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101133

Sigma-Aldrich

Butylmalonic acid

99%

Synonym(s):

1,1-Pentanedicarboxylic acid, 2-n -Butylmalonic acid, 2-Butylpropanedioic acid

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About This Item

Linear Formula:
CH3(CH2)3CH(CO2H)2
CAS Number:
534-59-8
Molecular Weight:
160.17
EC Number:
208-602-7
MDL number:
MFCD00002673
UNSPSC Code:
12162002
PubChem Substance ID:
24846534
NACRES:
NA.23

assay

99%

form

solid

mp

105-107 °C (lit.)

SMILES string

CCCCC(C(O)=O)C(O)=O

InChI

1S/C7H12O4/c1-2-3-4-5(6(8)9)7(10)11/h5H,2-4H2,1H3,(H,8,9)(H,10,11)

InChI key

MCRZWYDXIGCFKO-UHFFFAOYSA-N

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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E Fransvea et al.
Archives of biochemistry and biophysics, 355(1), 93-100 (1998-07-02)
The impermeability of the inner membrane to protons is one of the four postulates of the chemiosmotic theory on the coupling mechanism between respiration and phosphorylation in mitochondria. However, oxygen uptake in isolated nonphosphorylating mitochondria requires that protons translocated from
H Breitbart et al.
Biochimica et biophysica acta, 1026(1), 57-63 (1990-07-09)
Calcium uptake into filipin-treated bovine spermatozoa is completely inhibited by the uncoupler CCCP or by ruthenium red. Both Pi and mitochondrial substrates are required to obtain the maximal rate of calcium uptake into the sperm mitochondria. Bicarbonate and other anions
R S Kaplan et al.
The Journal of biological chemistry, 260(18), 10293-10298 (1985-08-25)
The mitochondrial dicarboxylate carrier has been substantially purified from rat liver mitoplasts by extraction with Triton X-114 in the presence of cardiolipin followed by chromatography on hydroxylapatite. Upon incorporation of the hydroxylapatite eluate into phospholipid vesicles, an n-butylmalonate-sensitive malonate/malate exchange
Subhendu Dhibar et al.
Dalton transactions (Cambridge, England : 2003), 48(13), 4362-4369 (2019-03-13)
A novel Co(ii)-complex {i.e. [Co(n-BuM)(DPA)(H2O)2]·H2O} [n-BuMH2 = n-butylmalonic acid and DPA = 2,2'-dipyridylamine] was synthesized. The supramolecular feature, i.e. a metal coordinated and free guest water mediated hydrogen-bonding interaction assisted supramolecular ππ assembly, has been observed in the crystal structure
R B Gregory et al.
Biochimica et biophysica acta, 1137(1), 34-38 (1992-10-06)
Isolated hepatocytes from hypothyroid, euthyroid and hyperthyroid rats have been employed to investigate the relative importance of reducing-equivalent shuttles for the transfer of hydrogen between cytoplasm and mitochondria during simultaneous ureogenesis and gluconeogenesis. In cells from hypothyroid animals, a 58%
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