the increased Mw/Mn of the poly(thiocaprolactone) versus poly(caprolactone), but deleterious transesterification is suppressed in the presence of a thiourea. The thioester monomer, tCL, is shown to be thermodynamically similar to ε-caprolactam but kinetically similar to ε-caprolactone. (Chemical Equation Presented).

Process for the modification of surface

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Page column 7-8, (2010/02/08)

The present invention relates to a process for the modification of a material surface comprising the steps of (a1) photochemically fixing one or more different compounds of formula onto the material surface, or (a2) photochemically f

Immobilisation on polystyrene of diazirine derivatives of mono- and disaccharides: Biological activities of modified surfaces

Chevolot,Martins,Milosevic,Leonard,Zeng,Malissard,Berger,Maier,Mathieu,Crout,Sigrist

, p. 2943 - 2953 (2007/10/03)

The potential of surface glycoengineering for biomaterials and biosensors originates from the importance of carbohydrate protein interactions in biological systems. The strategy employed here utilises carbene generated by illumination of diazirine to achieve covalent bonding of carbohydrates. Here, we describe the synthesis of an aryl diazirine containing a disaccharide (lac-tose). Surface analysis techniques [X-ray photoelectron spectroscopy (XPS) and time of flight secondary ion mass spectroscopy (ToF-SIMS)] demonstrate its successful surface immobilisation on polystyrene (PS). Results are compared to those previously obtained with an aryl diazirine containing a monosaccharide (galactose). The biological activity of galactose- or lactose-modified PS samples is studied using rat hepatocytes, Allo A lectin and solid-phase semi-synthesis with α-2,6-sialyltransferase. Allo A shows some binding to galactose-modified PS but none to lactose-modified surfaces. Similar results are obtained with rat hepatocytes. In contrast, sialylation of lactose-modified PS is achieved but not with galactose-modified surfaces. The different responses indicate that the biological activity depends not only on the carbohydrate per se but also on the structure and length of the spacer. Copyright

S-4-Methoxytrityl mercapto acids: Synthesis and application

Mourtas, Spyros,Gatos, Dimitrios,Kalaitzi, Vagiani,Katakalou, Christina,Barlos, Kleomenis

, p. 6965 - 6967 (2007/10/03)

4-Methoxytrityl (Mmt)-mercapto acids were obtained either by the reaction of mercapto acids with Mmt-chloride or by the reaction of halo acids with Mmt-thiol. The derivatives obtained were used in the solid-phase synthesis of small libraries of mercaptoacylamino acids and mercaptoacyl peptides. The removal of the Mmt-group was performed by treatment with trifluoroacetic acid (TFA) in dichloromethane (DCM) using triethylsilane (TES) as scavenger.

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