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41707

Sigma-Aldrich

2-C-Methyl-D-erythritol

≥90% (GC)

Sinónimos:

(2S,3R)-2-Methyl-1,2,3,4-tetrahydroxybutane, (2S,3R)-2-Methylbutane-1,2,3,4-tetrol

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About This Item

Fórmula empírica (notación de Hill):
C5H12O4
Número de CAS:
58698-37-6
Peso molecular:
136.15
Beilstein/REAXYS Number:
5916602
MDL number:
MFCD17215928
UNSPSC Code:
12352201
PubChem Substance ID:
329756141
NACRES:
NA.25

biological source

(Carum ajowan fruit)

Quality Level

100

assay

≥90% (GC)

form

viscous liquid (clear)

color

colorless

storage temp.

2-8°C

SMILES string

C[C@](O)(CO)[C@H](O)CO

InChI

1S/C5H12O4/c1-5(9,3-7)4(8)2-6/h4,6-9H,2-3H2,1H3/t4-,5+/m1/s1

InChI key

HGVJFBSSLICXEM-UHNVWZDZSA-N

Categorías relacionadas

General description

(2S,3R)-2-methylbutane-1,2,3,4-tetrol was identified as a glucide in methanol extracts of Carum ajowan fruit.

Biochem/physiol Actions

Metabolite of the non-mevalonate MEP pathway, generally found in prokaryotes, as precursor to isoprenoids as well as non-isoprenoids like vitamins. As this pathway is not present in humans, it is of interest for the development of bacterium-specific drugs in the search for treatments of infectious diseases.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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T Ishikawa et al.
Chemical & pharmaceutical bulletin, 49(7), 840-844 (2001-07-18)
From the water-soluble portion of the methanol extract of the fruit of Carum ajowan (ajowan), which has been used as a spice and medicine, 25 compounds, including five new monoterpenoid glucosides, a new monoterpenoid, two new aromatic compound glucosides, and
Magda Claeys et al.
Science (New York, N.Y.), 303(5661), 1173-1176 (2004-02-21)
Detailed organic analysis of natural aerosols from the Amazonian rain forest showed considerable quantities of previously unobserved polar organic compounds, which were identified as a mixture of two diastereoisomeric 2-methyltetrols: 2-methylthreitol and 2-methylerythritol. These polyols, which have the isoprene skeleton
Biosynthesis of 2-C-methyl-D-erythritol, a putative C5 intermediate in the mevalonate independent pathway for isoprenoid biosynthesis.
Duvold, T., et al.
Tetrahedron Letters, 38, 4769-4772 (1997)
Rong Guo et al.
Bioscience, biotechnology, and biochemistry, 82(11), 1902-1910 (2018-08-22)
RT-qPCR has been widely used for gene expression analysis in recent years. The accuracy of this technique largely depends on the selection of suitable reference genes. In order to facilitate gene expression analysis in wild and cultivated Cannabis, the expression
Hiroyuki Enomoto et al.
Journal of plant physiology, 161(8), 977-980 (2004-09-24)
2-C-methyl-D-erythritol, a soluble carbohydrate that is not ubiquitously found in higher plants, was detected in the ethanol extract from Phlox subulata petals and isolated using HPLC. The isolated compound was identified by 1H-NMR, 13C-NMR and Cl-MS spectra. 2-C-methyl-D-erythritol was a
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