Document Detail


Mass spectrometric method for determining the uronic acid epimerization in heparan sulfate disaccharides generated using nitrous acid.
MedLine Citation:
PMID:  22873817     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Heparan sulfate (HS) glycosaminoglycans (GAGs) regulate a host of biological functions. To better understand their biological roles, it is necessary to gain understanding about the structure of HS, which requires identification of the sulfation pattern as well as the uronic acid epimerization. In order to model HS structure, it is necessary to quantitatively profile depolymerization products. To date, liquid chromatography-mass spectrometry (LC-MS) methods for profiling heparin lyase decomposition products have been shown. These enzymes, however, destroy information about uronic acid epimerization. Deaminative cleavage using nitrous acid (HONO) is a classic method for GAG depolymerization that retains uronic acid epimerization. Several chromatographic methods have been used for analysis of deaminative cleavage products. The chromatographic methods have the disadvantage that there is no direct readout on the structures producing the observed peaks. This report demonstrates a porous graphitized carbon (PGC)-MS method for the quantification of HONO generated disaccharides to obtain information about the sulfation pattern and uronic acid epimerization. Here, we demonstrate the separation and identification of uronic acid epimers as well as geometric sulfation isomers. The results are comparable to those expected for benchmark HS and heparin samples. The data demonstrate the utility of PGC-MS for quantification of HS nitrous acid depolymerization products for structural analysis of HS and heparin.
Authors:
Vanessa Leah Gill; Qi Wang; Xiaofeng Shi; Joseph Zaia
Related Documents :
7307017 - Inhibition of in vitro biosynthesis of n-acetylneuraminic acid by n-acyl- and n-alkyl-2...
22369137 - Synthesis of the core of actinophyllic acid using a transannular acyl radical cyclization.
3700337 - Mevalonic acid is partially synthesized from amino acids in halobacterium cutirubrum: a...
15680987 - Biosynthesis of mono- and sesquiterpenes in carrot roots and leaves (daucus carota l.):...
21110057 - Effect of different surface treatments on roughness of ips empress 2 ceramic.
9469587 - Phytanic acid and pristanic acid are oxidized by sequential peroxisomal and mitochondri...
Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2012-08-20
Journal Detail:
Title:  Analytical chemistry     Volume:  84     ISSN:  1520-6882     ISO Abbreviation:  Anal. Chem.     Publication Date:  2012 Sep 
Date Detail:
Created Date:  2012-09-04     Completed Date:  2013-01-11     Revised Date:  2014-07-25    
Medline Journal Info:
Nlm Unique ID:  0370536     Medline TA:  Anal Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  7539-46     Citation Subset:  IM    
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Chromatography, High Pressure Liquid
Heparitin Sulfate / chemistry*
Nitrous Acid / chemistry*
Stereoisomerism
Tandem Mass Spectrometry*
Uronic Acids / analysis*
Grant Support
ID/Acronym/Agency:
P41 GM104603/GM/NIGMS NIH HHS; P41 RR010888/RR/NCRR NIH HHS; P41GM104603/GM/NIGMS NIH HHS; P41RR10888/RR/NCRR NIH HHS; R01 HL098950/HL/NHLBI NIH HHS; R01HL098950/HL/NHLBI NIH HHS; S10RR025082/RR/NCRR NIH HHS
Chemical
Reg. No./Substance:
0/Uronic Acids; 9050-30-0/Heparitin Sulfate; T2I5UM75DN/Nitrous Acid
Comments/Corrections

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Endoscopic stenting for hilar cholangiocarcinoma: efficacy of unilateral and bilateral placement of ...
Next Document:  Emissive Osmium(II) Complexes Supported by N-Heterocyclic Carbene-based C(?)C(?)C-Pincer Ligands and...