Merck
CN
All Photos(1)

Documents

95098

Sigma-Aldrich

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

≥95.0% (TLC)

Sign Into View Organizational & Contract Pricing
All Photos(1)
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
Empirical Formula (Hill Notation):
C5H12O8P2 · xLi+
CAS Number:
396726-03-7
Molecular Weight:
262.09 (free acid basis)
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

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
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
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service