isoamyl-butyrate

Isoamyl butyrate (banana flavor) is found in alcoholic beverages. Isoamyl butyrate is present in fruit aromas, e.g. apricot, melon, mango etc. Also present in wines, eucalyptus oil and coconut oil. Isoamyl butyrate is used in fruit flavours. Substrate used for synthesis of flavor esters in food processing by esterification of alcools by lipases. Isopentyl butanoate serves as an aggregation pheromone for both sexes of C. tomentosicollis and a useful kairomone to attract the parasitoid in the management of C. tomentosicollis

General

Type : Acetate, Flavor, Natural, Pheromone

Chemical_Nomenclature : 3-methylbutyl butanoate

Canonical SMILES : CCCC(=O)OCCC(C)C

InChI : InChI=1S\/C9H18O2\/c1-4-5-9(10)11-7-6-8(2)3\/h8H,4-7H2,1-3H3

InChIKey : PQLMXFQTAMDXIZ-UHFFFAOYSA-N

Other name(s) : Isoamyl butyrate  ||  Isopentyl butyrate  ||  3-Methylbutyl butanoate  ||  Isoamyl butanoat  ||  ISOPENTYL BUTANOATE  ||  3-Methylbutyl butyrate  ||  Butanoic acid  ||  3-methylbutyl ester  ||  CHEBI:87422


MW : 158.24

Formula : C9H18O2

CAS_number : 106-27-4

PubChem : 7795

UniChem : PQLMXFQTAMDXIZ-UHFFFAOYSA-N

Target

Structures : No structure

Families : Polyesterase-lipase-cutinase, Lipase_3

References (4)

Title : Synthesis of Isoamyl Fatty Acid Ester, a Flavor Compound, by Immobilized Rhodococcus Cutinase - Jeon_2024_J.Microbiol.Biotechnol_34_1
Author(s) : Jeon YW , Song HM , Lee KY , Kim YA , Kim HK
Ref : J Microbiol Biotechnol , 34 :1 , 2024
Abstract :
PubMedSearch : Jeon_2024_J.Microbiol.Biotechnol_34_1
PubMedID: 38754998
Gene_locus related to this paper: rhofa-a0a7i8e2z4

Title : Isopentyl Butanoate: Aggregation Pheromone of the Brown Spiny Bug, Clavigralla tomentosicollis (Hemiptera: Coreidae), and Kairomone for the Egg Parasitoid Gryon sp. (Hymenoptera: Scelionidae) - Kpongbe_2019_J.Chem.Ecol_45_570
Author(s) : Kpongbe H , Van Den Berg J , Khamis F , Tamo M , Torto B
Ref : J Chem Ecol , 45 :570 , 2019
Abstract :
PubMedSearch : Kpongbe_2019_J.Chem.Ecol_45_570
PubMedID: 31209625

Title : Enzymatic synthesis of isoamyl butyrate catalyzed by immobilized lipase on poly-methacrylate particles: optimization, reusability and mass transfer studies - Todero_2015_Bioprocess.Biosyst.Eng_38_1601
Author(s) : Todero LM , Bassi JJ , Lage FA , Corradini MC , Barboza JC , Hirata DB , Mendes AA
Ref : Bioprocess Biosyst Eng , 38 :1601 , 2015
Abstract :
PubMedSearch : Todero_2015_Bioprocess.Biosyst.Eng_38_1601
PubMedID: 25935327

Title : Short-Chain Flavor Ester Synthesis in Organic Media by an E. coli Whole-Cell Biocatalyst Expressing a Newly Characterized Heterologous Lipase - Brault_2014_PLoS.One_9_e91872
Author(s) : Brault G , Shareck F , Hurtubise Y , Lepine F , Doucet N
Ref : PLoS ONE , 9 :e91872 , 2014
Abstract :
PubMedSearch : Brault_2014_PLoS.One_9_e91872
PubMedID: 24670408
Gene_locus related to this paper: 9bact-c3ryl0