52131
2-C-Methyl-D-erythritol 4-phosphate lithium salt
≥98% (TLC)
Synonyme(s) :
MEP
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About This Item
Formule empirique (notation de Hill):
C5H11O7P · xLi+
Numéro CAS:
Poids moléculaire :
214.11 (free acid basis)
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.25
Produits recommandés
Niveau de qualité
Essai
≥98% (TLC)
Température de stockage
−20°C
Chaîne SMILES
O=P(O)(O)OC[C@H](O)[C@@](O)(C)CO.C
InChI
1S/C5H13O7P/c1-5(8,3-6)4(7)2-12-13(9,10)11/h4,6-8H,2-3H2,1H3,(H2,9,10,11)/t4-,5+/m1/s1
Clé InChI
XMWHRVNVKDKBRG-UHNVWZDZSA-N
Application
2-C-Methyl-D-erythritol 4-phosphate (MEP), the product of reductoisomerase IspC and first committed MEP pathway intermediate, is used to study the non-mevalonate MEP pathway for the biosynthesis of isoprenoids. MEP is used as a precursor for the synthesis of 4-diphosphocytidyl-2-C-methyl D-erythritol (CDP-ME), a key intermediate of the non-mevalonate pathway.
Actions biochimiques/physiologiques
Metabolite intermediate specific to the non-mevalonate MEP pathway, generally found in prokaryotes, as precursor to isoprenoids as well as non-isoprenoids like vitamins. As this pathway is not present in humans, it is of interest for the development of bacterium-specific drugs in the search for treatments of infectious diseases.
Conditionnement
Bottomless glass bottle. Contents are inside inserted fused cone.
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
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Sina I Odejinmi et al.
Tetrahedron, 68(43), 8937-8941 (2012-10-11)
2-C-methyl-D-erythritol-4-phosphate (MEP) is a key chemical intermediate of the non-mevalonate pathway for isoprenoid biosynthesis employed by many pathogenic microbes. MEP is also the precursor for the synthesis of 4-diphosphocytidyl-2-C-methyl D-erythritol (CDP-ME), another key intermediate of the non-mevalonate pathway. As this
Hyungjin Eoh et al.
Tuberculosis (Edinburgh, Scotland), 89(1), 1-11 (2008-09-17)
Tuberculosis (TB) is still a major public health problem, compounded by the human immunodeficiency virus (HIV)-TB co-infection and recent emergence of multidrug-resistant (MDR) and extensively drug resistant (XDR)-TB. Novel anti-TB drugs are urgently required. In this context, the 2C-methyl-d-erythritol 4-phosphate
Andréa Hemmerlin et al.
Progress in lipid research, 51(2), 95-148 (2011-12-27)
When compared to other organisms, plants are atypical with respect to isoprenoid biosynthesis: they utilize two distinct and separately compartmentalized pathways to build up isoprene units. The co-existence of these pathways in the cytosol and in plastids might permit the
J Kipchirchir Bitok et al.
ACS chemical biology, 7(10), 1702-1710 (2012-07-31)
There is significant progress toward understanding catalysis throughout the essential MEP pathway to isoprenoids in human pathogens; however, little is known about pathway regulation. The present study begins by testing the hypothesis that isoprenoid biosynthesis is regulated via feedback inhibition
Sinéad Heuston et al.
Microbiology (Reading, England), 158(Pt 6), 1389-1401 (2012-04-03)
Isoprenoid biosynthesis is essential for cell survival. Over 35 000 isoprenoid molecules have been identified to date in the three domains of life (bacteria, archaea and eukaryotes), and these molecules are involved in a wide variety of vital biological functions. Isoprenoids
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