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Organosulfur compounds of the form R–SC(=O)–R′
In organic chemistry, thioesters are organosulfur compounds with the molecular structure R−C(=O)−S−R'. They are analogous to carboxylate esters (R−C(=O)−O−R')
Thioester
Class of enzymes
Fatty acid synthase (FAS) is an enzyme that in humans is encoded by the FASN gene. Fatty acid synthase is a multi-enzyme protein that catalyzes fatty acid
Fatty_acid_synthase
Organic compounds of the form >C=O
Hydrolysis of salts of secondary nitro compounds (Nef reaction) Alkylation of thioester with organozinc compounds (Fukuyama coupling). Alkylation of acid chloride
Ketone
Key component of arthropod innate immune system
Thioester containing protein 1, often called TEP1 is a key component of the arthropod innate immune system. TEP1 was first identified as a key immunity
Thioester-containing protein 1
Thioester-containing_protein_1
Chemical compound
β-mercaptoethylamine group. This thioester linkage is a "high energy" bond, which is particularly reactive. Hydrolysis of the thioester bond is exergonic (−31.5 kJ/mol)
Acetyl-CoA
Metabolic process
acyl chain linked to AMP. The next step is formation of an activated thioester bond between the fatty acyl chain and Coenzyme A. The balanced equation
Fatty_acid_degradation
Protein-coding gene in the species Homo sapiens
Hydroxyacyl-thioester dehydratase type 2 is a protein that in humans is encoded by the HTD2 gene. GRCh38: Ensembl release 89: ENSG00000255154 – Ensembl
Hydroxyacyl-thioester dehydratase type 2
Hydroxyacyl-thioester_dehydratase_type_2
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl- and enoyl-reducing, thioester-hydrolysing). Heever JP, Hutchinson CR, Vederas JC (2000). "Lovastatin
Lovastatin nonaketide synthase
Lovastatin_nonaketide_synthase
Chemical group (–OH)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Hydroxy_group
Coenzyme, notable for its synthesis and oxidation role
coenzyme A as a substrate, and around 4% of cellular enzymes use it (or a thioester) as a substrate. In humans, CoA biosynthesis requires cysteine, pantothenate
Coenzyme_A
Class of enzymes
name of this enzyme class is acetyl-CoA:glyoxylate C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
Malate_synthase
Organic compound
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Urea
Chemical compound
facilitate a nucleophilic attack by the free amine on L-alanine onto the thioester of D-α-hydroxyisocaproic acid (D-HIC) on the CesA1 module. This event
Cereulide
Chemical compound
It can be prepared by oxidation of 2,4-dichlorotoluene. The coenzyme A thioester of 2,4-dichlorobenzoic acid is the substrate for 2,4-dichlorobenzoyl reductase
2,4-Dichlorobenzoic_acid
Enzyme
of this enzyme class is acetyl-CoA:2-oxoglutarate C-acetyltransferase (thioester-hydrolysing, carboxymethyl forming). Other names in common use include
Homocitrate_synthase
Chemical compound
slightly yellow liquid that gives garlic its distinctive odor. It is a thioester of a sulfinic acid. It is also known as allyl thiosulfinate. Its biological
Allicin
Cyclic chemical group (–C6H5)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Phenyl_group
Chemical group (–C(=O)C6H5
esters. The source of many naturally occurring benzoyl compounds is the thioester benzoyl-CoA. Irradiation of benzil generates benzoyl radicals, which have
Benzoyl_group
Chemical way to synthesize proteins
N-terminal cysteine residue of an unprotected peptide attacks the C-terminal thioester of a second unprotected peptide, in an aqueous buffer at pH 7.0 and room
Native_chemical_ligation
Organic compounds with the tautomeric structures RC(S)OH or RC(O)SH
for acetic acid. Alkylation of the corresponding thioate ion gives a thioester. Thiolates are highly nucleophilic, attacking electron-poor olefins. The
Thiocarboxylic_acid
Enzyme found in humans
conformational change cause thioester hydrolysis and release coenzyme A. This ensures that the energy released from the thioester bond cleavage will drive
Citrate_synthase
Any organic compound having a sulfanyl group (–SH)
variation is cysteamine (HSCH2CH2NH2. Thiols form sulfides, thioacetals, and thioesters, which are analogous to ethers, acetals, and esters, respectively. Thiols
Thiol
Main-group allene analog
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
1-Phosphaallenes
Chemical compounds and groups containing nitrogen with a lone pair (:N)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Amine
Chemical group (–CH2–CH=CH2)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Allyl_group
Chemical group (–C4H9) derived from butane
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Butyl_group
Chemical group (>N–C(=O)–O–)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Carbamate
Chemical compound
Racecadotril, also known as acetorphan, is an antidiarrheal medication which acts as a peripheral enkephalinase inhibitor. Unlike other opioid medications
Racecadotril
Chemical compounds with the structure R–O–O–R'
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Peroxide
Cholesterol-lowering medication
found in studies. Bempedoic acid is a prodrug. It is activated to the thioester with coenzyme A by the enzyme acyl-CoA synthetase in the liver. The activated
Bempedoic_acid
Compound derived from an acid
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Ester
Class of enzymes
this enzyme class is acetyl-CoA:acetoacetyl-CoA C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
Hydroxymethylglutaryl-CoA synthase
Hydroxymethylglutaryl-CoA_synthase
Polyatomic ion (NO3, charge –1) found in explosives and fertilisers
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Nitrate
Organic compound
Unbound acetoacetate is primarily produced by liver mitochondria from its thioester with coenzyme A (CoA): AcCH2C(O)−CoA + OH− → AcCH2CO−2 + H−CoA The acetoacetyl-CoA
Acetoacetic_acid
Enzymes
to thiolases. Thioesters are more reactive than oxygen esters and are common intermediates in fatty-acid metabolism. These thioesters are made by conjugating
Thiolase
Chemical compound
CH3CH2OH This thallium thiolate can be used to convert acyl chlorides to the thioester: (CH3)3CS−Tl+ + RCOCl → RCOSC(CH3)3 + TlCl (CH3)3CSLi reacts with MoCl4
Tert-Butylthiol
Protein-coding gene in the species Homo sapiens
Ubiquitin carboxy-terminal hydrolase L1 (EC 3.1.2.15, ubiquitin C-terminal hydrolase, UCH-L1) is a deubiquitinating enzyme. UCH-L1 is a member of a gene
Ubiquitin carboxy-terminal hydrolase L1
Ubiquitin_carboxy-terminal_hydrolase_L1
Organic molecule with two different functional groups
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Bifunctionality
Chemical element with atomic number 15 (P)
Phosphorus is a chemical element; it has symbol P and atomic number 15. All elemental forms of phosphorus are highly reactive and are therefore never found
Phosphorus
Organic compound with an –S– group
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Organic_sulfide
Chemical compound
water and over 25 weeks in groundwater. First prepare thioester: Second prepare oxime from thioester: Third prepare product from methyl isocyanate and the
Methomyl
Class of enzymes
enzyme class is dodecanoyl-CoA:oxaloacetate C-dodecanoyltransferase (thioester-hydrolysing, 1-carboxyundecyl-forming). Other names in common use include
Decylcitrate_synthase
Organic compound containing a sulfinyl group (>SO)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Sulfoxide
Organic compounds of the form RC(=O)NR′R″
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Amide
Protein domain
form of a thioester, and then directly transfers the ubiquitin to targeted substrates. A cysteine residue is required for ubiquitin-thioester formation
HECT_domain
Organic compounds that contain sulfur
known. They are structurally similar to carboxylic acids but more acidic. Thioesters have general structure R−C(O)−S−R. They are related to regular esters
Organosulfur_chemistry
Functional group (C=O)
derivatives of acyl chlorides, chloroformates and phosgene, carbonate esters, thioesters, lactones, lactams, hydroxamates, and isocyanates. Examples of inorganic
Carbonyl_group
Protein-coding gene in the species Homo sapiens
tropicalis Etr1p and Saccharomyces cerevisiae Ybr026p (Mrf1'p), 2-enoyl thioester reductases essential for mitochondrial respiratory competence". Molecular
MECR
Protein-coding gene in the species Homo sapiens
Cytosolic acyl coenzyme A thioester hydrolase is an enzyme that in humans is encoded by the ACOT7 gene. This gene encodes a member of the acyl coenzyme
ACOT7
Mammalian protein found in Homo sapiens
that catalyzes the transfer of the bile acid moiety from the acyl-CoA thioester to either glycine or taurine, the second step in the formation of bile
BAAT
Class of enzymes
malonate to acyl-carrier-protein (ACP) converts the acyl groups into thioester forms which are characteristic of acyl intermediates in fatty acid synthesis
(acyl-carrier-protein) S-malonyltransferase
(acyl-carrier-protein)_S-malonyltransferase
Chemical compound
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Dioxirane
Class of enzymes
human lung tryptase, and bovine trypsin with peptide 4-nitroanilide and thioester substrates" (PDF). The Journal of Biological Chemistry. 258 (22): 13552–7
Tryptase
and a thioester intermediate. This hydride shift has been shown to be stereospecific in a subset (class 3) of retinal dehydrogenases. The thioester intermediate
Retinal_dehydrogenase
Enzyme of the glycolysis metabolic pathway
hydride ion, forming NADH while the hemithioacetal is oxidized to a thioester. This thioester species is much higher in energy (less stable) than the carboxylic
Glyceraldehyde 3-phosphate dehydrogenase
Glyceraldehyde_3-phosphate_dehydrogenase
Species of flowering plant in the family Asparagaceae
sulfur-containing degradation products, including various thiols and thioesters, which following consumption give urine a characteristic smell. Some of
Asparagus
Chemical compound
microorganism.Then acetyl phosphate phosphorylates ADP to ATP between the thioester and the phosphate metabolism. Acetyl phosphate can phosphorylate some
Acetyl_phosphate
Linear sequence of amino acids in a peptide or protein
(Ser/Thr) or thioester (Cys) bond in place of the peptide bond. This chemical reaction is called an N-O acyl shift. The ester/thioester bond can be resolved
Protein_primary_structure
Part of the immune system that enhances the ability of antibodies and phagocytic cells
product of spontaneous cleavage of the internal thioester. In contrast, when the internal thioester of C3 reacts with a hydroxyl or amino group of a
Complement_system
the following chemical reaction Thiol-dependent hydrolysis of ester, thioester, amide, peptide and isopeptide bonds formed by the C-terminal Gly of ubiquitin
Ubiquitinyl_hydrolase_1
Chemical compound
Methylmalonyl-CoA is the thioester consisting of coenzyme A linked to methylmalonic acid. It is an important intermediate in the biosynthesis of succinyl-CoA
Methylmalonyl-CoA
Organic compound containing a –C(=O)OH group
carboxylic acids - citric, oxalic, amino acids, etc. - entail hydrolysis of thioesters and phosphate esters. In contrast to methods used on a laboratory scale
Carboxylic_acid
Compound active in mitochondria
membrane, where they promote the activation of fatty acids by forming a thioester bond between the fatty acid carboxyl group and the thiol group of coenzyme
Carnitine
Chemical compound
Succinyl-coenzyme A, abbreviated as succinyl-CoA (/ˌsʌksɪnəlˌkoʊˈeɪ/) or SucCoA, is a thioester of succinic acid and coenzyme A. It is an important intermediate in the
Succinyl-CoA
Secondary metabolides
Condensation: The C-domain catalyzes the amide bond formation between the thioester group of the growing peptide chain from the previous module with the amino
Nonribosomal_peptide
Organic molecule containing a neutral carbon with two unbound valence electrons
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Carbene
Organic chemical reaction
reaction is an organic reaction forming a new carbon–carbon bond from a thioester and a boronic acid using a metal catalyst. It is a cross-coupling reaction
Liebeskind–Srogl_coupling
InterPro Family
enzyme class is acetyl-CoA:3-methyl-2-oxobutanoate C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
2-isopropylmalate_synthase
Class of enzymes
of this enzyme class is acetyl-CoA:2-oxobutanoate C-acetyltransferase (thioester-hydrolysing, carboxymethyl-forming). Other names in common use include
2-ethylmalate_synthase
proteomics Alpha/beta hydrolase fold Amide Enzyme Ester List of enzymes Thioester Simon GM, Cravatt BF (April 2010). "Activity-based proteomics of enzyme
Serine_hydrolase
Class of serine proteases
attached to the microbial surface or to the antibody molecules through the thioester domain at the site of complement activation. After cleavage and binding
C3-convertase
Functional group of organic compounds
(electrophilic) position, before relaxing to α metallation. α,β-Unsaturated thioesters are intermediates in several enzymatic processes. Two prominent examples
Α,β-Unsaturated carbonyl compound
Α,β-Unsaturated_carbonyl_compound
acyl-protein thioester The 3 substrates of this enzyme are ATP, acid, and protein, whereas its 3 products are AMP, diphosphate, and acyl-protein thioester. This
Long-chain-fatty-acid—luciferin-component ligase
Long-chain-fatty-acid—luciferin-component_ligase
Organic compound with the structure >C(O–)2
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Acetal
Corticosteroid
Fluticasone furoate, sold under the brand name Flonase Sensimist among others, is a corticosteroid for the treatment of non-allergic and allergic rhinitis
Fluticasone_furoate
Type of saturated hydrocarbon compound
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Alkane
Organic compound or functional group containing a C=N bond
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Imine
Class of enzymes
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl-reducing, thioester-hydrolysing and cyclizing). Other names in common use include MSAS, and
6-methylsalicylic-acid synthase
6-methylsalicylic-acid_synthase
Chemical element with atomic number 16 (S)
organisms such as methionine and cysteine contain organosulfur groups (thioester and thiol respectively). The antioxidant glutathione protecting many living
Sulfur
Organic compound containing the functional group R–CH=O
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Aldehyde
Study of compounds with carbon to zinc bonds
the coupling of an aryl, alkyl, allyl, or α,β- unsaturated thioester compound. This thioester compound can be coupled to a wide range of organozinc reagents
Organozinc_chemistry
Organic compounds with a diazenyl group (–N=N–)
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Azo_compound
Chemical group (–C3H7) derived from propane
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Propyl_group
Substance of biological origin that is soluble in nonpolar solvents
biochemical intermediates such as wax esters, fatty acid thioester coenzyme A derivatives, fatty acid thioester ACP derivatives and fatty acid carnitines. The fatty
Lipid
Toxic gaseous compound (COCl2)
alveoli (the site of gas exchange), respectively forming ester, amide and thioester functional groups in accord with the reactions discussed above. This results
Phosgene
Organic compound with at least one hydroxyl (–OH) group
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Alcohol_(chemistry)
Class of enzymes
of this enzyme class is acetyl-CoA:oxaloacetate C-acetyltransferase [thioester-hydrolysing, (pro-R)-carboxymethyl-forming]. Other names in common use
Citrate_(Re)-synthase
Enzyme
carrier protein (ACP) reductase, beta-ketoacyl reductase, beta-ketoacyl thioester reductase, beta-ketoacyl-ACP reductase, beta-ketoacyl-acyl carrier protein
3-oxoacyl-(acyl-carrier-protein) reductase
3-oxoacyl-(acyl-carrier-protein)_reductase
Class of chemical compounds
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Selenenic_acid
Central nervous system stimulant prodrug
First benzoate is ligated to CoASH to form the high-energy benzoyl-CoA thioester. This reaction is catalyzed by the HXM-A and HXM-B medium-chain acid:CoA
Lisdexamfetamine
Type of chemical bond between 2 amino acids
adenylated Ubiquitin can be transferred to a conserved cysteine using a thioester bond which is between the carboxyl group of the C-terminal glycine of
Isopeptide_bond
Chemical compound
presence of ketones and esters. Reduction of aldehydes in the presence of thioesters The selectivity of this reducing agent makes it an important tool in organic
Sodium_cyanoborohydride
Aspect of the immune system
cannot stay activated as a highly reactive thioester bond is revealed once C4 has been cleaved. The thioester bond is cleaved by water resulting in its
Classical_complement_pathway
Chemical compound
Stearoyl-CoA is a coenzyme involved in the metabolism of fatty acids. Stearoyl-CoA is an 18-carbon long fatty acyl-CoA chain that participates in an unsaturation
Stearoyl-CoA
for protein dopaminylation can be summarized in two parts: an initial thioester formation, followed by isopeptide bond formation. Fig. 1 Mechanism for
Dopaminylation
Class of enzymes
of this enzyme class is butanoyl-CoA:glyoxylate C-butanoyltransferase (thioester-hydrolysing, 1-carboxypropyl-forming). Other names in common use include
3-ethylmalate_synthase
Class of chemical compounds
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Selenonic_acid
Chemical reaction
Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate Boron Boronic acid Borinic acid Selenium
Hydrodealkylation
C-terminal thioester. This enables the use of large recombinant protein-derived thioesters in native chemical ligation. The recombinant thioester can be ligated
Chemical_ligation
Antibiotic
scheme). This intermediate is bound to a peptidyl carrier protein via a thioester (2) and hydroxylated at the benzyl position (3). The amino group is then
Chloramphenicol
THIOESTER
THIOESTER
THIOESTER
THIOESTER
Boy/Male
Hindu
Good looking
Female
Egyptian
, ("the mistress of Chendi"); Greek Kandake.
Female
Hawaiian
Hawaiian form of Russian Nadezhda, NAKINE means "hope."
Male
Arthurian
, (Sir); rejoicing.
Boy/Male
Hindu, Indian, Marathi
Joy Delight
Boy/Male
Indian, Modern
Brightness
Boy/Male
Tamil
Young boy
Boy/Male
Arabic, Muslim
Bright
Girl/Female
Hebrew American
Palm tree. Used as a symbolic oriental name due to the beauty and fruitfulness of the tree.
Surname or Lastname
English
English : habitational name from places in Derbyshire and Shropshire named Alport, from Old English ealda ‘old’ + port ‘town’.
THIOESTER
THIOESTER
THIOESTER
THIOESTER
THIOESTER