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Merck
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Documentos

95098

Sigma-Aldrich

(E)-1-Hydroxy-2-methyl-2-butenyl 4-pyrophosphate lithium salt

≥95.0% (TLC)

Sinónimos:

(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

Fórmula empírica (notación de Hill):
C5H12O8P2 · xLi+
Número de CAS:
396726-03-7
Peso molecular:
262.09 (free acid basis)
UNSPSC Code:
12352302
NACRES:
NA.85

Quality Level

100

assay

≥95.0% (TLC)

form

solid

storage temp.

−20°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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Zoledronic Acid Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1893

Zoledronic Acid

Zoledronic acid United States Pharmacopeia (USP) Reference Standard

USP

1724827

Zoledronic acid

Geranylgeranyl pyrophosphate ammonium salt solution, ≥95% (TLC), ~1 mg/mL in methanol: NH4OH (7:3)

Sigma-Aldrich

G6025

Geranylgeranyl pyrophosphate ammonium salt

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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