Mevalonic acid (MVA) is a key organic compound in biochemistry; the name is a contraction of dihydroxymethylvalerolactone. The carboxylate anion of mevalonic acid, which is the predominant form in biological environments, is known as mevalonate and is of major pharmaceutical importance. Drugs like statins (which lower levels of cholesterol) stop the production of mevalonate by inhibiting HMG-CoA reductase.[1]
Mevalonic acid is very soluble in water and polar organic solvents. It exists in equilibrium with its lactone form, called mevalonolactone, that is formed by internal condensation of its terminal alcohol and carboxylic acidfunctional groups. Mevalonolactone acts to correct statin linked myopathy and limb girdle muscular disease caused by HMG co-A reductase mutation.[2]
Mevalonate pathway: The figure doesn't show that the HMG-CoA synthase needs another Acetyl-CoA as Substrate. Moreover, the enzyme that synthesizes mevalonic acid (HMG-CoA reductase) consumes two equivalents of NADH and releases one reduced CoA-SH.
Referencesedit
^Endo, A. (1992). "The discovery and development of HMG-CoA reductase inhibitors". Journal of Lipid Research. 33 (11): 1569–1582. PMID 1464741.
^Yogev Y, Shorer Z, Koifman A, Wormser O, Drabkin M, Halperin D, Dolgin V, Proskorovski-Ohayon R, Hadar N, Davidov G, Nudelman H, Zarivach R, Shelef I, Perez Y, Birk OS (February 2023). "Limb girdle muscular disease caused by HMGCR mutation and statin myopathy treatable with mevalonolactone". Proc Natl Acad Sci U S A. 120 (7): e2217831120. doi:10.1073/pnas.2217831120. PMC9963716. PMID 36745799.
February 16, 2024
mevalonic, acid, organic, compound, biochemistry, name, contraction, dihydroxymethylvalerolactone, carboxylate, anion, mevalonic, acid, which, predominant, form, biological, environments, known, mevalonate, major, pharmaceutical, importance, drugs, like, stati. Mevalonic acid MVA is a key organic compound in biochemistry the name is a contraction of dihydroxymethylvalerolactone The carboxylate anion of mevalonic acid which is the predominant form in biological environments is known as mevalonate and is of major pharmaceutical importance Drugs like statins which lower levels of cholesterol stop the production of mevalonate by inhibiting HMG CoA reductase 1 Mevalonic acid NamesPreferred IUPAC name 3R 3 5 Dihydroxy 3 methylpentanoic acidIdentifiersCAS Number 150 97 0 Y3D model JSmol Interactive imageChEBI CHEBI 17710 NChemSpider 388367 NKEGG C00418 NPubChem CID 439230UNII S5UOB36OCZ YCompTox Dashboard EPA DTXSID5040546InChI InChI 1S C6H12O4 c1 6 10 2 3 7 4 5 8 9 h7 10H 2 4H2 1H3 H 8 9 t6 m1 s1 NKey KJTLQQUUPVSXIM ZCFIWIBFSA N NInChI 1 C6H12O4 c1 6 10 2 3 7 4 5 8 9 h7 10H 2 4H2 1H3 H 8 9 t6 m1 s1Key KJTLQQUUPVSXIM ZCFIWIBFBESMILES C C O CCO CC O OPropertiesChemical formula C 6H 12O 4Molar mass 148 158 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesChemistry editMevalonic acid is very soluble in water and polar organic solvents It exists in equilibrium with its lactone form called mevalonolactone that is formed by internal condensation of its terminal alcohol and carboxylic acid functional groups Mevalonolactone acts to correct statin linked myopathy and limb girdle muscular disease caused by HMG co A reductase mutation 2 Biology editMevalonic acid is a precursor in the biosynthetic pathway known as the mevalonate pathway that produces terpenes and steroids Mevalonic acid is the primary precursor of isopentenyl pyrophosphate IPP that is in turn the basis for all terpenoids Mevalonic acid is chiral and the 3R enantiomer is the only one that is biologically active nbsp Mevalonate pathway The figure doesn t show that the HMG CoA synthase needs another Acetyl CoA as Substrate Moreover the enzyme that synthesizes mevalonic acid HMG CoA reductase consumes two equivalents of NADH and releases one reduced CoA SH References edit Endo A 1992 The discovery and development of HMG CoA reductase inhibitors Journal of Lipid Research 33 11 1569 1582 PMID 1464741 Yogev Y Shorer Z Koifman A Wormser O Drabkin M Halperin D Dolgin V Proskorovski Ohayon R Hadar N Davidov G Nudelman H Zarivach R Shelef I Perez Y Birk OS February 2023 Limb girdle muscular disease caused by HMGCR mutation and statin myopathy treatable with mevalonolactone Proc Natl Acad Sci U S A 120 7 e2217831120 doi 10 1073 pnas 2217831120 PMC 9963716 PMID 36745799 Retrieved from https en wikipedia org w index php title Mevalonic acid amp oldid 1193785304, wikipedia, wiki, book, books, library,
