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H4392

Sigma-Aldrich

3-Hydroxy-3-methylglutaric acid

≥95%

Synonym(s):

3-Hydroxy-3-methylpentanedioic acid

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100 MG
$158.00
1 G
$840.00

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100 MG
$158.00
1 G
$840.00

About This Item

Linear Formula:
HOC(CH3)(CH2CO2H)2
CAS Number:
Molecular Weight:
162.14
Beilstein/REAXYS Number:
1769194
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$158.00


Available to ship onApril 17, 2025Details


Request a Bulk Order

assay

≥95%

mp

105-108 °C (lit.)

storage temp.

−20°C

SMILES string

CC(O)(CC(O)=O)CC(O)=O

InChI

1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)

InChI key

NPOAOTPXWNWTSH-UHFFFAOYSA-N

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Application

  • Improvement of the functional value of green soybean (edamame) using germination and tempe fermentation: A comparative metabolomics study.: This research enhances the functional value of green soybean through germination and fermentation, identifying metabolites including those derived from 3-Hydroxy-3-methylglutaric acid. It offers insights into food processing and nutritional biochemistry (Iman et al., 2023).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Mohamad Eid Hammadeh et al.
American journal of reproductive immunology (New York, N.Y. : 1989), 47(2), 82-90 (2002-03-20)
The aims of the present study were to (i) determine the presence and concentration of albumin fractions (alpha1, alpha2, beta, gamma), immunoglobulins (IgA, IgG, IgM) and cytokines [interleukin (IL)-6, IL-8, granulocyte-macrophage colony-stimulating factor (GM-CSF)] in periovulatory ovarian follicular fluid (FF)
Beatriz Puisac et al.
Journal of inherited metabolic disease, 33(4), 405-410 (2010-06-10)
3-Hydroxy-3-methylglutaric aciduria is a rare human autosomal recessive disorder caused by deficiency of 3-hydroxy-3-methylglutaryl CoA lyase (HL). This mitochondrial enzyme catalyzes the common final step of leucine degradation and ketogenesis. Acute symptoms include vomiting, seizures and lethargy, accompanied by metabolic
Jan Frank et al.
The British journal of nutrition, 92(1), 169-176 (2004-07-03)
Secoisolariciresinol diglucoside (SDG) is an important dietary lignan that is found at very high levels in flaxseed (1-4 %, w/w). Flaxseed lignans have received much research interest in recent years because of reported phyto-oestrogenic, anticarcinogenic, and anti-atherogenic effects. Previously, flaxseed
Alister D Muir
Journal of AOAC International, 89(4), 1147-1157 (2006-08-19)
Flaxseed (Linum usitatissimum L.) is a major source of dietary intake of lignans by virtue of the high concentrations (0.7-1.5%) that are present in the seed. The principal lignan present in flaxseed is secoisolariciresinol diglucoside (SDG), which occurs as a
S Funghini et al.
Molecular genetics and metabolism, 73(3), 268-275 (2001-07-20)
3-Hydroxy-3-methylglutaric aciduria is a rare autosomal recessive inborn error of metabolism caused by deficiency of the mitochondrial enzyme 3-hydroxy-3-methylglutaryl-CoA lyase (HMGCL). Up to now only a few mutations have been reported in the HMGCL gene. We report the first Italian

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