:Isopropylmalic acid

{{Chembox

| ImageFile = 2-Isopropylmalic acid.svg

| ImageSize = 180px

| ImageCaption = 2-Isopropylmalic acid

| ImageFile1 = 3-Isopropylmalic acid.svg

| ImageSize1 = 180px

| ImageCaption1 = 3-Isopropylmalic acid

| IUPACName = 3-Isopropylmalic acid
2-Hydroxy-3-isopropylsuccinic acid

| OtherNames = Isopropylmalate

|Section1={{Chembox Identifiers

| index2_label = (2)

| index3_label = (3)

| CASNo2 = 3237-44-3

| CASNo2_Ref = {{Cascite|changed|CAS}}

| CASNo3 = 16048-89-8

| CASNo3_Ref = {{Cascite|changed|CAS}}

| ChEBI2 = 28635

| ChEBI3 = 35114

| DrugBank3 = DB04279

| PubChem2 = 77

| PubChem3 = 36

| ChemSpiderID2 = 76

| ChemSpiderID3 = 35

| DTXSID3 = DTXSID30274257

| EC_number2 = 630-924-5

| UNII3 = 29405QVM5W

| SMILES2 = O=C(O)C(O)(CC(=O)O)C(C)C

| SMILES_Comment = (2)

| InChI2 = 1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)

| InChIKey2 = BITYXLXUCSKTJS-UHFFFAOYSA-N

| SMILES3 = O=C(O)C(O)C(C(=O)O)C(C)C

| InChI3 = 1/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)

| InChIKey3 = RNQHMTFBUSSBJQ-UHFFFAOYAR

| InChI4 = 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)

| InChIKey4 = RNQHMTFBUSSBJQ-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=7 | H=12 | O=5

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

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|Section3={{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|335}}

| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

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Isopropylmalic acid (isopropylmalate) is an intermediate in the biosynthesis of leucine,{{Cite journal | doi = 10.1016/S0021-9258(19)67991-3 | doi-access = free | title = Enzymatic Formation of α-Isopropylmalic Acid, an Intermediate in Leucine Biosynthesis | year = 1963 | last1 = Strassman | first1 = Murray | last2 = Ceci | first2 = Louis N. | journal = Journal of Biological Chemistry | volume = 238 | issue = 7 | pages = 2445–2452 | pmid = 13978769 }} synthesized from oxoisovalerate by 2-isopropylmalate synthase and converted into isopropyl-3-oxosuccinate by 3-isopropylmalate dehydrogenase. Two isomers are important, the 2- and 3-isopropyl derivatives, and these are interconverted by isopropylmalate dehydratase.