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Hmb-pp

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Title: Hmb-pp  
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Subject: T cell, Terpenoid, Isopentenyl pyrophosphate, Non-mevalonate pathway, Non-peptidic antigen
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Hmb-pp

(E)-4-Hydroxy-3-methyl-but-2-enyl pyrophosphate
Identifiers
PubChem 21597501
ChemSpider 4445244 YesY
ChEBI CHEBI:15664 YesY
Jmol-3D images Image 2
Properties
Molecular formula C5H12O8P2
Molar mass 262.09 g mol−1
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

(E)-4-Hydroxy-3-methyl-but-2-enyl pyrophosphate (HMBPP or HMB-PP) is an intermediate of the non-mevalonate pathway of isoprenoid biosynthesis.[1][2] The enzyme HMB-PP synthase (GcpE, IspG) catalyzes the conversion of 2-C-methyl-D-erythritol 2,4-cyclopyrophosphate (MEcPP) into HMB-PP, and HMB-PP is then converted further to isopentenyl pyrophosphate (IPP) and dimethylallyl pyrophosphate (DMAPP) by HMB-PP reductase (LytB, IspH).

HMB-PP is an essential metabolite in most pathogenic bacteria including Mycobacterium tuberculosis as well as in malaria parasites, but is absent from the human host.[3]

HMB-PP is the physiological activator ("phosphoantigen") for human Vγ9/Vδ2 T cells, the major γδ T cell population in peripheral blood. With a bioactivity of 0.1 nM it is 10,000-10,000,000 times more potent than any other natural compound, such as IPP or alkyl amines.[4]

References

External links

  • Medical Subject Headings (MeSH)
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