NDLI: 5α-Androst-16-en-3α-ol β-D-Glucuronide, Precursor of 5α-Androst-16-en-3α-ol in Human Sweat

Please wait, while we are loading the content...

Syntheses, receptor bindings, in vitro and in vivo stabilities and biodistributions of DOTA-neurotensin(8-13) derivatives containing ß-amino acid residues - a lesson about the importance of animal experiments.

Sebaceous lipid profiling of bat integumentary tissues: quantitative analysis of free Fatty acids, monoacylglycerides, squalene, and sterols.

Chemical constituents and biological activities of pinus species.

Terpenes from the soft corals of the genus Sarcophyton: chemistry and biological activities.

5α-Androst-16-en-3α-ol β-D-Glucuronide, Precursor of 5α-Androst-16-en-3α-ol in Human Sweat

Mitsunobu Reactions of 5-Fluorouridine with the Terpenols Phytol and Nerol: DNA Building Blocks for a Biomimetic Lipophilization of Nucleic Acids

The creation of proton hopping from a drug-receptor encounter.

Chemosystematic analyses of Gingidia volatiles.

Synthesis of 5-fluorouridine nucleolipid derivatives and their cytostatic/cytotoxic activities on human HT-29 colon carcinoma cells.

An interactive SAR approach to discover novel hybrid thieno probes as ligands for D2-like receptors with affinities in the subnanomolar range.

Synthesis, Characterization, and Anti-Amoebic Activity of N-(Pyrimidin-2-yl)benzenesulfonamide Derivatives

Variation of the chemical composition and antimicrobial activity of the essential oils of natural populations of Tunisian Daucus carota L. (Apiaceae).

Enzymatic modification of palmarosa essential oil: chemical analysis and olfactory evaluation of acylated products.

Year: 2013 Volume: 10 Issue: 11

Year: 2013 Volume: 10 Issue: 10

Year: 2013 Volume: 10 Issue: 9

Year: 2013 Volume: 10 Issue: 8

Year: 2013 Volume: 10 Issue: 7

Year: 2013 Volume: 10 Issue: 6

Year: 2013 Volume: 10 Issue: 5

Year: 2013 Volume: 10 Issue: 4

Year: 2013 Volume: 10 Issue: 3

Year: 2013 Volume: 10 Issue: 2

Year: 2013 Volume: 10 Issue: 1

5α-Androst-16-en-3α-ol β-D-Glucuronide, Precursor of 5α-Androst-16-en-3α-ol in Human Sweat

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Starkenmann, Christian Mayenzet, Fabienne Brauchli, Robert Troccaz, Myriam
Description	Author Affiliation: Starkenmann C ( Firmenich SA, Corporate R&D Division, 1 Route des Jeunes, P.O. Box 239, CH-1211 Geneva-8, (phone: +41-22-7803477)
Abstract	5α-Androst-16-en-3α-ol (α-androstenol) is an important contributor to human axilla sweat odor. It is assumed that α-andostenol is excreted from the apocrine glands via a $H_{2}O-soluble$ conjugate, and this precursor was formally characterized in this study for the first time in human sweat. The possible $H_{2}O-soluble$ precursors, sulfate and glucuronide derivatives, were synthesized as analytical standards, i.e., α-androstenol, β-androstenol sulfates, 5α-androsta-5,16-dien-3β-ol (β-androstadienol) sulfate, α-androstenol β-glucuronide, α-androstenol α-glucuronide, β-androstadienol β-glucuronide, and α-androstenol β-glucuronide furanose. The occurrence of α-androstenol β-glucuronide was established by ultra performance liquid chromatography (UPLC)/MS (heated electrospray ionization (HESI)) in negative-ion mode in pooled human sweat, containing eccrine and apocrine secretions and collected from 25 female and 24 male underarms. Its concentration was of 79 ng/ml in female secretions and 241 ng/ml in male secretions. The release of α-androstenol was observed after incubation of the sterile human sweat or α-androstenol β-glucuronide with a commercial glucuronidase enzyme, the urine-isolated bacteria Streptococcus agalactiae, and the skin bacteria Staphylococcus warneri DSM 20316, Staphylococcus haemolyticus DSM 20263, and Propionibacterium acnes ATCC 6919, reported to have β-glucuronidase activities. We demonstrated that if α- and β-androstenols and androstadienol sulfates were present in human sweat, their concentrations would be too low to be considered as potential precursors of malodors; therefore, the $H_{2}O-soluble$ precursor of α-androstenol in apocrine secretion should be a β-glucuronide.
File Format	HTM / HTML
ISSN	16121872
Issue Number	12
Volume Number	10
e-ISSN	16121880
Journal	Chemistry & Biodiversity
Language	English
Publisher	Wiley
Publisher Date	2013-12-01
Publisher Place	Switzerland
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Biochemistry Discipline Chemistry Androstenols Analysis Chemistry Glucuronides Sweat Metabolism Apocrine Glands Chromatography, High Pressure Liquid Eccrine Glands Female Glucuronidase Gram-positive Bacteria Humans Male Odors Spectrometry, Mass, Electrospray Ionization Journal Article
Content Type	Text
Resource Type	Article
Subject	Chemistry Medicine Molecular Biology Biochemistry Molecular Medicine Bioengineering

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Positive Relationship between Menstrual Synchrony and Ability to Smell 5α-Androst-16-en-3α-ol

Effects of 5α-Androst-16-en-3α-ol on the Pulsatile Secretion of Luteinizing Hormone in Human Females

Crystallographic analysis of murine constitutive androstane receptor ligand-binding domain complexed with 5α-androst-16-en-3α-ol

The isolation of androst-16-en-3α-ol from women's urine

The estimation of androst-16-en-3α-ol in human urine. Partial synthesis of androstenol and of its β-glucosiduronic acid

Sweaty skin, background and assessments.

Comparative Study of the Composition of Sweat from Eccrine and Apocrine Sweat Glands during Exercise and in Heat

Steroid and steroid glucuronide profiles in urine during pregnancy determined by liquid chromatography-electrospray ionization-tandem mass spectrometry.

Crystallographic analysis of murine constitutive androstane receptor ligand-binding domain complexed with 5alpha-androst-16-en-3alpha-ol.

5α-Androst-16-en-3α-ol β-D-Glucuronide, Precursor of 5α-Androst-16-en-3α-ol in Human Sweat

Similar Documents

Positive Relationship between Menstrual Synchrony and Ability to Smell 5α-Androst-16-en-3α-ol

Effects of 5α-Androst-16-en-3α-ol on the Pulsatile Secretion of Luteinizing Hormone in Human Females

Crystallographic analysis of murine constitutive androstane receptor ligand-binding domain complexed with 5α-androst-16-en-3α-ol

The isolation of androst-16-en-3α-ol from women's urine

The estimation of androst-16-en-3α-ol in human urine. Partial synthesis of androstenol and of its β-glucosiduronic acid

Sweaty skin, background and assessments.

Comparative Study of the Composition of Sweat from Eccrine and Apocrine Sweat Glands during Exercise and in Heat

Steroid and steroid glucuronide profiles in urine during pregnancy determined by liquid chromatography-electrospray ionization-tandem mass spectrometry.

Crystallographic analysis of murine constitutive androstane receptor ligand-binding domain complexed with 5alpha-androst-16-en-3alpha-ol.

5α-Androst-16-en-3α-ol β-D-Glucuronide, Precursor of 5α-Androst-16-en-3α-ol in Human Sweat