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W372307

Sigma-Aldrich

2-Oxobutyric acid

≥95%, FG

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Synonym(s):
2-Ketobutyric acid, α-Ketobutyric acid, Propionylformic acid
Linear Formula:
CH3CH2COCOOH
CAS Number:
600-18-0
Molecular Weight:
102.09
FEMA Number:
3723
Beilstein:
1700514
EC Number:
209-986-9
MDL number:
MFCD00004164
UNSPSC Code:
12164502
PubChem Substance ID:
24901860
Flavis number:
8.066
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012

Assay

≥95%

bp

84 °C/20 mmHg (lit.)

mp

30-34 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

caramel; creamy; brown; sweet

storage temp.

2-8°C

SMILES string

CCC(=O)C(O)=O

InChI

1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)

InChI key

TYEYBOSBBBHJIV-UHFFFAOYSA-N

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General description

2-Oxobutyric acid is mainly found in the hydrolysates of proteins, reportedly being formed by the degradation of threonine.

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Product No.
Description
Pricing

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A Probable Flavoring Principle in Vegetable?Protein Hydrolysates.
Sulser H, et al.
Journal of Food Science, 32(6), 611-615 (1967)
Review of thermally produced imitation meat flavors.
Wilson RA
Journal of Agricultural and Food Chemistry, 23(6), 1032-1037 (1975)
K Yaegaki et al.
Journal of periodontology, 63(9), 783-789 (1992-09-01)
The amounts of volatile sulfur compounds (VSC) and methyl mercaptan/hydrogen sulfide ratio in mouth air from patients with periodontal involvement were 8 times greater than those of control subjects. Our studies demonstrated that, in patients with periodontal disease: 1) the
Shufen Huang et al.
Journal of molecular biology, 396(3), 708-718 (2009-12-08)
In recent years, increased interest has been directed towards hydrogen sulfide (H2S) as the third gasotransmitter and its role in various diseases. Cystathionine-gamma-lyase (CSE) is one of the enzymes responsible for the endogenous production of H2S in mammals. With the
Sergey V Smirnov et al.
FEMS microbiology letters, 273(1), 70-77 (2007-06-15)
A two-step enzymatic synthesis process of 4-hydroxyisoleucine is suggested. In the first step, the aldol condensation of acetaldehyde and alpha-ketobutyrate catalyzed by specific aldolase results in the formation of 4-hydroxy-3-methyl-2-keto-pentanoate (HMKP). In the second step, amination of HMKP by the
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