| pubmed-article:1827991 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:1827991 | lifeskim:mentions | umls-concept:C0002531 | lld:lifeskim |
| pubmed-article:1827991 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:1827991 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:1827991 | lifeskim:mentions | umls-concept:C1511131 | lld:lifeskim |
| pubmed-article:1827991 | lifeskim:mentions | umls-concept:C0871161 | lld:lifeskim |
| pubmed-article:1827991 | pubmed:issue | 20 | lld:pubmed |
| pubmed-article:1827991 | pubmed:dateCreated | 1991-7-2 | lld:pubmed |
| pubmed-article:1827991 | pubmed:abstractText | A number of phosphorylated aminosugars have been prepared and tested as substrates for metabolic reactions. 6-Aminoglucose is a slow substrate for yeast hexokinase with a Vmax that is only 0.012% that for glucose. While Vmax is pH independent, V/K decreases below the pK of 9.0 of the amino group. 6-Aminoglucose is a competitive inhibitor vs glucose with a Ki value increasing below the pK of 9 but leveling off at 33 mM below pH 7.16. Thus, protonation decreases binding affinity by 2.4 kcal/mol and only the neutral amine is catalytically competent. 6-Aminoglucose-6-P was synthesized enzymatically with hexokinase. Its pK's determined by 31P NMR were 2.46 and 8.02 (alpha anomer) and 2.34 and 7.85 (beta anomer), with a beta:alpha ratio of 3.0. It is most stable at pH 12 (half-life 228 h at 22 degrees C), while as a monoanion its half-life is 3 h. The free energy of hydrolysis at 25 degrees C and pH 9.25 is -10.3 kcal/mol. The phosphorylated amino analogues of 6-P-gluconate, ribulose-5-P, fructose-6-P, fructose-1,6-bis-P (amino group at C-6 only), and glyceraldehyde-3-P were synthesized enzymatically. The 31P NMR chemical shifts of these analogues are 8-8.5 ppm at pH 9.5. Their relative stability is 6-aminogluconate-6-P greater than 3-aminoglyceraldehyde-3-P greater than 6-aminoglucose-6-P greater than 6-aminofructose-1,6-bis-P congruent to 6-aminofructose-6-P greater than 5-aminoribulose-5-P. These analogues were tested as substrates for their respective enzymes.(ABSTRACT TRUNCATED AT 250 WORDS) | lld:pubmed |
| pubmed-article:1827991 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:language | eng | lld:pubmed |
| pubmed-article:1827991 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1827991 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:1827991 | pubmed:month | May | lld:pubmed |
| pubmed-article:1827991 | pubmed:issn | 0006-2960 | lld:pubmed |
| pubmed-article:1827991 | pubmed:author | pubmed-author:ClelandW WWW | lld:pubmed |
| pubmed-article:1827991 | pubmed:author | pubmed-author:SemD SDS | lld:pubmed |
| pubmed-article:1827991 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:1827991 | pubmed:day | 21 | lld:pubmed |
| pubmed-article:1827991 | pubmed:volume | 30 | lld:pubmed |
| pubmed-article:1827991 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:1827991 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:1827991 | pubmed:pagination | 4978-84 | lld:pubmed |
| pubmed-article:1827991 | pubmed:dateRevised | 2007-11-14 | lld:pubmed |
| pubmed-article:1827991 | pubmed:meshHeading | pubmed-meshheading:1827991-... | lld:pubmed |
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| pubmed-article:1827991 | pubmed:meshHeading | pubmed-meshheading:1827991-... | lld:pubmed |
| pubmed-article:1827991 | pubmed:year | 1991 | lld:pubmed |
| pubmed-article:1827991 | pubmed:articleTitle | Phosphorylated aminosugars: synthesis, properties, and reactivity in enzymatic reactions. | lld:pubmed |
| pubmed-article:1827991 | pubmed:affiliation | Institute for Enzyme Research, University of Wisconsin, Madison 53705. | lld:pubmed |
| pubmed-article:1827991 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:1827991 | pubmed:publicationType | Research Support, U.S. Gov't, P.H.S. | lld:pubmed |
| pubmed-article:1827991 | pubmed:publicationType | Research Support, U.S. Gov't, Non-P.H.S. | lld:pubmed |
| http://linkedlifedata.com/r... | pubmed:referesTo | pubmed-article:1827991 | lld:pubmed |
