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11-Aminoundecanoic acid Sale

(Synonyms: 11-氨基十一酸) 目录号 : GC38727

11-aminoundecanoic acid 是一种基于烷基/醚的 PROTAC 接头,可用于合成 MS432。

11-Aminoundecanoic acid Chemical Structure

Cas No.:2432-99-7

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产品描述

11-Aminoundecanoic acid is a PROTAC linker, which refers to the alkyl chain composition. 11-Aminoundecanoic acid can be used in the synthesis of a series of PROTACs.

[1]. Pillow TH, et al. Antibody Conjugation of a Chimeric BET Degrader Enables in vivo Activity. ChemMedChem. 2019 Oct 31.

Chemical Properties

Cas No. 2432-99-7 SDF
别名 11-氨基十一酸
Canonical SMILES NCCCCCCCCCCC(O)=O
分子式 C11H23NO2 分子量 201.31
溶解度 DMSO: 3.33 mg/mL (16.54 mM; ultrasonic and adjust pH to 2 with HCl); Water: < 0.1 mg/mL (insoluble) 储存条件 Store at -20°C
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1 mM 4.9675 mL 24.8373 mL 49.6746 mL
5 mM 0.9935 mL 4.9675 mL 9.9349 mL
10 mM 0.4967 mL 2.4837 mL 4.9675 mL
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Research Update

Isolation and genomic analysis of 11-aminoundecanoic acid-degrading bacterium Pseudomonas sp. JG-B from nylon 11 enrichment culture

J Genomics 2020 Jan 25;8:16-20.PMID:32064005DOI:10.7150/jgen.42095.

Nylon 11 is a polymer synthesized from 11-Aminoundecanoic acid, and widely used in commercial manufacturing. In this study, we describe the isolation of the first organism capable of metabolizing 11-Aminoundecanoic acid from nylon 11 enrichment culture. The strain shows rapid growth on 11-Aminoundecanoic acid as a sole source of carbon, nitrogen, and energy. Furthermore, the genome sequence of strain JG-B was deciphered and shown to belong to genus Pseudomonas. Many genes encoding putative extracellular hydrolases, as well as homologues of nylon 6 hydrolases (NylB and NylA) were identified, suggesting the metabolic versatility and possibility that this organism could also depolymerase nylon 11 polymers.

Carcinogenesis Bioassay of 11-Aminoundecanoic acid (CAS No. 2432-99-7) in F344 Rats and B6C3F1 Mice

Natl Toxicol Program Tech Rep Ser 1982 May;216:1-116.PMID:12778219doi

11-Aminoundecanoic acid is the monomer used in the manufacture of the polyamide, nylon-11. Aminoundecanoic acid is synthesized through a series of reactions from ricinoleic acid isolated from castor bean oil. Nylon-11 is used in automobile parts, industrial fabrics (e.g. filter bags, work clothes, and netting), and brushes because of its resistance to vibration and shock and its stability when in contact with fuels. Nylon-11 resins are approved by the U.S. Food and Drug Administration for use on food contact films. A carcinogenesis bioassay of 11-Aminoundecanoic acid was carried out by administering diets containing 7,500 or 15,000 ppm of 11-Aminoundecanoic acid to F344 rats and B6C3F1 mice. Groups of 50 rats and 50 mice of either sex were administered the test chemical for 104 weeks (rats) or 103 weeks (mice). Controls consisted of 50 untreated rats and 50 untreated mice of each sex. Nonneoplastic effects included dose-related decreases in mean body weight gain and survival for male rats and for mice of each sex; a dose-related increased incidence of hyperplasia of the transitional epithelium of the kidney and urinary bladder in rats of each sex; and mineralization of the kidney in dosed mice of each sex. Neoplastic nodules of the liver in dosed male rats (control 1/50, 2%; low dose 9/50, 18%; high dose 8/50, 16%; P<0.01) and transitional-cell carcinomas of the urinary bladder in high-dose male rats (control 0/48, 0%; low dose 0/48, 0%; high dose 7/49, 14%: P<0.01) were observed at significantly increased incidences compared with controls. Malignant lymphomas occurred at a significantly (P<0.05) increased rate in low-dose male mice (control 2/50, 4%; low dose 9/50, 18%; high dose 4/50, 8%). Under the conditions of this bioassay, 11-Aminoundecanoic acid was carcinogenic for male F344 rats, inducing neoplastic nodules in the liver and transitional-cell carcinomas in the urinary bladder. The test chemical was not carcinogenic for female F344 rats. No clear evidence was found for the carcinogenicity of 11-Aminoundecanoic acid in B6C3F1 mice of either sex, although the increase in malignant lymphoma in male mice may have been associated with administration of 11-Aminoundecanoic acid. Levels of Evidence of Carcinogenicity: Male Rats: Positive Female Rats: Negative Male Mice: Equivocal Female Mice: Negative

Lesions of the urinary tract produced in Fischer 344 rats and B6C3F1 mice after chronic administration of 11-Aminoundecanoic acid

Fundam Appl Toxicol 1983 Nov-Dec;3(6):614-8.PMID:6662302DOI:10.1016/s0272-0590(83)80111-0.

11-Aminoundecanoic acid, the monomer of nylon 11, was toxic to the urinary tract of both male and female B6C3F1 mice and Fischer 344 rats, when administered in the diet at 7500 or 15 000 ppm for 103-104 weeks. Dose-related effects included a decrease in mean body weight gain and in survival for male rats and for mice of each sex; increased incidence of hyperplasia of the transitional epithelium of the kidney in rats of each sex; increased incidence of calcification of the kidney in the female rats; increased incidence of hyperplasia of the urinary bladder in male rats; and mineralization of the kidney in mice of each sex. Transitional cell carcinomas of the urinary bladder of the male rat occurred with increased frequency in the high-dose group (control, 0/48; low-dose, 0/48; high-dose, 7/49). Additional evidence for carcinogenicity in the male rat was seen in the liver, where an increased frequency of neoplastic nodules was found in the treated animals (controls, 1/50; low-dose, 9/50; high-dose, 8/50). Therefore, under the conditions of these studies, 11-Aminoundecanoic acid was carcinogenic for male Fischer 344 rats, inducing transitional cell carcinomas in the urinary bladder and neoplastic nodules in the liver. The test chemical was not demonstrated to be carcinogenic for female Fischer 344 rats or for B6C3F1 mice of either sex.

Hydrolytic degradation study of biodegradable polyesteramide copolymers based on epsilon-caprolactone and 11-Aminoundecanoic acid

Biomaterials 2004 May;25(11):1975-81.PMID:14741611DOI:10.1016/s0142-9612(03)00604-5.

In this paper, a new kind of aliphatic biodegradable polyesteramide copolymers P(CL/AU)x/y based on epsilon-caprolactone and 11-Aminoundecanoic acid were synthesized by the melt polycondensation method. Hydrolytic degradation behavior of P(CL/AU) copolymers were studied by using FTIR, 1H-NMR and DSC. Chemical compositions, macromolecular weight, thickness of the test sample, and pH of the degradation medium have great effect on degradation rate. The degradation rate decreased with increase in aminoundecanoic acid content, macromolecular weight, and thickness of the test samples, but increased with incubation temperature and pH of the degradation medium. The degradation mechanism was studied according to the mathematical model developed by professor Göpferich.

11-Aminoundecanoic acid: a versatile unit for the generation of low molecular weight gelators for water and organic solvents

Chem Commun (Camb) 2004 Jan 21;(2):190-1.PMID:14737543DOI:10.1039/b307846a.

The use of 11-Aminoundecanoic acid as a synthetic building-block allows the systematic preparation of (oligo)amide organogelators-including chiral ones-which display remarkable gelation properties in organic solvents and water.