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E7500

Sigma-Aldrich

meso-Erythritol

≥99% (GC)

Synonym(s):

1,2,3,4-Butanetetrol, meso-1,2,3,4-Tetrahydroxybutane, i-Erythritol

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About This Item

Linear Formula:
HOCH2[CH(OH)]2CH2OH
CAS Number:
Molecular Weight:
122.12
Beilstein/REAXYS Number:
1719753
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

assay

≥99% (GC)

form

powder

sweetness

0.7 × sucrose

color

white

bp

329-331 °C (lit.)

mp

118-120 °C (lit.)

solubility

H2O: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

InChI

1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+

InChI key

UNXHWFMMPAWVPI-ZXZARUISSA-N

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Application

Meso-Erythritol (i-Erythritol) is a precursor to the important tanning agent L-erythrulose which can be commercially generated by Gluconobacter oxydans DSM 7145. Meso-Erythritol may be used to support the carbon source growth requirement of Gluconobacter bacteria. It is an aliphatic poly-alcohol used in the chemical analysis of the reactivity of various radicals and radical anions. Meso-Erythritol may be used in encapsulated phase change materials (PCMs) to study its potential use in microelectronics cooling applications. It may be used as a reference compound in purification and analytical procedures developed to test fermentation broths.

Biochem/physiol Actions

Allelic variation of the Tas1r3 gene affects behavioral taste responses to this sugar alcohol, suggesting that it is a T1R3 receptor ligand.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Karnjapan Janthawornpong et al.
Journal of the American Chemical Society, 135(5), 1816-1822 (2013-01-16)
The MEP pathway, which is absent in animals but present in most pathogenic bacteria, in the parasite responsible for malaria and in plant plastids, is a target for the development of antimicrobial drugs. IspH, an oxygen-sensitive [4Fe-4S] enzyme, catalyzes the
H Hino et al.
Acta dermato-venereologica, 62(3), 185-191 (1982-01-01)
Keratinocytes were dissociated from normal human adult epidermis with clostridial collagenase, dithio-erythritol and trypsin, and cultured. Immediately after this, no connection was seen between contiguous cells. Ruptured desmosomes, with masses of tonofilaments and distinct attachment plaques were still left on
Man-Yeon Choi et al.
Journal of economic entomology, 112(2), 981-985 (2018-11-30)
Previous studies have demonstrated various combinations of non-nutritive erythritol and sucrose having detrimental effects on Drosophila suzukii (Matsumura). Fly mortality is likely caused by 1) starvation from feeding on non-metabolizable erythritol; and 2) physiological imbalance with abnormally high osmotic pressure
Yanmei Xiao et al.
Cell, 149(7), 1525-1535 (2012-06-26)
Plastid-derived signals are known to coordinate expression of nuclear genes encoding plastid-localized proteins in a process termed retrograde signaling. To date, the identity of retrograde-signaling molecules has remained elusive. Here, we show that methylerythritol cyclodiphosphate (MEcPP), a precursor of isoprenoids
K Noda et al.
European journal of clinical nutrition, 48(4), 286-292 (1994-04-01)
To investigate the effect of an oral administration of erythritol on serum glucose and insulin levels in healthy subjects and estimate available energy of erythritol in human. Ingestion of erythritol (0.3 g/kg body weight) or the same dose of glucose

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