95098
(E)-1-Hydroxy-2-methyl-2-butenyl 4-pyrophosphate lithium salt
≥95.0% (TLC)
Synonym(s):
(E)-4-Hydroxy-3-methylbut-2-enyl diphosphate lithium salt, 1-Hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate, HDMAPP, HMBPP, HO-DMAPP
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About This Item
Empirical Formula (Hill Notation):
C5H12O8P2 · xLi+
CAS Number:
Molecular Weight:
262.09 (free acid basis)
MDL number:
UNSPSC Code:
12352302
NACRES:
NA.85
Assay:
≥95.0% (TLC)
form:
solid
Recommended Products
Quality Level
Assay
≥95.0% (TLC)
form
solid
storage temp.
−20°C
SMILES string
[P](=O)([O-])([O-])O[P](=O)([O-])OCC=C(CO)C
InChI
1S/C5H12O8P2/c1-5(4-6)2-3-12-15(10,11)13-14(7,8)9/h2,6H,3-4H2,1H3,(H,10,11)(H2,7,8,9)/p-3
InChI key
MDSIZRKJVDMQOQ-UHFFFAOYSA-K
Related Categories
Biochem/physiol Actions
HMB-PP is an intermediate of the non-mevalonate pathway (MEP pathway) of isoprenoid biosynthesis; it was shown to be a potent γδ T cell activator.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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M Hintz et al.
FEBS letters, 509(2), 317-322 (2001-12-14)
The gcpE and lytB gene products control the terminal steps of isoprenoid biosynthesis via the 2-C-methyl-D-erythritol 4-phosphate pathway in Escherichia coli. In lytB-deficient mutants, a highly immunogenic compound accumulates significantly, compared to wild-type E. coli, but is apparently absent in
Matthias Eberl et al.
FEBS letters, 544(1-3), 4-10 (2003-06-05)
Human Vgamma9/Vdelta2 T cells play a crucial role in the immune response to microbial pathogens, yet their unconventional reactivity towards non-peptide antigens has been enigmatic until recently. The break-through in identification of the specific activator was only possible due to
The discovery of a mevalonate-independent pathway for isoprenoid biosynthesis in bacteria, algae and higher plants.
M Rohmer
Natural product reports, 16(5), 565-574 (1999-12-10)
Felix Rohdich et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(3), 1158-1163 (2002-01-31)
Isopentenyl diphosphate and dimethylallyl diphosphate serve as the universal precursors for the biosynthesis of terpenes. Although their biosynthesis by means of mevalonate has been studied in detail, a second biosynthetic pathway for their formation by means of 1-deoxy-D-xylulose 5-phosphate has
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