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109878

Sigma-Aldrich

2-Methylvaleric acid

98%

Synonym(s):

(±)-2-Methylvaleric acid, 2-Methylpentanoic acid

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About This Item

Linear Formula:
CH3CH2CH2CH(CH3)CO2H
CAS Number:
97-61-0
Molecular Weight:
116.16
Beilstein:
1720658
EC Number:
202-594-9
MDL number:
MFCD00002671
UNSPSC Code:
12352100
eCl@ss:
39021337
PubChem Substance ID:
24846943
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.414 (lit.)

bp

196-197 °C (lit.)

density

0.931 g/mL at 25 °C (lit.)

SMILES string

CCCC(C)C(O)=O

InChI

1S/C6H12O2/c1-3-4-5(2)6(7)8/h5H,3-4H2,1-2H3,(H,7,8)

InChI key

OVBFMEVBMNZIBR-UHFFFAOYSA-N

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Application

2-Methylpentanoic acid (2-Methylvaleric acid) was used as an internal standard for gas chromatographic analysis of microbial end products.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1C

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

199.4 °F - closed cup

Flash Point(C)

93 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J W Mayhew et al.
Applied and environmental microbiology, 33(4), 1002-1003 (1977-04-01)
2-Methylpentanoic acid and benzoic acid are suggested for use as routine internal standards for gas chromatographic analysis of microbial end products.
Z Suarez de Mata et al.
Archives of biochemistry and biophysics, 285(1), 158-165 (1991-02-15)
The condensation of two propionyl-CoA units or a propionyl-CoA with acetyl-CoA is required for the synthesis of 2-methylvalerate or 2-methylbutyrate, respectively, two of the major fermentation products of Ascaris anaerobic muscle metabolism. An enzyme that preferentially catalyzes the condensation of
Xiaoqing Cai et al.
Bioorganic & medicinal chemistry, 19(12), 3831-3844 (2011-05-27)
Previous studies have indicated that the methylvalerate subunit of bleomycin (BLM) plays an important role in facilitating DNA cleavage by BLM and deglycoBLM. Eleven methylvalerate analogues have been synthesized and incorporated into deglycoBLM congeners by the use of solid-phase synthesis.
R Komuniecki et al.
The Journal of parasitology, 67(6), 841-846 (1981-12-01)
Disrupted Ascaris mitochondria formed 2-methylbutyrate (2-MB) and 2-methylvalerate (2-MV) when incubated anaerobically with acetyl CoA, propionyl CoA and NADH. However, when mitochondrial membranes were removed by high speed centrifugation and the mitochondrial soluble fraction was incubated with the same substrates
Yu Meng et al.
Journal of bacteriology, 192(22), 5982-5990 (2010-09-21)
Short- and medium-chain acyl coenzyme A (acyl-CoA) synthetases catalyze the formation of acyl-CoA from an acyl substrate, ATP, and CoA. These enzymes catalyze mechanistically similar two-step reactions that proceed through an enzyme-bound acyl-AMP intermediate. Here we describe the characterization of
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