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Glucose-pentaacetate

General

Type : Acetate, Carbohydrate

Chemical_Nomenclature : [(2R,3R,4S,5R,6R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate, [(2R,3R,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate

Canonical SMILES : CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C || CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

InChI : InChI=1S\/C16H22O11\/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21\/h12-16H,6H2,1-5H3\/t12-,13-,14+,15-,16+\/m1\/s1 || InChI=1S\/C16H22O11\/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21\/h12-16H,6H2,1-5H3\/t12-,13-,14+,15-,16-\/m1\/s1

InChIKey : LPTITAGPBXDDGR-LJIZCISZSA-N || LPTITAGPBXDDGR-UHFFFAOYSA-N || LPTITAGPBXDDGR-IBEHDNSVSA-N

Other name(s) : Alpha-D-Glucose pentaacetate  ||  Penta-O-acetyl-alpha-D-glucopyranose  ||  A-D-Glucopyranose pentaacetate  ||  1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranose  ||  Pentaacetyl-alpha-D-glucose  ||  Hexopyranose, pentaacetate  ||  alpha.-D-Glucopyranose, pentaacetate  ||  beta.-D-Galactopyranose, pentaacetate  ||  1,2,3,4,6-Penta-O-acetylhexopyranose  ||  ST001458  ||  UNII-1CS424NS93  ||  alpha-D-Glucopyranose, pentaacetate  ||  alpha-D-Glucopyranose pentaacetate  ||  acetyl 2,3,4,6-tetra-O-acetyl-alpha-D-gluco-hexopyranoside  ||  beta-D-Glucose pentaacetate  ||  1,2,3,4,6-Penta-O-acetyl-b-D-glucopyranose  ||  Penta-O-acetyl-beta-D-glucopyranose

MW : 390.33 || 390.34

Formula : C16H22O11

CAS_number : 604-68-2,    604-69-3,    154395-36-5

PubChem : 2723636,    79064,    2724702

UniChem : LPTITAGPBXDDGR-LJIZCISZSA-N,    LPTITAGPBXDDGR-UHFFFAOYSA-N,    LPTITAGPBXDDGR-IBEHDNSVSA-N

Target

Structures : No structure

Families : Acetyl-esterase_deacetylase, Fungal_carboxylesterase_lipase, GTSAGmotif, Hormone-sensitive_lipase_like, Bacterial_lip_FamI.1, A85-Feruloyl-Esterase, LYsophospholipase_carboxylesterase, Lipase_3

References (8)

Title : A novel esterase regulates Klebsiella pneumoniae hypermucoviscosity and virulence - Wang_2024_PLoS.Pathog_20_e1012675
Author(s) : Wang L , Wang Z , Zhang H , Jin Q , Fan S , Liu Y , Huang X , Guo J , Cai C , Zhang JR , Wu H
Ref : PLoS Pathog , 20 :e1012675 , 2024
Abstract :
PubMedSearch : Wang_2024_PLoS.Pathog_20_e1012675
PubMedID: 39480904
Gene_locus related to this paper: klepn-KpACE

Title : Characterisation of a Novel Acetyl Xylan Esterase (BaAXE) Screened from the Gut Microbiota of the Common Black Slug (Arion ater) - Madubuike_2022_Molecules_27_
Author(s) : Madubuike H , Ferry N
Ref : Molecules , 27 : , 2022
Abstract :
PubMedSearch : Madubuike_2022_Molecules_27_
PubMedID: 35566348

Title : Determinants and prediction of esterase substrate promiscuity patterns - Martinez-Martinez_2018_ACS.Chem.Biol_13_225
Author(s) : Martinez-Martinez M , Coscolin C , Santiago G , Chow J , Stogios PJ , Bargiela R , Gertler C , Navarro-Fernandez J , Bollinger A , Thies S , Mendez-Garcia C , Popovic A , Brown G , Chernikova TN , Garcia-Moyano A , Bjergah GE , Perez-Garcia P , Hai T , Del Pozo MV , Stokke R , Steen IH , Cui H , Xu X , Nocek BP , Alcaide M , Distaso M , Mesa V , Pelaez AI , Sanchez J , Buchholz PCF , Pleiss J , Fernandez-Guerra A , Glockner FO , Golyshina OV , Yakimov MM , Savchenko A , Jaeger KE , Yakunin AF , Streit WR , Golyshin PN , Guallar V , Ferrer M
Ref : ACS Chemical Biology , 13 :225 , 2018
Abstract :
PubMedSearch : Martinez-Martinez_2018_ACS.Chem.Biol_13_225
PubMedID: 29182315
Gene_locus related to this paper: 9zzzz-a0a2k8jn75 , 9zzzz-a0a2k8jt94 , 9zzzz-a0a0g3fj44 , 9zzzz-a0a0g3fh10 , 9zzzz-a0a0g3fh03 , 9bact-a0a1s5qkj8 , 9zzzz-a0a0g3feh5 , 9zzzz-a0a0g3fkz4 , 9zzzz-a0a0g3fh07 , 9zzzz-a0a0g3fh34 , 9zzzz-a0a0g3fh31 , 9bact-KY458167 , alcbs-q0vqa3 , 9bact-a0a1s5qki8 , 9zzzz-a0a0g3feq8 , 9zzzz-a0a0g3feh8 , 9zzzz-a0a0g3fh19 , 9bact-KY203037 , 9bact-a0a1s5ql22 , 9bact-a0a1s5qm34 , 9bact-KY203034 , 9bact-r9qzg0 , 9bact-a0a1s5qly8 , 9zzzz-a0a0g3fkz8 , 9zzzz-a0a0g3feg9 , 9zzzz-KY203033 , 9zzzz-a0a0g3fes4 , 9zzzz-a0a0g3fh42 , 9bact-a0a1s5qlx2 , 9zzzz-KY483651 , 9bact-a0a1s5qmh4 , 9zzzz-KY203032 , 9zzzz-EH87 , 9zzzz-a0a0g3fei1 , 9zzzz-a0a0g3fet2 , 9zzzz-KY483647 , 9zzzz-EH82 , 9zzzz-a0a0g3fe15 , 9bact-KY203031 , 9bact-t1w006 , 9zzzz-a0a0g3fet6 , 9bact-KY458164 , geoth-g8myf3 , 9bact-a0a1s5ql04 , 9gamm-a0a1y0ihk7 , 9bact-a0a1s5qly6 , 9bact-a0a1s5qkg4 , 9bact-a0a1s5qkm4 , 9gamm-s5tv80 , 9gamm-a0a0c4zhg2 , 9zzzz-t1b379 , 9gamm-KY483646 , 9bact-KY458160 , 9zzzz-a0a0g3fj57 , 9gamm-s5t8349 , 9arch-KY203036 , 9bact-KY458168 , 9zzzz-a0a0g3fes0 , 9zzzz-t1be47 , 9bact-KY458159 , 9zzzz-a0a0g3fh39 , 9bact-t1vzd5 , 9prot-EH41 , 9bact-Lip114 , alcbs-q0vt77 , 9bact-a0a1s5qke6 , 9bact-a0a1s5qkf3 , 9prot-SRP030024 , 9gamm-s5t532 , 9bact-a0a1s5qkl2 , 9bact-a0a1s5qkk8 , 9zzzz-KY203030 , 9zzzz-t1d4I7 , 9prot-KY019260 , 9bact-a0a1s5qm38 , 9arch-KY458161 , 9prot-KY010302 , 9zzzz-a0a0g3fl25 , 9actn-KY010298 , 9gamm-s5u059 , 9bact-a0a1s5qmi7 , 9bact-KY010297 , 9bact-KY483642 , 9bact-a0a1s5qkj1 , 9bact-KY010299 , 9bact-KY483648 , alcbs-q0vtl7 , 9bact-a0a1s5qf1 , 9bact-a0a1s5qkg0 , 9bact-a0a0h4tgu6 , 9bact-MilE3 , 9bact-LAE6 , 9alte-MGS-MT1 , 9bact-r9qzf7 , 9gamm-k0c6t6 , alcbs-q0vl36 , alcbs-q0vlq1 , alcbs-q0vq49 , bacsu-pnbae , canar-LipB , canan-lipasA , geost-lipas , marav-a1u5n0 , pseps-i7k8x5 , staep-GEHD , symth-q67mr3 , altma-s5cfn7 , cycsp-k0c2b8 , alcbs-q0vlk5 , 9bact-k7qe48 , 9bact-MGS-M1 , 9bact-MGS-M2 , 9bact-a0a0b5kns5 , 9zzzz-a0a0g3fej4 , 9zzzz-a0a0g3fj60 , 9zzzz-a0a0g3fej0 , 9zzzz-a0a0g3fj64 , 9bact-a0a0b5kc16 , 9zzzz-a0a0g3feg6 , 9zzzz-a0a0g3feu6

Title : Role of an N-terminal extension in stability and catalytic activity of a hyperthermostable alpha\/beta hydrolase fold esterase - Singh_2017_Protein.Eng.Des.Sel_30_559
Author(s) : Singh MK , Shivakumaraswamy S , Gummadi SN , Manoj N
Ref : Protein Engineering Des Sel , 30 :559 , 2017
Abstract :
PubMedSearch : Singh_2017_Protein.Eng.Des.Sel_30_559
PubMedID: 28967962
Gene_locus related to this paper: thema-TM0077

Title : An extended loop in CE7 carbohydrate esterase family is dispensable for oligomerization but required for activity and thermostability - Singh_2016_J.Struct.Biol_194_434
Author(s) : Singh MK , Manoj N
Ref : J Struct Biol , 194 :434 , 2016
Abstract :
PubMedSearch : Singh_2016_J.Struct.Biol_194_434
PubMedID: 27085421
Gene_locus related to this paper: thema-TM0077

Title : Regioselective enzymatic hydrolysis of acetylated pyranoses and pyranosides using immobilised lipases. An easy chemoenzymatic synthesis of alpha- and beta-D-glucopyranose acetates bearing a free secondary C-4 hydroxyl group - Terreni_2002_Carbohydr.Res_337_1615
Author(s) : Terreni M , Salvetti R , Linati L , Fernandez-Lafuente R , Fernandez-Lorente G , Bastida A , Guisan JM
Ref : Carbohydr Res , 337 :1615 , 2002
Abstract :
PubMedSearch : Terreni_2002_Carbohydr.Res_337_1615
PubMedID: 12423962

Title : Regioselective hydrolysis of peracetylated alpha-D-glycopyranose catalyzed by immobilized lipases in aqueous medium. A facile preparation of useful intermediates for oligosaccharide synthesis - Bastida_1999_Bioorg.Med.Chem.Lett_9_633
Author(s) : Bastida A , Fernandez-Lafuente R , Fernandez-Lorente G , Guisan JM , Pagani G , Terreni M
Ref : Bioorganic & Medicinal Chemistry Lett , 9 :633 , 1999
Abstract :
PubMedSearch : Bastida_1999_Bioorg.Med.Chem.Lett_9_633
PubMedID: 10098679

Title : Preparation of various glucose esters via lipase-catalyzed hydrolysis of glucose pentaacetate - Shaw_1987_Biotechnol.Bioeng_29_648
Author(s) : Shaw JF , Klibanov AM
Ref : Biotechnol Bioeng , 29 :648 , 1987
Abstract :
PubMedSearch : Shaw_1987_Biotechnol.Bioeng_29_648
PubMedID: 18576497
Gene_locus related to this paper: aspng-EXANL1