Bile acids conjugation in human bile is not random: New insights from 1H-NMR spectroscopy at 800 MHz

G. A. Nagana Gowda, Narasimhamurthy Shanaiah, Amanda Cooper, Mary Maluccio, Daniel Raftery

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Bile acids constitute a group of structurally closely related molecules and represent the most abundant constituents of human bile. Investigations of bile acids have garnered increased interest owing to their recently discovered additional biological functions including their role as signaling molecules that govern glucose, fat and energy metabolism. Recent NMR methodological developments have enabled single-step analysis of several highly abundant and common glycine- and taurine- conjugated bile acids, such as glycocholic acid, glycodeoxycholic acid, glycochenodeoxycholic acid, taurocholic acid, taurodeoxycholic acid, and taurochenodeoxycholic acid. Investigation of these conjugated bile acids in human bile employing high field (800 MHz) 1H-NMR spectroscopy reveals that the ratios between two glycine-conjugated bile acids and their taurine counterparts correlate positively (R 2 = 0.83-0.97; p = 0.001 × 10-2-0.006 × 10-7) as do the ratios between a glycine-conjugated bile acid and its taurine counterpart (R 2 = 0.92-0.95; p = 0.004 × 10-3-0.002 × 10-10). Using such correlations, concentration of individual bile acids in each sample could be predicted in good agreement with the experimentally determined values. These insights into the pattern of bile acid conjugation in human bile between glycine and taurine promise useful clues to the mechanism of bile acids' biosynthesis, conjugation and enterohepatic circulation, and may improve our understanding of the role of individual conjugated bile acids in health and disease.

Original languageEnglish
Pages (from-to)527-535
Number of pages9
JournalLipids
Volume44
Issue number6
DOIs
StatePublished - Jun 2009

Fingerprint

Bile Acids and Salts
Bile
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
Taurine
Glycine
Glycodeoxycholic Acid
Glycochenodeoxycholic Acid
Taurochenodeoxycholic Acid
Taurodeoxycholic Acid
Glycocholic Acid
Proton Magnetic Resonance Spectroscopy
Enterohepatic Circulation
Taurocholic Acid
Molecules
Biosynthesis
Energy Metabolism
Fats
Nuclear magnetic resonance
Health

Keywords

  • H-NMR
  • Conjugation pattern
  • Glycine-conjugated bile acids
  • Human gallbladder bile
  • Metabolite profiling
  • Single-step analysis
  • Taurine-conjugated bile acids

ASJC Scopus subject areas

  • Biochemistry
  • Cell Biology
  • Organic Chemistry

Cite this

Nagana Gowda, G. A., Shanaiah, N., Cooper, A., Maluccio, M., & Raftery, D. (2009). Bile acids conjugation in human bile is not random: New insights from 1H-NMR spectroscopy at 800 MHz. Lipids, 44(6), 527-535. https://doi.org/10.1007/s11745-009-3296-4

Bile acids conjugation in human bile is not random : New insights from 1H-NMR spectroscopy at 800 MHz. / Nagana Gowda, G. A.; Shanaiah, Narasimhamurthy; Cooper, Amanda; Maluccio, Mary; Raftery, Daniel.

In: Lipids, Vol. 44, No. 6, 06.2009, p. 527-535.

Research output: Contribution to journalArticle

Nagana Gowda, GA, Shanaiah, N, Cooper, A, Maluccio, M & Raftery, D 2009, 'Bile acids conjugation in human bile is not random: New insights from 1H-NMR spectroscopy at 800 MHz', Lipids, vol. 44, no. 6, pp. 527-535. https://doi.org/10.1007/s11745-009-3296-4
Nagana Gowda, G. A. ; Shanaiah, Narasimhamurthy ; Cooper, Amanda ; Maluccio, Mary ; Raftery, Daniel. / Bile acids conjugation in human bile is not random : New insights from 1H-NMR spectroscopy at 800 MHz. In: Lipids. 2009 ; Vol. 44, No. 6. pp. 527-535.
@article{cccaa55b05dd4ef4ad5d55e401afed0f,
title = "Bile acids conjugation in human bile is not random: New insights from 1H-NMR spectroscopy at 800 MHz",
abstract = "Bile acids constitute a group of structurally closely related molecules and represent the most abundant constituents of human bile. Investigations of bile acids have garnered increased interest owing to their recently discovered additional biological functions including their role as signaling molecules that govern glucose, fat and energy metabolism. Recent NMR methodological developments have enabled single-step analysis of several highly abundant and common glycine- and taurine- conjugated bile acids, such as glycocholic acid, glycodeoxycholic acid, glycochenodeoxycholic acid, taurocholic acid, taurodeoxycholic acid, and taurochenodeoxycholic acid. Investigation of these conjugated bile acids in human bile employing high field (800 MHz) 1H-NMR spectroscopy reveals that the ratios between two glycine-conjugated bile acids and their taurine counterparts correlate positively (R 2 = 0.83-0.97; p = 0.001 × 10-2-0.006 × 10-7) as do the ratios between a glycine-conjugated bile acid and its taurine counterpart (R 2 = 0.92-0.95; p = 0.004 × 10-3-0.002 × 10-10). Using such correlations, concentration of individual bile acids in each sample could be predicted in good agreement with the experimentally determined values. These insights into the pattern of bile acid conjugation in human bile between glycine and taurine promise useful clues to the mechanism of bile acids' biosynthesis, conjugation and enterohepatic circulation, and may improve our understanding of the role of individual conjugated bile acids in health and disease.",
keywords = "H-NMR, Conjugation pattern, Glycine-conjugated bile acids, Human gallbladder bile, Metabolite profiling, Single-step analysis, Taurine-conjugated bile acids",
author = "{Nagana Gowda}, {G. A.} and Narasimhamurthy Shanaiah and Amanda Cooper and Mary Maluccio and Daniel Raftery",
year = "2009",
month = "6",
doi = "10.1007/s11745-009-3296-4",
language = "English",
volume = "44",
pages = "527--535",
journal = "Lipids",
issn = "0024-4201",
publisher = "Springer Verlag",
number = "6",

}

TY - JOUR

T1 - Bile acids conjugation in human bile is not random

T2 - New insights from 1H-NMR spectroscopy at 800 MHz

AU - Nagana Gowda, G. A.

AU - Shanaiah, Narasimhamurthy

AU - Cooper, Amanda

AU - Maluccio, Mary

AU - Raftery, Daniel

PY - 2009/6

Y1 - 2009/6

N2 - Bile acids constitute a group of structurally closely related molecules and represent the most abundant constituents of human bile. Investigations of bile acids have garnered increased interest owing to their recently discovered additional biological functions including their role as signaling molecules that govern glucose, fat and energy metabolism. Recent NMR methodological developments have enabled single-step analysis of several highly abundant and common glycine- and taurine- conjugated bile acids, such as glycocholic acid, glycodeoxycholic acid, glycochenodeoxycholic acid, taurocholic acid, taurodeoxycholic acid, and taurochenodeoxycholic acid. Investigation of these conjugated bile acids in human bile employing high field (800 MHz) 1H-NMR spectroscopy reveals that the ratios between two glycine-conjugated bile acids and their taurine counterparts correlate positively (R 2 = 0.83-0.97; p = 0.001 × 10-2-0.006 × 10-7) as do the ratios between a glycine-conjugated bile acid and its taurine counterpart (R 2 = 0.92-0.95; p = 0.004 × 10-3-0.002 × 10-10). Using such correlations, concentration of individual bile acids in each sample could be predicted in good agreement with the experimentally determined values. These insights into the pattern of bile acid conjugation in human bile between glycine and taurine promise useful clues to the mechanism of bile acids' biosynthesis, conjugation and enterohepatic circulation, and may improve our understanding of the role of individual conjugated bile acids in health and disease.

AB - Bile acids constitute a group of structurally closely related molecules and represent the most abundant constituents of human bile. Investigations of bile acids have garnered increased interest owing to their recently discovered additional biological functions including their role as signaling molecules that govern glucose, fat and energy metabolism. Recent NMR methodological developments have enabled single-step analysis of several highly abundant and common glycine- and taurine- conjugated bile acids, such as glycocholic acid, glycodeoxycholic acid, glycochenodeoxycholic acid, taurocholic acid, taurodeoxycholic acid, and taurochenodeoxycholic acid. Investigation of these conjugated bile acids in human bile employing high field (800 MHz) 1H-NMR spectroscopy reveals that the ratios between two glycine-conjugated bile acids and their taurine counterparts correlate positively (R 2 = 0.83-0.97; p = 0.001 × 10-2-0.006 × 10-7) as do the ratios between a glycine-conjugated bile acid and its taurine counterpart (R 2 = 0.92-0.95; p = 0.004 × 10-3-0.002 × 10-10). Using such correlations, concentration of individual bile acids in each sample could be predicted in good agreement with the experimentally determined values. These insights into the pattern of bile acid conjugation in human bile between glycine and taurine promise useful clues to the mechanism of bile acids' biosynthesis, conjugation and enterohepatic circulation, and may improve our understanding of the role of individual conjugated bile acids in health and disease.

KW - H-NMR

KW - Conjugation pattern

KW - Glycine-conjugated bile acids

KW - Human gallbladder bile

KW - Metabolite profiling

KW - Single-step analysis

KW - Taurine-conjugated bile acids

UR - http://www.scopus.com/inward/record.url?scp=67349119500&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=67349119500&partnerID=8YFLogxK

U2 - 10.1007/s11745-009-3296-4

DO - 10.1007/s11745-009-3296-4

M3 - Article

C2 - 19373503

AN - SCOPUS:67349119500

VL - 44

SP - 527

EP - 535

JO - Lipids

JF - Lipids

SN - 0024-4201

IS - 6

ER -