Document Detail

Further studies on the mechanism of phenol-sulfuric acid reaction with furaldehyde derivatives.
MedLine Citation:
PMID:  2281859     Owner:  NLM     Status:  MEDLINE    
Even though the chromogens formed from mannose and galactose showed comparable absorbances at 480 nm in the conventional (developer present during heat of dilution) and modified (developer reacted at room temperature after cooling; epsilon mannose = 13,700, galactose = 14,000) phenol-sulfuric acid reactions, shoulders in the region 420-430 nm were prominent in the former method. Fucose was 10 times less reactive in the modified method (epsilon = 800) than in the conventional method. 2-Formyl-5-furan sulfonic acid reacted equally efficiently in the two methods (epsilon = 40,800). 5-Methyl-2-furaldehyde, unlike the sulfonate derivative or 5-hydroxymethyl-2-furaldehyde, required heat for condensation with phenol. 2-Furaldehyde dimethylhydrazone reacted 25 times better to form a chromogen (epsilon = 40,500) in the modified phenol-sulfuric acid method. The possible roles of intermediates between hexoses and furaldehydes in forming chromogens and the effect of substitution at the 2- and 5-positions of furaldehyde on the rates of condensation with phenol for the observed differences between the conventional and the modified methods are discussed.
P Rao; T N Pattabiraman
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Analytical biochemistry     Volume:  189     ISSN:  0003-2697     ISO Abbreviation:  Anal. Biochem.     Publication Date:  1990 Sep 
Date Detail:
Created Date:  1991-03-08     Completed Date:  1991-03-08     Revised Date:  2000-12-18    
Medline Journal Info:
Nlm Unique ID:  0370535     Medline TA:  Anal Biochem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  178-81     Citation Subset:  IM    
Department of Biochemistry, Kasturba Medical College, Karnataka, India.
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MeSH Terms
Fucose / chemistry
Furaldehyde / analogs & derivatives*,  chemistry
Furans / chemistry
Galactose / chemistry
Hexoses / chemistry
Hydrazones / chemistry
Mannose / chemistry
Phenols / chemistry*
Spectrophotometry / methods
Spectrophotometry, Ultraviolet / methods
Sulfuric Acids / chemistry*
Reg. No./Substance:
0/Furans; 0/Hexoses; 0/Hydrazones; 0/Phenols; 0/Sulfuric Acids; 108-95-2/Phenol; 14064-21-2/2-furaldehyde dimethylhydrazone; 26566-61-0/Galactose; 31103-86-3/Mannose; 3713-31-3/Fucose; 620-02-0/5-methyl-2-furfural; 64373-51-9/2-formylfuran-5-sulfonate; 67-47-0/5-hydroxymethylfurfural; 7664-93-9/sulfuric acid; 98-01-1/Furaldehyde

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