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51755-83-0,MFCD00792515
Catalog No.:AA003JJH

51755-83-0 | 3-Mercaptohexan-1-ol

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1g
98%
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$13.00   $9.00
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5g
98%
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$41.00   $29.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003JJH
Chemical Name:
3-Mercaptohexan-1-ol
CAS Number:
51755-83-0
Molecular Formula:
C6H14OS
Molecular Weight:
134.2398
MDL Number:
MFCD00792515
SMILES:
CCCC(CCO)S
FEMA Number:
3850
Properties
Properties
 
BP:
212.4°C at 760 mmHg  
Form:
Liquid  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
47.8  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1.5  

Literature

Title: Oxidative stability of (-)-epigallocatechin gallate in the presence of thiols.

Journal: Journal of agricultural and food chemistry 20121031

Title: Occurrence of odorant polyfunctional thiols in beers hopped with different cultivars. First evidence of an S-cysteine conjugate in hop (Humulus lupulus L.).

Journal: Journal of agricultural and food chemistry 20120815

Title: Development of reliable analytical tools for evaluating the influence of reductive winemaking on the quality of Lugana wines.

Journal: Analytica chimica acta 20120630

Title: Evaluation of key odorants in sauvignon blanc wines using three different methodologies.

Journal: Journal of agricultural and food chemistry 20120627

Title: Identification of intermediates involved in the biosynthetic pathway of 3-mercaptohexan-1-ol conjugates in yellow passion fruit (Passiflora edulis f. flavicarpa).

Journal: Phytochemistry 20120501

Title: The winemaker's bug: From ancient wisdom to opening new vistas with frontier yeast science.

Journal: Bioengineered bugs 20120501

Title: Effects on 3-mercaptohexan-1-ol precursor concentrations from prolonged storage of Sauvignon blanc grapes prior to crushing and pressing.

Journal: Journal of agricultural and food chemistry 20120404

Title: Identification of adducts between an odoriferous volatile thiol and oxidized grape phenolic compounds: kinetic study of adduct formation under chemical and enzymatic oxidation conditions.

Journal: Journal of agricultural and food chemistry 20120314

Title: The grape must non-Saccharomyces microbial community: impact on volatile thiol release.

Journal: International journal of food microbiology 20111202

Title: Identification and quantitation of 3-S-cysteinylglycinehexan-1-ol (Cysgly-3-MH) in Sauvignon blanc grape juice by HPLC-MS/MS.

Journal: Journal of agricultural and food chemistry 20111026

Title: Influence of grape-harvesting steps on varietal thiol aromas in Sauvignon blanc wines.

Journal: Journal of agricultural and food chemistry 20111012

Title: Occurrence of odorant polyfunctional thiols in the Super Alpha Tomahawk hop cultivar. Comparison with the thiol-rich Nelson Sauvin bitter variety.

Journal: Journal of agricultural and food chemistry 20110824

Title: The yeast IRC7 gene encodes a β-lyase responsible for production of the varietal thiol 4-mercapto-4-methylpentan-2-one in wine.

Journal: Food microbiology 20110801

Title: Effects of transporting and processing Sauvignon blanc grapes on 3-mercaptohexan-1-ol precursor concentrations.

Journal: Journal of agricultural and food chemistry 20110511

Title: Application of a modified method for 3-mercaptohexan-1-ol determination to investigate the relationship between free thiol and related conjugates in grape juice and wine.

Journal: Journal of agricultural and food chemistry 20110511

Title: New cysteine-S-conjugate precursors of volatile sulfur compounds in bell peppers (Capsicum annuum L. cultivar).

Journal: Journal of agricultural and food chemistry 20110413

Title: Evolution of 3-mercaptohexanol, hydrogen sulfide, and methyl mercaptan during bottle storage of Sauvignon blanc wines. Effect of glutathione, copper, oxygen exposure, and closure-derived oxygen.

Journal: Journal of agricultural and food chemistry 20110323

Title: 3-Sulfanylhexanol precursor biogenesis in grapevine cells: the stimulating effect of Botrytis cinerea.

Journal: Journal of agricultural and food chemistry 20110223

Title: Environmental stress enhances biosynthesis of flavor precursors, S-3-(hexan-1-ol)-glutathione and S-3-(hexan-1-ol)-L-cysteine, in grapevine through glutathione S-transferase activation.

Journal: Journal of experimental botany 20110101

Title: Effects of rehydration nutrients on H2S metabolism and formation of volatile sulfur compounds by the wine yeast VL3.

Journal: AMB Express 20110101

Title: Melting temperature of surface-tethered DNA.

Journal: Analytical biochemistry 20101101

Title: Elucidation of the 1,3-sulfanylalcohol oxidation mechanism: an unusual identification of the disulfide of 3-sulfanylhexanol in sauternes botrytized wines.

Journal: Journal of agricultural and food chemistry 20101013

Title: Analysis, occurrence, and potential sensory significance of five polyfunctional mercaptans in white wines.

Journal: Journal of agricultural and food chemistry 20100922

Title: Controlled orientation of DNA in a binary SAM as a key for the successful determination of DNA hybridization by means of electrochemical impedance spectroscopy.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20100910

Title: Understanding the role of thiol and disulfide self-assembled DNA receptor monolayers for biosensing applications.

Journal: European biophysics journal : EBJ 20100901

Title: A comparison of laboratory and pilot-scale fermentations in winemaking conditions.

Journal: Applied microbiology and biotechnology 20100801

Title: Influence of juice pressing conditions on polyphenols, antioxidants, and varietal aroma of Sauvignon blanc microferments.

Journal: Journal of agricultural and food chemistry 20100623

Title: Evolution of S-cysteinylated and S-glutathionylated thiol precursors during oxidation of Melon B. and Sauvignon blanc musts.

Journal: Journal of agricultural and food chemistry 20100414

Title: Validation of a nanoliquid chromatography-tandem mass spectrometry method for the identification and the accurate quantification by isotopic dilution of glutathionylated and cysteinylated precursors of 3-mercaptohexan-1-ol and 4-mercapto-4-methylpentan-2-one in white grape juices.

Journal: Journal of chromatography. A 20100305

Title: Reactivity of volatile thiols with polyphenols in a wine-model medium: impact of oxygen, iron, and sulfur dioxide.

Journal: Analytica chimica acta 20100215

Title: Aromatic potential of botrytized white wine grapes: identification and quantification of new cysteine-S-conjugate flavor precursors.

Journal: Analytica chimica acta 20100215

Title: Synthesis of wine thiol conjugates and labeled analogues: fermentation of the glutathione conjugate of 3-mercaptohexan-1-ol yields the corresponding cysteine conjugate and free thiol.

Journal: Journal of agricultural and food chemistry 20100210

Title: Analysis of precursors to wine odorant 3-mercaptohexan-1-ol using HPLC-MS/MS: resolution and quantitation of diastereomers of 3-S-cysteinylhexan-1-ol and 3-S-glutathionylhexan-1-ol.

Journal: Journal of agricultural and food chemistry 20100210

Title: Impact of oxygen dissolved at bottling and transmitted through closures on the composition and sensory properties of a Sauvignon Blanc wine during bottle storage.

Journal: Journal of agricultural and food chemistry 20091111

Title: Selective preconcentration of volatile mercaptans in small SPE cartridges: quantitative determination of trace odor-active polyfunctional mercaptans in wine.

Journal: Journal of separation science 20091101

Title: Fate of key odorants in Sauternes wines through aging.

Journal: Journal of agricultural and food chemistry 20090923

Title: Improved method to quantitatively determine powerful odorant volatile thiols in wine by headspace solid-phase microextraction after derivatization.

Journal: Journal of chromatography. A 20090724

Title: Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests.

Journal: Journal of agricultural and food chemistry 20090408

Title: The influence of yeast on the aroma of Sauvignon Blanc wine.

Journal: Food microbiology 20090401

Title: Rapid glucose detection by surface enhanced Raman scattering spectroscopy.

Journal: Journal of nanoscience and nanotechnology 20090401

Title: A new efficient enantioselective synthesis of (+)-cis-2-methyl-4-propyl-1,3-oxathiane, a valuable ingredient for the aroma of passion fruit.

Journal: Chirality 20090101

Title: Coinoculated fermentations using saccharomyces yeasts affect the volatile composition and sensory properties of Vitis vinifera L. cv. sauvignon blanc wines.

Journal: Journal of agricultural and food chemistry 20081126

Title: Nitrogen catabolic repression controls the release of volatile thiols by Saccharomyces cerevisiae during wine fermentation.

Journal: FEMS yeast research 20081101

Title: New insights on 3-mercaptohexanol (3MH) biogenesis in Sauvignon Blanc wines: Cys-3MH and (E)-hexen-2-al are not the major precursors.

Journal: Journal of agricultural and food chemistry 20081008

Title: Nitrogen catabolite repression modulates the production of aromatic thiols characteristic of Sauvignon Blanc at the level of precursor transport.

Journal: FEMS yeast research 20080801

Title: Hyphenated gas chromatography-mass spectrometry analysis of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in wine: Comparison with results of other sampling procedures via a robust regression.

Journal: Analytica chimica acta 20080721

Title: Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis.

Journal: Journal of agricultural and food chemistry 20080611

Title: Synthesis of the individual diastereomers of the cysteine conjugate of 3-mercaptohexanol (3-MH).

Journal: Journal of agricultural and food chemistry 20080528

Title: Quantification of cysteine S-conjugate of 3-sulfanylhexan-1-ol in must and wine of petite arvine vine by stable isotope dilution analysis.

Journal: Journal of agricultural and food chemistry 20080514

Title: Improved solid-phase extraction procedure for the isolation and in-sorbent pentafluorobenzyl alkylation of polyfunctional mercaptans. Optimized procedure and analytical applications.

Journal: Journal of chromatography. A 20080321

Title: Analysis of the diastereoisomers of the cysteinylated aroma precursor of 3-sulfanylhexanol in Vitis vinifera grape must by gas chromatography coupled with ion trap tandem mass spectrometry.

Journal: Journal of chromatography. A 20080307

Title: Effect of skin contact and pressure on the composition of Sauvignon Blanc must.

Journal: Journal of agricultural and food chemistry 20071212

Title: Gas chromatography-mass spectrometry determination of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in wine: a comparison of headspace solid phase microextraction and solid phase extraction methods.

Journal: Analytica chimica acta 20070723

Title: Engineering volatile thiol release in Saccharomyces cerevisiae for improved wine aroma.

Journal: Yeast (Chichester, England) 20070701

Title: Volatile organic sulfur-containing constituents in Poncirus trifoliata (L.) Raf. (Rutaceae).

Journal: Journal of agricultural and food chemistry 20070530

Title: Quantitative determination of wine polyfunctional mercaptans at nanogram per liter level by gas chromatography-negative ion mass spectrometric analysis of their pentafluorobenzyl derivatives.

Journal: Journal of chromatography. A 20070406

Title: Modulation of volatile sulfur compounds by wine yeast.

Journal: Applied microbiology and biotechnology 20070401

Title: Optimization of a procedure for the selective isolation of some powerful aroma thiols. Development and validation of a quantitative method for their determination in wine.

Journal: Journal of chromatography. A 20070302

Title: Odorous impact of volatile thiols on the aroma of young botrytized sweet wines: identification and quantification of new sulfanyl alcohols.

Journal: Journal of agricultural and food chemistry 20070221

Title: Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols.

Journal: Journal of agricultural and food chemistry 20060920

Title: Stereoisomeric distribution of 3-mercaptohexan-1-ol and 3-mercaptohexyl acetate in dry and sweet white wines made from Vitis vinifera (Var. Sauvignon Blanc and Semillon).

Journal: Journal of agricultural and food chemistry 20060920

Title: Automated analysis of 2-methyl-3-furanthiol and 3-mercaptohexyl acetate at ng L(-1) level by headspace solid-phase microextracion with on-fibre derivatisation and gas chromatography-negative chemical ionization mass spectrometric determination.

Journal: Journal of chromatography. A 20060714

Title: Identification of single-strand DNA by in situ scanning tunneling microscopy.

Journal: Journal of the American Chemical Society 20060621

Title: Comparison of volatile constituents of Persicaria odorata(Lour.) Soják (Polygonum odoratum Lour.) and Persicaria hydropiper L. Spach (Polygonum hydropiper L.).

Journal: Journal of agricultural and food chemistry 20060419

Title: Oriented immobilization of antibodies by a self-assembled monolayer of 2-(biotinamido)ethanethiol for immunoarray preparation.

Journal: Colloids and surfaces. B, Biointerfaces 20060115

Title: Effect of screwcap and cork closures on SO2 levels and aromas in a Sauvignon Blanc wine.

Journal: Journal of agricultural and food chemistry 20051228

Title: Real-time glucose sensing by surface-enhanced Raman spectroscopy in bovine plasma facilitated by a mixed decanethiol/mercaptohexanol partition layer.

Journal: Analytical chemistry 20051001

Title: Identification of odoriferous sulfanylalkanols in human axilla secretions and their formation through cleavage of cysteine precursors by a C-S lyase isolated from axilla bacteria.

Journal: Chemistry & biodiversity 20040701

Title: Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality spanish aged red wines.

Journal: Journal of agricultural and food chemistry 20040324

Title: Stereochemical course of the generation of 3-mercaptohexanal and 3-mercaptohexanol by beta-lyase-catalyzed cleavage of cysteine conjugates.

Journal: Journal of agricultural and food chemistry 20040114

Title: Stereoselectivity of the generation of 3-mercaptohexanal and 3-mercaptohexanol by lipase-catalyzed hydrolysis of 3-acetylthioesters.

Journal: Journal of agricultural and food chemistry 20030716

Title: Combinatorial synthesis and sensorial properties of mercapto primary alcohols and analogues.

Journal: Journal of agricultural and food chemistry 20030604

Title: Quantitative determination of sulfur-containing wine odorants at sub parts per billion levels. 2. Development and application of a stable isotope dilution assay.

Journal: Journal of agricultural and food chemistry 20030521

Title: Chemical characterization of the aroma of Grenache rosé wines: aroma extract dilution analysis, quantitative determination, and sensory reconstitution studies.

Journal: Journal of agricultural and food chemistry 20020703

Title: Sulfur aroma precursor present in S-glutathione conjugate form: identification of S-3-(hexan-1-ol)-glutathione in must from Vitis vinifera L. cv. Sauvignon blanc.

Journal: Journal of agricultural and food chemistry 20020703

Title: Assessing the aromatic potential of Cabernet Sauvignon and Merlot musts used to produce rose wine by assaying the cysteinylated precursor of 3-mercaptohexan-1-ol.

Journal: Journal of agricultural and food chemistry 20011101

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