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2-Heptanol Sale

(Synonyms: 2-庚醇) 目录号 : GC61901

2-Heptanol 是姜黄和姜黄根茎精油中鉴定出的化学成分之一。根茎精油具有良好的抗菌和抗氧化活性。

2-Heptanol Chemical Structure

Cas No.:543-49-7

规格 价格 库存 购买数量
500 mg
¥450.00
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产品描述

2-Heptanol is one of chemical constituents identified in the essential oil of rhizome of Curcuma angustifolia and Curcuma zedoaria. Rhizome essential oil exhibited good antimicrobial and antioxidant activity[1].

References:
[1]. Sudipta Jena, et al. Deeper insight into the volatile profile of essential oil of two Curcuma species and their antioxidant and antimicrobial activities. Industrial Crops and Products. Volume 155, 1 November 2020, 112830.

Chemical Properties

Cas No. 543-49-7 SDF
别名 2-庚醇
Canonical SMILES CC(O)CCCCC
分子式 C7H16O 分子量 116.2
溶解度 DMSO : 100 mg/mL (860.59 mM; Need ultrasonic) 储存条件 Store at -20°C
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1 mM 8.6059 mL 43.0293 mL 86.0585 mL
5 mM 1.7212 mL 8.6059 mL 17.2117 mL
10 mM 0.8606 mL 4.3029 mL 8.6059 mL
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Research Update

Microbial volatile organic compounds 2-Heptanol and acetoin control Fusarium crown and root rot of tomato

J Cell Physiol 2022 Oct 2.PMID:36183375DOI:10.1002/jcp.30889.

Some microbial volatile organic compounds (mVOCs) can act as antagonistic weapons against plant pathogens, but little information is available on the contribution of individual mVOC to biocontrol and how they interact with plant pathogens. In this study, the Bacillus subtilis strain N-18 isolated from the rhizosphere of healthy plants grown in areas where Fusarium crown and root rot (FCRR) of tomato occurs could reduce the 30% of the incidence of FCRR. Moreover, the volatile organic compounds (VOCs) produced by N-18 had inhibitory effects on Fusarium oxysporum f. sp. radicis-lycopersici (FORL). The identification of VOCs of N-18 was analyzed by the solid-phase microextraction coupled to gas chromatography-mass spectrometry. Meanwhile, we conducted sensitivity tests with these potential active ingredients and found that the volatile substances acetoin and 2-Heptanol can reduce the 41.33% and 35% of the incidence of FCRR in tomato plants. In addition, the potential target protein of acetoin, found in the cheminformatics and bioinformatics database, was F. oxysporum of hypothetical protein AU210_012600 (FUSOX). Molecular docking results further predicted that acetoin interacts with FUSOX protein. These results reveal the VOCs of N-18 and their active ingredients in response to FORL and provide a basis for further research on regulating and controlling FCRR.

Synthesis of enantiomerically enriched 2-Heptanol and 3-octanol by microbial reductases ofCurvularia falcata andMucor species

J Chem Ecol 1987 Feb;13(2):357-61.PMID:24301814DOI:10.1007/BF01025895.

Certain insects produce 2-Heptanol or 3-octanol in various glandular secretions and recent studies have shown that the 3-octanol of two different genera of ants (Crematogaster andMyrmica) can be either the (S)-(+) or mainly the (R)-(-) enantiomer, respectively. Synthesis of each of these alcohols can be achieved in relatively high enantiomeric purity by certain microbial reductases. The corresponding ketone of each alcohol is reduced byCurvularia falcata, giving an alcohol which is about 90% the (S)-(+) enantiomer, and twoMucor species give as much as 80% the (R)-(-) enantiomer. The synthesis of certain chiral alcohols from their corresponding ketones by microbial reductases can offer a simple procedure for obtaining sufficient amounts of these substances for certain behavioral studies.

Preparation of passion fruit-typical 2-alkyl ester enantiomers via lipase-catalyzed kinetic resolution

J Agric Food Chem 2010 May 26;58(10):6328-33.PMID:20415422DOI:10.1021/jf100432s.

The preparation of ester enantiomers (acetates, butanoates, hexanoates and octanoates) of the secondary alcohols 2-pentanol, 2-Heptanol and 2-nonanol via lipase-catalyzed kinetic resolutions was investigated. Conversion rates and stereochemical courses of esterification and hydrolysis reactions catalyzed by commercially available enzyme preparations were followed for the homologous series of these passion fruit-typical 2-alkyl esters by capillary gas chromatography using heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-beta-cyclodextrin as chiral stationary phase. An efficient method was developed to prepare the ester enantiomers via lipase-catalyzed esterifications: optically pure (R)-2-alkyl esters (ee > 99.9%) were obtained by esterification of the racemic alcohols with enantioselective Candida antarctica lipase B (immobilized) as catalyst. The subsequent esterification of the unreacted alcohols using lipase from Candida cylindracea yielded the optically enriched (S)-esters (ee > 81.4%). The separation of the products via liquid solid chromatography using a mixture of silica gel and aluminum oxide (basic) resulted in high chemical purities and yields (> 40 mol %).

Solvent effect on ion-pair extraction of 2-(2-pyridylazo)-1-naphthol-4-sulfonate anion with solvated hydroxonium ion using alcohols and 1-octanol/octane mixed solvents

Anal Sci 2001 Feb;17(2):291-5.PMID:11990543DOI:10.2116/analsci.17.291.

Extraction of 2-(2-pyridylazo)-1-naphthol-4-sulfonate anion with solvated hydroxonium ion was carried out using 14 kinds of alcohols and 1-octanol/octane mixed solvents as a solvent at 25 degrees C. Alcohols are 1-pentanol, 1-hexanol, 1-heptanol, 2-Heptanol, 3-heptanol, 4-heptanol, 1-octanol, 2-octanol, 3-octanol, 1-nonanol, 2-nonanol, 3-nonanol, 5-nonanol and 1-decanol. Among them, 1-octanol was found to be extremely high in extractability for 2-(2-pyridylazo)-1-naphthol-4-sulfonate anion with hydroxonium cation. The extraction equilibrium for the systems using 1-octanol/octane mixed solvents was analyzed in detail in order to examine the extraction mechanism for these extraction systems. 2-(2-Pyridylazo)-1-naphthol-4-sulfonate anion was found to be extracted with the hydroxonium ion solvated by three 1-octanol molecules as an ion-pair. The extraction and partition constants of the ion-pair of 2-(2-pyridylazo)-1-naphthol-4-sulfonate anion with solvated hydroxonium ion were estimated in the 1-octanol/octane mixed solvent systems.

Identification of the n-heptane metabolites in rat and human urine

Arch Toxicol 1986 Apr;58(4):229-34.PMID:3718225DOI:10.1007/BF00297111.

Numerous n-heptane metabolites have been identified and quantified by gas chromatography and mass spectrometry in some tissues and in the urine of Sprague Dawley rats exposed for 6 h to 1800 ppm n-heptane. 2-Heptanol and 3-heptanol were the main biotransformation products of the solvent. 2-Heptanone, 3-heptanone, 4-heptanol, 2,5-heptanedione, gamma-valerolactone, 2-ethyl-5-methyl-2,3-dihydrofuran and 2,6-dimethyl-2,5-dihydropyran were also found as metabolites of n-heptane. In five shoe factory workers and in three rubber factory workers the mean exposure to technical heptane was measured (n-heptane ranged between 5 and 196 mg/m3). In the urine collected at the end of their work shift some n-heptane biotransformation products were found: 2-Heptanol, 3-heptanol, 2-heptanone, 4-heptanone and 2,5-heptanedione. 2-Heptanol was the main n-heptane metabolite and its urinary concentrations ranged between 0.1 and 1.9 mg/l. Urinary 2,5-heptanedione was detectable only in some samples and at very low concentration (0.1-0.4 mg/l). These data suggest that n-heptane can be considered as a neurotoxic product, since it gives rise to 2,5-heptanedione, but the small amount of the urinary metabolite is very unlikely to cause clinical damage to the peripheral nervous system.