Target type: biologicalprocess
The chemical reactions and pathways resulting in the formation of isopentenyl diphosphate by the mevalonate-independent pathway. Isopentenyl diphosphate (IPP) is the fundamental unit in isoprenoid biosynthesis and is biosynthesized from pyruvate and glyceraldehyde 3-phosphate via intermediates, including 1-deoxy-D-xylulose 5-phosphate. [GOC:go_curators, MetaCyc:NONMEVIPP-PWY, PMID:18948055]
The methylerythritol 4-phosphate (MEP) pathway, also known as the non-mevalonate pathway, is a metabolic route that synthesizes isopentenyl diphosphate (IPP), a precursor to isoprenoids. This pathway is found in bacteria, plants, and some protists, but not in animals.
The MEP pathway starts with pyruvate and glyceraldehyde 3-phosphate, which are condensed to form 1-deoxy-D-xylulose 5-phosphate (DXP). DXP is then converted to MEP in a series of enzymatic steps. MEP is then phosphorylated to form methylerythritol 4-phosphate cytidyl diphosphate (CDP-MEP). CDP-MEP is then converted to 4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP) through a complex series of reactions. Finally, HMBPP is decarboxylated to form IPP, which is then used in the biosynthesis of a wide variety of isoprenoids.
**Detailed steps in the MEP pathway:**
1. **Formation of 1-deoxy-D-xylulose 5-phosphate (DXP):** Pyruvate and glyceraldehyde 3-phosphate are condensed by the enzyme DXP synthase to form DXP.
2. **Formation of methylerythritol 4-phosphate (MEP):** DXP is then converted to MEP in a series of steps catalyzed by the enzymes DXP reductoisomerase, MEP synthase, and 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase.
3. **Formation of methylerythritol 4-phosphate cytidyl diphosphate (CDP-MEP):** MEP is phosphorylated by MEP kinase to form MEP 4-phosphate. MEP 4-phosphate is then reacted with CTP (cytidine triphosphate) by CDP-MEP synthase to form CDP-MEP.
4. **Formation of 4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP):** CDP-MEP is converted to HMBPP through a series of complex reactions catalyzed by the enzymes 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase and HMBPP synthase.
5. **Formation of isopentenyl diphosphate (IPP):** HMBPP is decarboxylated by the enzyme HMBPP reductase to form IPP.
**Importance of the MEP pathway:**
The MEP pathway is essential for the biosynthesis of isoprenoids, which are a diverse class of organic molecules with a wide range of biological functions. These functions include:
* **Hormone biosynthesis:** Many plant hormones, such as gibberellins, are isoprenoids.
* **Pigmentation:** Carotenoids, which are responsible for the yellow, orange, and red colors of many plants and animals, are isoprenoids.
* **Membrane structure:** Isoprenoids are important components of cell membranes.
* **Secondary metabolism:** Isoprenoids are involved in the production of a variety of secondary metabolites, such as terpenoids, steroids, and rubber.
**Applications of the MEP pathway:**
The MEP pathway has several potential applications, including:
* **Biotechnology:** The MEP pathway can be used to produce isoprenoids for use in various industries, such as pharmaceuticals, cosmetics, and food.
* **Agriculture:** The MEP pathway can be manipulated to improve the yield and quality of crops.
* **Medicine:** The MEP pathway is a potential target for the development of new drugs to treat diseases such as malaria and cancer.'
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Protein | Definition | Taxonomy |
---|---|---|
1-deoxy-D-xylulose-5-phosphate synthase | A 1-deoxy-D-xylulose-5-phosphate synthase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P77488] | Escherichia coli K-12 |
1-deoxy-D-xylulose-5-phosphate synthase | A 1-deoxy-D-xylulose-5-phosphate synthase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P77488] | Escherichia coli K-12 |
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase | A 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P62617] | Escherichia coli K-12 |
1-deoxy-D-xylulose 5-phosphate reductoisomerase | A 1-deoxy-D-xylulose 5-phosphate reductoisomerase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P45568] | Escherichia coli K-12 |
1-deoxy-D-xylulose 5-phosphate reductoisomerase | A 1-deoxy-D-xylulose 5-phosphate reductoisomerase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P45568] | Escherichia coli K-12 |
Compound | Definition | Classes | Roles |
---|---|---|---|
fosmidomycin | fosmidomycin : Propylphosphonic acid in which one of the hydrogens at position 3 is substituted by a formyl(hydroxy)amino group. An antibiotic obtained from Streptomyces lavendulae, it specifically inhibits DXP reductoisomerase (EC 1.1.1.267), a key enzyme in the non-mevalonate pathway of isoprenoid biosynthesis. fosmidomycin: from Streptomyces lavendulae; RN given refers to parent cpd; structure in second source | hydroxamic acid; phosphonic acids | antimicrobial agent; bacterial metabolite; EC 1.1.1.267 (1-deoxy-D-xylulose-5-phosphate reductoisomerase) inhibitor |
cytidine diphosphate | Cytidine Diphosphate: Cytidine 5'-(trihydrogen diphosphate). A cytosine nucleotide containing two phosphate groups esterified to the sugar moiety. Synonyms: CRPP; cytidine pyrophosphate. | cytidine 5'-phosphate; pyrimidine ribonucleoside 5'-diphosphate | Escherichia coli metabolite; mouse metabolite |
1-nitroso-2-naphthol | naphthols | ||
4-nitrosodimethylaniline | 4-nitrosodimethylaniline: structure; RN given refers to parent cpd N,N-dimethyl-4-nitrosoaniline : A member of the class of dimethylanilines that is N,N-dimethylaniline having a nitroso group at the 4-position. | dimethylaniline; nitroso compound; tertiary amino compound | |
nitrosobenzene | benzenes; nitroso compound | xenobiotic metabolite | |
2-nitrosotoluene | |||
5-fluorocytidine | 5-fluorocytidine: isolated from DNA of Escherichia coli grown in presence of 5-fluorouracil; structure; RN given refers to parent cpd | cytidines; organofluorine compound | |
cyclic cmp | 3',5'-cyclic CMP : A 3',5'-cyclic pyrimidine nucleotide having cytosine as the nucleobase. Cyclic CMP: A cyclic nucleotide formed from CYTIDINE TRIPHOSPHATE by the action of cytidylate cyclase. It is a potential cyclic nucleotide intracellular mediator of signal transductions. | 3',5'-cyclic pyrimidine nucleotide | human metabolite |
cidofovir anhydrous | cidofovir anhydrous : Cytosine substituted at the 1 position by a 3-hydroxy-2-(phosphonomethoxy)propyl group (S configuration). A nucleoside analogue, it is an injectable antiviral used for the treatment of cytomegalovirus (CMV) retinitis in AIDS patients. Cidofovir: An acyclic nucleoside phosphonate that acts as a competitive inhibitor of viral DNA polymerases. It is used in the treatment of RETINITIS caused by CYTOMEGALOVIRUS INFECTIONS and may also be useful for treating HERPESVIRUS INFECTIONS. | phosphonic acids; pyrimidone | anti-HIV agent; antineoplastic agent; antiviral drug; photosensitizing agent |
1-beta-d-arabinofuranosylcytosine 5'-monophosphate | 1-beta-D-arabinofuranosylcytosine 5'-monophosphate: RN given refers to dihydrogen phosphate | ||
3-aminopropylphosphonic acid | (3-aminopropyl)phosphonic acid : A phosphonic acid in which the hydrogen attached to the phosphorus of phosphonic acid is substituted by a 3-aminopropyl group. It is a partial agonist of GABAB receptors. 3-aminopropylphosphonic acid: RN given refers to parent cpd; structure | phosphonic acids; primary amino compound; zwitterion | GABAB receptor agonist |
n-hydroxy-4-phosphonobutanamide | N-hydroxy-4-phosphonobutanamide: structure given in first source | ||
3-(n-acetyl-n-hydroxy)aminopropylphosphonic acid | 3-(N-acetyl-N-hydroxy)aminopropylphosphonic acid: from Streptomyces rubellomurinus sp. nov.; interferes with bacterial cell wall synthesis; structure in first source | phosphonoacetic acid | |
fosmidomycin monosodium salt | |||
quercetin | 7-hydroxyflavonol; pentahydroxyflavone | antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger | |
luteolin | 3'-hydroxyflavonoid; tetrahydroxyflavone | angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist | |
baicalein | trihydroxyflavone | angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger | |
fisetin | 3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone | anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite | |
myricetin | 7-hydroxyflavonol; hexahydroxyflavone | antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite |