Alpha-Angelica-lactone

Analogue of substrate could not be found in structure of lactonase (2XUA) but the product lavulinic acid was found. Alpha angelica lactone also used as acyl donor in transesterification/Acyltransferase reaction instead of hydroalase reaction by lipases

General

Type : Lactone, Butenolide, Analogue of substrate

Chemical_Nomenclature : 5-methyl-3H-furan-2-one

Canonical SMILES : CC1=CCC(=O)O1

InChI : InChI=1S\/C5H6O2\/c1-4-2-3-5(6)7-4\/h2H,3H2,1H3

InChIKey : QOTQFLOTGBBMEX-UHFFFAOYSA-N

Other name(s) : 4-hydroxy-3-pentenoic acid gamma-lactone  ||  4-hydroxy-3-pentenoic-acid-gamma-lactone  ||  Alpha-Angelica lactone  ||  Alpha-Angelicalactone  ||  Alpha-Angelica-lactone  ||  5-Methyl-2(3H)-furanone  ||  5-Methylfuran-2(3H)-one  ||  2(3H)-FURANONE, 5-METHYL-


MW : 98.10

Formula : C5H6O2

CAS_number : 591-12-8

PubChem : 11559

UniChem : QOTQFLOTGBBMEX-UHFFFAOYSA-N

Target

Structures : No structure

Families : Carboxymethylbutenolide_lactonase, Canar_LipB

References (2)

Title : From Waste to ValueDirect Utilization of alpha-Angelica Lactone as a Nonconventional Irreversible Acylating Agent in a Chromatography-Free Lipase-Catalyzed KR Approach toward sec-Alcohols - Poterala_2021_ACS.Sustain.Chem.Eng_9_10276
Author(s) : Poterala M , Borowiecki P
Ref : ACS Sustain Chem Eng , 9 :10276 , 2021
Abstract :
PubMedSearch : Poterala_2021_ACS.Sustain.Chem.Eng_9_10276
PubMedID:
Gene_locus related to this paper: canar-LipB

Title : A product analog bound form of 3-oxoadipate-enol-lactonase (PcaD) reveals a multifunctional role for the divergent cap domain - Bains_2011_J.Mol.Biol_406_649
Author(s) : Bains J , Kaufman L , Farnell B , Boulanger MJ
Ref : Journal of Molecular Biology , 406 :649 , 2011
Abstract :
PubMedSearch : Bains_2011_J.Mol.Biol_406_649
PubMedID: 21237173
Gene_locus related to this paper: burxl-q13kt2