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W237418

Sigma-Aldrich

Diethyl malate

≥97%, FG

Synonym(s):

Diethyl 2-hydroxybutanedioate, Hydroxybutane dioic acid diethyl ester, Malic acid diethyl ester

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About This Item

Linear Formula:
C2H5O2CCH2CH(OH)CO2C2H5
CAS Number:
Molecular Weight:
190.19
FEMA Number:
2374
EC Number:
Council of Europe no.:
382
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
09.439
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

assay

≥97%

bp

122-124 °C/12 mmHg (lit.)

density

1.128 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

caramel; fruity; sweet

SMILES string

CCOC(=O)CC(O)C(=O)OCC

InChI

1S/C8H14O5/c1-3-12-7(10)5-6(9)8(11)13-4-2/h6,9H,3-5H2,1-2H3

InChI key

VKNUORWMCINMRB-UHFFFAOYSA-N

Related Categories

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

185.0 °F

flash_point_c

85 °C


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’.

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D-(+)-Malic acid unnatural form, ≥97.0% (T)

Sigma-Aldrich

02300

D-(+)-Malic acid

L-(−)-Malic acid 97%, optical purity ee: 99% (GLC)

Sigma-Aldrich

112577

L-(−)-Malic acid

Dimethyl maleate 96%

Sigma-Aldrich

238198

Dimethyl maleate

Said H Audi et al.
Journal of applied physiology (Bethesda, Md. : 1985), 113(4), 658-665 (2012-05-26)
Rat exposure to 60% oxygen (O(2)) for 7 days (hyper-60) or to >95% O(2) for 2 days followed by 24 h in room air (hyper-95R) confers susceptibility or tolerance, respectively, of the otherwise lethal effects of subsequent exposure to 100%
K Nomura et al.
The Journal of biological chemistry, 274(41), 29294-29302 (1999-10-03)
Phospholipid hydroperoxide glutathione peroxidase (PHGPx) is a key enzyme in the protection of biomembranes exposed to oxidative stress. We investigated the role of mitochondrial PHGPx in apoptosis using RBL2H3 cells that overexpressed mitochondrial PHGPx (M15 cells), cells that overexpressed non-mitochondrial
H Nishiwaki et al.
Japanese journal of pharmacology, 49(1), 27-35 (1989-01-01)
Effects of adrenalectomy (AD) on ethanol-induced gastric injury and prostaglandin (PG) protection on the damage were investigated in rats and compared with those of N-ethylmaleimide (NEM), a sulfhydryl (SH) blocker, and diethyl maleate (DEM), a SH depletor. Oral administration of
Atsuko Sakurai et al.
Journal of cellular physiology, 203(3), 529-537 (2004-11-03)
Thioredoxin reductase (TrxR) is a selenoprotein that catalyzes the reduction of the active site disulfide of thioredoxin (Trx), which regulates the redox status of the cells. In the present study, we found that TrxR1, one of the three TrxR isozymes
J M Hansen et al.
Free radical biology & medicine, 31(12), 1582-1592 (2001-12-18)
Glutathione (GSH) is the primary source of reducing equivalents in most cells, contributes significantly to the cellular redox potential and can control differentiation, proliferation, and apoptosis. Using limb bud micromass cultures from Sprague Dawley rats and New Zealand White rabbits

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