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Merck
CN

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
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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

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.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



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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)
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



Global Trade Item Number

SKUGTIN
95098-5MG04061833616895
95098-1MG04061833616888