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Merck

41707

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

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InChI

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

SMILES string

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

InChI key

HGVJFBSSLICXEM-UHNVWZDZSA-N

biological source

(Carum ajowan fruit)

assay

≥90% (GC)

form

viscous liquid (clear)

color

colorless

storage temp.

2-8°C

Quality Level

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Este artículo
E7500E7625PHR1479
biological source

(Carum ajowan fruit)

biological source

-

biological source

-

biological source

-

assay

≥90% (GC)

assay

≥99% (GC)

assay

≥75% (TLC)

assay

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

300

form

viscous liquid (clear)

form

powder

form

syrup

form

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

color

colorless

color

white

color

colorless to very dark yellow

color

-

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.

Clase de almacenamiento

10 - Combustible liquids

wgk

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
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)
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
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
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

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