02339
3-Isopropylmalic acid
≥96.0% (GC)
Synonym(s):
2-Hydroxy-3-isopropylsuccinic acid
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C7H12O5
CAS Number:
Molecular Weight:
176.17
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32
Assay
≥96.0% (GC)
SMILES string
CC(C)C(C(O)C(O)=O)C(O)=O
InChI
1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)
InChI key
RNQHMTFBUSSBJQ-UHFFFAOYSA-N
Biochem/physiol Actions
3-Isopropylmalate is converted to 2-oxoisocaproate by oxidative decarboxylation catalyzed by 3-Isopropylmalate dehydrogenase.
Metabolite in leucine biosynthesis; substrate for different enzymes
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Binder, S., et al.
Physiologia Plantarum, 129, 68-78 (2006)
M Yasugi et al.
Protein engineering, 14(8), 601-607 (2001-10-02)
A newly selected cold-adapted mutant 3-isopropylmalate dehydrogenase (IPMDH) from a random mutant library was a double mutant containing the mutations I11V and S92F that were found in cold-adapted mutant IPMDHs previously isolated. To elucidate the effect of each mutation on
Jonathan E Katz et al.
Biochemistry, 43(20), 5976-5986 (2004-05-19)
The Saccharomyces cerevisiae Tmt1 gene product is the yeast homologue of the Escherichia coli enzyme that catalyzes the methyl esterification of trans-aconitate, a thermodynamically favored isomer of cis-aconitate and an inhibitor of the citric acid cycle. It has been proposed
Marta Menicatti et al.
Journal of mass spectrometry : JMS, 55(11), e4607-e4607 (2020-07-18)
Two organic acids isomers, 3-isopropylmalic acid (3-IPMA) and 2-isopropylmalic acid (2-IPMA), were identified and quantified in wine samples by using an LC-MS/MS method without any chromatographic separation, but processing the MS/MS data with a recently developed deconvolution algorithm (LEDA: linear
Massimo Ricciutelli et al.
Food chemistry, 321, 126726-126726 (2020-04-08)
2-Isopropylmalic acid (2-IPMA) and 3-isopropylmalic acid (3-IPMA), recently discovered in wines, were simultaneously quantified in forty wines by UHPLC-MS/MS triple quadrupole. Principal component analysis displayed that red wines were more correlated with high amounts of 2-IPMA (average content 31.60 mg/L); white
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