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4-methyl-1-Pentanol Sale

(Synonyms: 4-甲基-1-戊醇; Isohexanol) 目录号 : GC42433

A primary alcohol

4-methyl-1-Pentanol Chemical Structure

Cas No.:626-89-1

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5g
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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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产品描述

4-methyl-1-Pentanol is a branched chain primary alcohol found in wine and produced during fermentation. As a volatile compound it is reported to have a nutty odor. It is also used in cosmetic compounds for its antimicrobial effects.

Chemical Properties

Cas No. 626-89-1 SDF
别名 4-甲基-1-戊醇; Isohexanol
Canonical SMILES CC(CCCO)C
分子式 C6H14O 分子量 102.2
溶解度 DMF: 50 mg/mL,DMSO: 50 mg/mL,Ethanol: 50 mg/mL,PBS (pH 7.2): 1.4 mg/mL 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 9.7847 mL 48.9237 mL 97.8474 mL
5 mM 1.9569 mL 9.7847 mL 19.5695 mL
10 mM 0.9785 mL 4.8924 mL 9.7847 mL
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Research Update

Novel antagonists of alcohol inhibition of l1-mediated cell adhesion: multiple mechanisms of action

Mol Pharmacol 2002 Nov;62(5):1053-60.PMID:12391267DOI:10.1124/mol.62.5.1053.

1-Octanol antagonizes ethanol inhibition of L1-mediated cell adhesion and prevents ethanol teratogenesis in mouse whole embryo culture. Herein, we identify a new series of alcohol antagonists and study their mechanism of action. Cell aggregation assays were carried out in ethanol-sensitive, human L1-transfected NIH/3T3 cells in the absence and presence of 100 mM ethanol or 2 mM 1-butanol and candidate antagonists. Antagonist potency for 1-alcohols increased progressively over 5 log orders from 1-pentanol (C5) to 1-dodecanol (C12). Antagonist potency declined from 1-dodecanol (C12) to 1-tridecanol (C13), and 1-tetradecanol (C14) and 1-pentadecanol (C15) were inactive. The presence and position of a double bond in the 1-butanol molecule determined whether a compound was a full agonist (1-butanol), a mixed agonist-antagonist (2-buten-1-ol), or an antagonist (3-buten-1-ol). Increasing the concentration of agonist (1-butanol or ethanol) overcame the antagonism of 3-buten-1-ol, benzyl alcohol, cyclopentanol, and 3-pentanol, but not that of 4-methyl-1-Pentanol, 2-methyl-2-pentanol, 1-pentanol, 2-pentanol, 1-octanol, and 2,6-di-isopropylphenol (propofol), suggesting that the mechanisms of antagonism may differ between these groups of compounds. These findings suggest that selective straight, branched, and cyclic alcohols may act at multiple, discrete sites to antagonize the actions of ethanol and 1-butanol on L1-mediated cell-cell adhesion.

Manipulating volatile emission in tobacco leaves by expressing Aspergillus nigerbeta-glucosidase in different subcellular compartments

Plant Biotechnol J 2004 Jul;2(4):341-50.PMID:17134395DOI:10.1111/j.1467-7652.2004.00077.x.

Expression of the Aspergillus nigerbeta-glucosidase gene, BGL1, in Nicotiana tabacum plants (cv. Xanthi) had a profound effect on the volatile emissions of intact and crushed leaves. BGL1 was expressed under the control of the cauliflower mosaic virus (CaMV) 35S promoter and targeted to the cytoplasm, cell wall, lytic vacuole (LV), chloroplast or endoplasmic reticulum (ER). Subcellular localization was confirmed by gold immunolabelling, followed by transmission electron microscopy (TEM). Significant beta-glucosidase activity was observed in transgenic plants expressing BGL1 in the cell wall, LV and ER. Compared with controls, all intact transgenic leaves were found to emit increased levels of 2-ethylhexanol, as determined by gas chromatography-mass spectrometry (GC-MS) analysis of the headspace volatiles. Plants expressing BGL1 in the cell wall (Tcw) emitted more trans-caryophyllene than did non-transgenic controls, whereas plants expressing BGL1 in the ER (Ter) and LV (Tvc) emitted more cembrene than did non-transgenic controls. Volatiles released from crushed transgenic leaves and collected with solid-phase microextraction (SPME) polydimethylsiloxane fibre were distinctly enhanced. Significant increases in linalool, nerol, furanoid cis-linalool oxide, 4-methyl-1-Pentanol, 6-methyl-hept-5-en-2-ol and 2-ethylhexanol were detected in transgenic plants when compared with wild-type controls. 3-Hydroxyl-beta-ionone levels were increased in crushed Tcw and Ter leaves, but were undetectable in Tvc leaves. The addition of glucoimidazole, a beta-glucosidase inhibitor, abolished the increased emission of these volatiles. These results indicate that the expression of a fungal beta-glucosidase gene in different subcellular compartments has the potential to affect the emission of plant volatiles, and thereby to modify plant-environment communication and aroma of agricultural products.

Engineering yeast alcohol dehydrogenase. Replacing Trp54 by Leu broadens substrate specificity

Protein Eng 1995 May;8(5):457-61.PMID:8532667DOI:10.1093/protein/8.5.457.

Analysis of a crystal structure of alcohol dehydrogenase (Adh) from horse liver suggests that Trp54 in the homologous yeast alcohol dehydrogenase prevents the yeast enzyme from efficiently catalysing the oxidation of long-chain primary alcohols with branching at the 4 position (e.g. 4-methyl-1-Pentanol, cinnamyl alcohol). This residue has been altered to Leu by site-directed mutagenesis. The alteration yields an enzyme that serves as an effective catalyst for both longer straight-chain primary alcohols and branched chain alcohols.

[Chemical components of volatiles form withered black poplar leaves with different physiological age]

Ying Yong Sheng Tai Xue Bao 2005 Oct;16(10):1822-5.PMID:16422497doi

By the methods of steam distillation and GC-MS, this paper analyzed the chemical components of the volatiles from withered black poplar leaves. The main components of the volatiles from young leaves were(Z)-3-hexenol (44.81% ),4-methyl-1-Pentanol (21.85%) and 2-hydroxy-benzaldehyde (15.19%), those from matured leaves were(Z)-3-hexenol (28.71%) and 2-hydroxy-benzaldehyde (10.35%), while in the volatiles from senescent leaves, the main components were 2-hydroxy-benzaldehyde (28.81%) and benzyl alcohol (15.06%). The (Z)-3-hexenol content in the volatiles was evidently decreased with increasing leaf age, while the species and contents of aromatic compounds were in adverse.